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55 Romantic Questions to Ask your Boyfriend

Want to become closer to your man? Here is a list of romantic questions to ask your boyfriend to ignite love.

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Romantic couple, a boyfriend and girlfriend

Asking questions is the key to keeping healthy communication between you and your boyfriend! Lighthearted questions can open up the conversation to more in-depth subjects and also keep you in a great mood for the rest of the evening.

Asking deep questions can form a close bond between you two and bring you both closer than ever before. Relationship questions can be beneficial for you to continue to improve your relationship and stay honest with each other if there is something that needs to change.

I have put together a comprehensive list of romantic questions to ask your boyfriend to form more of a bond between you and him! These questions will not only help you get to know your boyfriend in a more romantic way, but they may also spice up your relationship.

By asking these types of questions, you may have a tighter bond and a better understanding of your boyfriend’s thoughts and feelings.

Check out this list of 55 romantic questions to ask your boyfriend! 

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Cute romantic questions to ask your boyfriend

1. Have you traveled in the past? If so, where did you travel?

This is a great question to begin a lighthearted conversation about traveling! You get to learn more about your boyfriend’s interests and also share your own.

It lets him think back to a fun trip that he has taken in the past and maybe even think about what the trip would have been like if you had also been there.

2. Where is your dream location for a vacation?

Your boyfriend may have not even thought about his dream vacation before, or if he had, it was only in his dreams! Asking this question can create a space for him to build up hope that one day you and he could make that dream vacation come true!

3. If your paycheck could be any number, what would your career be?

Everyone is always so focused on the size of a paycheck when looking for a job to pursue. Asking about his choice of career while omitting the paycheck roadblock might actually help him consider options that he had only set on the back burner!

4. Do you prefer dogs or cats? Would you want one as a pet in the future?

If you have your heart set on getting a dog or a cat in the future, then this is the perfect question to ask! You could even learn about your boyfriend’s past pets and where his head is at when thinking about getting a pet in the future.

It is a great way to see if he sees your relationship as something that could last for a long time. It seems to me that getting a dog or a cat tends to be something couples do when they are planning to be in that relationship for a long time!

5. Where do you want to live if you had to choose to stay in one place for the rest of your life?

This is a long-term sort of question. But also can be quite a romantic question to ask your boyfriend as it shows that you are trying to plan a living location with him.

This can open up the conversation to a planning session where you too can really take the time to consider all your options when it comes to finding a long-term place to live.

6. If you could learn any instrument with ease, which instrument would you learn how to play?

Another great question to ask to keep the conversation lighthearted. You could ask this question while on a stroll around the town or even at a music venue where it would be very fit!

This is also a chance for you to share any instruments that you are able to or interested in learning how to play. This could also be your chance to come up with ideas for a birthday or Christmas gift for him in the future!

7. What is your favorite activity to do in your free time? Would you like to do that activity with me?

This is a cute and flirty question as you are showing your boyfriend that you want to partake in activities with him and that you also prioritize his enjoyment in the activities.

You can come off as genuine and caring when asking such a question and get some great ideas for days when you both have some free time to fill!

8. Where do you want your first apartment or house to be located? Do you picture yourself staying there long?

This is another great romantic question to ask your boyfriend because it could show him that you are planning to be with him for the long run.

I love asking my boyfriend this question because he loves planning for the future and I think asking him this question begins a conversation that he is really excited about!

9. If I needed to describe you in three words to a friend, which three words should I use?

Although this is a pretty thought-provoking question, it can also be asked in a nonchalant way that keeps the conversation light and casual.

It could also get your boyfriend to remind you of the qualities that he values in himself and remind you of what you love about him!

10. When you are having a bad day, what usually cheers you up?

This romantic question can be asked in a compassionate way that shows your boyfriend how much you care about how he is feeling.

It can show him that you want to make sure he is doing okay. I love this question because it can help you find out exactly what you can do when your boyfriend needs cheering up.

11. What is your favorite place to go out to lunch? How come you like this place in particular? 

You could pretty much ask this question at any time of day and at any event during which you are with your boyfriend! Even at a time when you both are hungry and looking for a good place to have lunch!

You can also learn more about your boyfriend’s food preferences and even learn about places you and he could go on a future date night!

12. What is your favorite music to listen to? What music puts you in a romantic mood?

This question is so versatile, and can be very sexy in the moment! You might even catch your boyfriend off guard and surprise him with talk of romance.

It could get him thinking about what music he would want to listen to while in bed with you and that could be a real turn-on! This question is definitely one of those you could ask while on a dinner date with the plan of saving dessert for when you get home!

13. What is the next romantic movie you and I should watch together?

Everyone loves a good Netflix and chill night! But is it sometimes a challenge to find the right combination of a chick flick and adventure for both you and your boyfriend.

By asking your boyfriend this romantic question, you could get his honest opinion on the type of movie he would find romantic to watch with you.

14. What is the most romantic or impactful book you have ever read? Would you recommend that book to me?

Books can sometimes be the eye of the soul. I love asking my boyfriend what books he likes because it gives him a chance to share his favorite topics and any insightful lessons he has learned from those certain books.

This question is also a way for him to feel like his opinion and advice on books is valued. He gets to give you recommendations on books that he cherishes and has enjoyed reading!

15. What career paths other than your current path have you seriously considered in the past?

This is a romantic question that can help your boyfriend dig into his past dreams and aspirations. He will have the chance to reminisce about the possible paths he could have taken in his early years.

He may even get emotional about why he ended up pivoting into his current career path. The conversation following this romantic question could also lead to a chance for you to share your own career goals with him!

16. If you won a million dollars from the lottery, what would you do with the money?

Though the chances of your boyfriend winning the lottery are pretty slim, him becoming a successful man in the workplace may not be as impossible. So asking him what he would do with the prize money could be valuable information later on in your life together.

17. If you could return to a year in your past and relive your life starting from that age, what age would you return to?

This is a very thought-provoking romantic question that you can ask your boyfriend while also asking yourself. What age would you return to?

With you both thinking about the answer, it gives you both a chance to share an age that you really enjoyed from your past during which the other person did not know you. You may be surprised by how much you can learn about each other just by asking this simple question!

Related: 100 Flirty & Dirty Questions To Ask a Guy You Like

Deep romantic questions to ask your boyfriend

18. What is your biggest aspiration in life?

Thinking about aspirations can create a motivational conversion where you both get to learn about each other and share your support for each other’s goals in life.

I love asking my boyfriend this question because it gives us both a chance to share with one another what we prioritize in life other than each other.

We get to make sure that while we are going off and aspiring to be the people we want to become, we are also able to unwaveringly support each other along the way.

19. What is your biggest regret from your past? 

This deep romantic question may draw tears as it will bring up a negative memory that your boyfriend might not have shared with you before.

This is a great question to ask when you bother are in the mood for a deep and insightful conversation. One in which you practice the valued virtue of active and respectful listening.

20. If you could redo anything in your past life, what would it be?

If you already know a few of the things your boyfriend may regret doing in his younger life, asking him about redoing any of those actions could show him that he does have a chance to move past those mistakes and improve his decisions in the future with you.

This is a perfect question to show your boyfriend that you want to make anything possible for him to move forward with.

21. What is the biggest loss you have experienced? 

Many people have trouble talking about the major losses they have experienced in their lives. This is a question to ask your boyfriend when it seems that he needs to let it out.

When he is having a bad day but hasn’t been ready to tell you why, or when it just seems as though something is bothering him. By asking him about a loss he has experienced, you can give him a shoulder to cry on and also make him feel less alone by even sharing a loss that you have experienced as well.

22. When was the last time you were truly happy?

To brighten the conversation, you could ask your boyfriend about the last time he was truly happy! He could then share a fun experience he had or a fond memory with you that he cherishes.

This could create a real bonding time for you broth to reminisce about a special time when you both were happy with one another.

23. What is something that your parents did during your upbringing that you want to make sure you also do if you end up having children?

If you want to learn more about your boyfriend’s relationship with his parents then this question is the way to do that!

You could also learn about what your boyfriend values in ways of parenting and you could make sure you both agree on certain things before taking the next step toward parenthood.

24. What is something that you struggle to tell people about yourself that you want to share with me?

This emotion-provoking question may bring up a negative memory that your boyfriend has been hesitant to share with you.

You could not only learn about that particular memory of his, but also learn why he didn’t feel comfortable sharing it with you before. He may take this time to get something off his shoulders that had been weighing him down.

25. What is your biggest flaw?

Though you do want to learn about the positive aspect of your boyfriend and the reasons you love him as much as you do, there are also important things to know about him such as the flaws he sees in himself.

As people tend to see more flaws than good when looking at themselves, this could be a way for you to point out the fallacy in his idea of his own flaw.

Or you could even learn about something he is actively working on to improve himself.

26. What is your biggest fear about the future?

Everyone has fears about the future, no matter how big or small. By asking your boyfriend what those fears are for him, you could learn if you both share any of the same fears.

You could also learn how you can further support him and even make sure that those fears don’t come true in your future.

27. What is one of your fondest memories of us together? What about when we have been apart?

An important part of any relationship is the memories you both get to create together. But another important part is the memories you make when you are apart.

By asking your boyfriend about his fondest memories when you were both together and apart, you could reaffirm the benefits of you spending time in your own space and remind yourself that you don’t need to spend any waking minute of every day with him.

28. Which of your parents do you see the most in your own personality?

If you have met boyfriend’s parents before then you may already have an idea about which one he sees more in himself.

But, if you have not gotten to know them before, you may learn more about them by just asking this deep romantic question. I know that I have even learned a lot about my boyfriend through getting to know his parents!

29. What makes you feel most protected and secure?

A valuable part of any relationship is the mutual feeling of security and protection. Asking your boyfriend about what makes him feel both these ways could create a mutual understanding of how you can make sure you bother are always feeling the best you can in your relationship.

This could also strengthen the longevity of your relationship!

30. When was the last time you felt truly angry at someone or something?

Though it may not happen as commonly as other emotions may, anger might come up in various situations and it is important for you to be aware of how your boyfriend acts when he is feeling angry.

Asking a question about the last time he felt angry could help you learn about how he dealt with the situation so you can be more prepared for the next time he feels angry at someone or something again.

31. If you could change one of your personality traits, which would you change?

This is another way for you to learn a bit more about your boyfriend’s personality. He may even have traits that he is proud of and might want to highlight for you!

I enjoy this question because I think it gives your boyfriend a chance to share positive aspects of himself with you.

32. Do you consider yourself an introvert or an extrovert?

There are many different personality types and it is important for you to be aware of your own and your boyfriend’s personality type. I definitely consider myself an introvert with a bit of an extrovert personality when I am in a social setting, and my boyfriend is about the same.

Your personality may clash with or be very similar to your boyfriend’s personality and being aware of which could be a real help when in a social setting with him.

33. Do you consider yourself as an optimist, a pessimist, or a realist?

This is another great romantic question to ask your boyfriend to get to know him on a deeper level. Though this is a pretty serious question, it could be a great beginning to a nice insightful conversation!

34. Do you ever compare yourself to others? If so, who?

With many people sharing everything impressive about their lives on social media, it can be very easy for us to compare ourselves to others. It can even become self-deprecating.

Getting to know what your boyfriend compares himself to can help you understand his insecurities without him even realizing he is sharing them all with you!

Romantic questions to ask your boyfriend about your relationship

35. What should we prioritize in our relationship?

Your boyfriend may have a different idea of what he wants to prioritize in your relationship. Asking him this straightforward question can give you the insight you need to make sure you are both on the same page when it comes to priorities in your relationship.

36. Do you want to have kids sometime in the future? If so, how many?

Asking about your boyfriend’s plans for kids is a great way to tap into what your future may look like! Get to know what he wants to do in case you may have different opinions.

I love talking about kids with my boyfriend because I think that though we both have some contrasting options, the more open we keep the conversation the more we will be able to keep our plans flexible.

37. Is there anything that you think we should change about our relationship?

Though your relationship might be going smoothly and you are both satisfied with it, there still could be underlying possible changes that could make your relationship prosper even more! Just poor a soothing glass of wine and talk it over.

38. Would you rather have a relationship with constant communication or room for some space?

Though many couples believe that they need to have constant communication with their significant other at every waking minute of the day, it does seem to benefit some couples to designate some time to spend with themselves or with friends.

This romantic question about your relationship could help you both talk about the importance of your social lives and make it okay for you to go off and have some space from each other in a healthy way.

39. Do you see marriage in our future?

This may seem to be the constant elephant in the room. Does he want to marry me? You may ask yourself this question way too often for comfort, so why not just check in and see where he is at on the subject?

Maybe he will surprise you or affirm your suspicion of the need to take things in your relationship more slowly.

40. What sort of love language lifts you up the most?

The five love languages are words of affirmation, physical touch, gifts, quality time, and acts of service. Knowing each other’s love languages could be key in keeping communication about your sex life and also keep you closer than ever before!

41. Do you think that we are soul mates?

It may sound a bit testy to your boyfriend, but this question could give him the chance to affirm to you his love for you and your relationship. It can open up the conversation to give you bother a space to share how close you are with each other and how much you value each other.

 42. What do you think our biggest strength is in our relationship?

If your boyfriend hasn’t thought about how he is contributing to your relationship, then asking him a question about his biggest strength in your relationship can help identify where he is either giving a great effort or lacking in some way.

Make sure you are honest with him after he answers this question because this is your chance to share where he might be able to improve in your relationship.

43. When you imagine our future, what do you picture?

When you imagine your future with your boyfriend, do you think it aligns with his own imagination? If you are unsure of this, then asking him about what he imagines your future to look like can clear the air and give you a solid understanding of where you are both at in that moment.

44. When was the moment you realized you were in love with me?

This sweet and short question will make your heart race! Ask your boyfriend this question and he may even blush as he thinks back to the time when he first knew he was in love with you.

45. What are the positive things about being in a relationship?

Being in a relationship comes with many challenges. Asking your boyfriend to think about the positive aspects of being in a relationship can remind you of why you continue to deal with those challenges.

This can become a really important conversation if there is ever a time when you both feel distant or like you may be struggling in your relationship.

46. What was the first thing you noticed about me that caught your attention?

This can be a cute conversation to have with your boyfriend on a date night! You can both share with each other what you are attracted to about each other!

I love asking my boyfriend this question because I feel that reminding each other of what we find physically and mentally attractive about each other spices up our relationship not only in social settings but also in more intimate times.

47. Where is your favorite place to go on a date with me?

Date nights can be a great way to keep the bond with your boyfriend strong! Picking a fun or relaxing way to spend those dates is an important part of the process!

Having it be enjoyable is definitely important when staying in a positive mood during the date.

48. What can I do to make you feel the most loved?

It is so important to make sure that your boyfriend feels loved when he is around you! Asking him this question can give you the inside scoop as to what you can do to make sure he is feeling loved in your relationship.

Even though I ask my boyfriend this question sometimes, I make sure to ask him it multiple times throughout our relationship because his answer tends to change with time as well.

49. If you were to describe me in three words, what would they be?

Though you may already have words in mind to describe yourself, hearing these words from your boyfriend can be heartwarming and boost your confidence! Ask this question when you get a chance because believe me, it will make you blush no matter what he says!

50. What is something that you see or do that reminds you of me?

I love this question because it is something not many people have thought about before! I have found that you do tend to pick up little habits or say the same phrases as your partner after spending time with them for a while.

This is a cute and romantic way to remind yourselves of those cute personality traits that you both have in common!

51. What is your biggest turn-on that I do in bed?

This is a funny question to ask because I am sure your boyfriend would love that you know what turns him on in bed, he just might be hesitant to tell you. Therefore, asking him this question will give him the chance to let you know!

It can also help you know that you are doing the right things to turn him on! You can also share with him what he does that turns you on!

52. Have you ever gotten jealous of me with other guys? If so, when?

Chances are, your boyfriend has felt jealous of you in the past when you have been in social settings. If you have any guy friends, you may have already experienced his jealousy.

I find it important for him to be able to voice those feelings as he may be trying to hide them. But if they build up too much, they could cause more harm than good.

53. If we had never met, where do you think you would be now?

This could be an opportunity for you both to talk about how much your lives have changed in a positive way since meeting each other.

54. Is there anything that I may do that would make you rethink our relationship?

This romantic question you can ask your boyfriend is a serious, yet vital question to make sure you keep your relationship a positive one.

55. What is a big reason why you love me?

This adorable question, I just had to end this list with! Though there are challenges to a relationship, there is a big reason why you love your boyfriend and why he loves you. Make sure to remind each other of this reason as often as you can!

The best part of this list of questions is they can be asked at any time! You can ask your boyfriend these romantic questions while on a date, over text conversations, over a phone call, or even just while driving or walking on an errand run!

That’s a wrap. This article was all about romantic questions to ask your boyfriend. Was it helpful? Share the love on social media.

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College Life

60 Amazing Graduation Party Ideas for Guys – The Complete 2021 Guide

Have you graduated from college but still clueless about what to do for your graduation party? We’ve got you covered! Check out these graduation party ideas for guys.

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Guy college student graduating

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So you graduated from college but are still clueless about what to do for your graduation party?

Planning a party that celebrates this incredible achievement can take a lot of time and effort, but let me help.

First, make sure you set the date for your graduation party and notify all potential guests!

And in terms of ideas and what to do, below you will find graduation party ideas for guys and what decorations you can use for your party.

Plus, I provided some gifts for the college graduate in your life to bring to their graduation party.

In this post:

Graduation Party Ideas for Guys

Pin the Tassel

One graduation party idea for guys is to play pin the tassel! It’s a super fun game, and it’s really easy to set up.

Just print a picture of your graduate with a graduation cap, or just edit a cap without a tassel on it and purchase this tassel set from Amazon.

After that, let the fun begin! The goal is to pin the tassel to the graduation cap.

It’s truly a perfect way to begin any graduation party because it will put a smile on the guests’ faces.

I really love this idea because it can be done even before the party starts to get everyone in a festive mood.

Drinks Bar

It’s not a party if there are no drinks!

As a college graduate, you should be able to get wild at your graduation party, and your guests would appreciate the easy access to refreshments!

One party idea for guys is to set up a drinks bar with all your favorite alcoholic and nonalcoholic drinks.

I love this idea because I do not want my guests to be thirsty throughout the whole party, and if there is a bar specifically for drinks, it will be easier for them to know where to get their refreshments.

You can decorate the bar however you want, but I suggest getting beverage tubs like the one linked above! And don’t forget the ice.

Make your own drinks bar:

Snacks Bar

Sometimes when the party is too exciting, one needs a breather or a little snack to regain some energy.

One of the most awesome graduation party ideas is setting up a bar with all your favorite snacks to cure the mid-party #hangriness.

I suggest getting a clothesline so you can pin mini snacks to it for aesthetic purposes.

I love the idea that guests can see what snacks they’re getting when it’s hung on a clothesline. It adds character to the whole party.

Make your own snacks bar:

Photo Booth

One way to memorialize your awesome graduation party is to set up a photo booth!

Photo booths are a fun way to keep track of who attended the best graduation party of the year, and they allow guests to be silly in front of the camera.

This item from Amazon contains a graduation-themed border and some silly props to use when taking photos.

I love that the item is in line with the graduation party theme going on! It will be a perfect addition to any party.

Make your own photo booth:

S’mores Bar

If the snack bar isn’t enough to make the hangry go away at your party, then setting up a s’mores bar is a great graduation party idea.

Grab your favorite chocolate brand, marshmallows, and graham crackers, and get this electric s’mores maker to build your own s’mores bar at your graduation party.

This will definitely pique the interest of kids attending your party, or adults who have a sweet tooth.

I love that the maker is a flameless heater because caution is so important, especially when young ones are attending the party.

Make your own s’mores bar:

Popcorn Bar

One awesome graduation party idea for guys is to set up a popcorn bar at the party!

Popcorn is the best go-to snack, especially when getting a little intoxicated, and it will be fun to have your popcorn bar at the party.

My suggestion is to buy those popcorn containers from a dollar store and get this popcorn maker from Bed Bath & Beyond to finish your bar.

This idea will have everyone smiling at your party because of the popcorn maker’s carnival-like design.

Make your own popcorn bar:

Doughnut Wall

If you have a sweet tooth, then having a doughnut wall at your graduation party is one of the best things you can do. A doughnut wall doesn’t have to be complicated!

Get your favorite doughnuts from your favorite spot and buy these mini walls from Amazon that come with a stand and a peg where you can insert your doughnuts.

I love the idea of having a doughnut wall because I, like most, love doughnuts. This wall would be a hit at your graduation party.

Make your own doughnut wall:

School Color Themed Party

One best graduation party idea for guys is to host a school color-themed graduation party.

Nothing commemorates your college adventure more than representing its colors at your party.

If you are tired of seeing the usual black and gold items for your party, then switch it up by buying items in colors that represent your school colors.

Start with balloons! This item from Amazon has a variety of colors you can choose from, so your balloons can reflect the colors you want.

Them your own party:

Shot Tower

Another graduation party idea for guys is to have a shot tower at the party! This symbolizes both fun and letting loose before you tackle the world of adulthood.

Recreate the shot tower by buying a tiered cupcake holder, but instead of cupcakes, you can put shot glasses with the alcohol of your choice.

I adore this idea because it makes doing shots easier. Instead of pouring it, a ready one is more convenient and the aesthetics are on another level.

Make your own shot tower:

Memory Jars

If you want to have a cry session or a laugh session at your graduation party, then a perfect party idea is to have memory jars at either the entrance or on top of your graduation table.

Buy this large jar from Amazon and put pens and paper where your guests can write their fondest memory of you!

It is truly a sweet way to know that you are not alone in this world, and that you impact people in your special way.

I love that the jar is large enough to collect all the memories. Plus, it can be used in the pantry post-graduation party.

Make your own memory jar:

Crepe Station

A crepe station at a graduation party is probably one of the best ideas you can have at your party.

Crepes are so versatile. There are savory crepes and sweet ones. The ideas are endless.

Everyone at your party will love that you had a crepe bar. I personally love crepes as much as the next person, and for my next parties, I want to have one.

It’s easy to create a crepe bar at your party; just purchase this crepe machine that comes with 100 recipes, and you can buy your ingredients from that.

Create your own crepe station:

Music Booth

A party is not a party without music! One of the best graduation party ideas for guys is to have a music booth where you can play your favorite bops and dance to them.

If hiring a DJ is not an option, then this Bluetooth speaker is the best substitute.

You can make a playlist of your favorite songs and play it throughout the party without the hassle of suggesting songs to the DJ.

I love that the speaker comes with a microphone for karaoke!

Make your own music booth:

Throne Seat

One of the best graduation party ideas for guys is to have a seat of honor for the college graduate!

Whether it’s in the center or by the graduation table, no one can miss that this is your day and that everyone’s here to celebrate this big accomplishment.

You don’t have to spend over a thousand dollars for a throne seat. This dupe from Amazon gives the same regal vibe without breaking the bank.

I love that there are four colors to choose from because I can handpick what represents my school colors!

Have your own throne:

Outdoor Party

If the weather is nice and you have a space to have an outdoor graduation party, then the best idea is to have an outdoor one!

This gazebo canopy tent is the perfect purchase; you can host parties outside without the worry of a sudden weather change.

I love that the tent comes with windows so it doesn’t feel too crowded inside. Plus, the tents are large enough to fit many people and some graduation party decorations.

Host your own outdoor party:

Sushi Bar

If you love sushi as I do, then a perfect graduation party idea is to have a sushi bar! You can either purchase the sushi or, if you have time, make them days before the party.

To have a beautiful sushi bar presentation, I highly recommend getting these bamboo cutting boards that can serve as trays for your delicious sushi.

When setting up a bar, don’t forget the condiments, especially the wasabi.

Create your own sushi bar:

Fresh Fruits and Snacks Tower

A fruits and light snacks tower is an awesome graduation party idea for guys.

Fruits are an all-around favorite snack, especially if you are craving something sweet but it’s too early for two slices of the graduate’s cake!

Whether or not you get this gift tower from Amazon, everyone will love your fruits and snacks tower.

I love that the gift comes with different fruits and snacks because variety is key, especially if someone at your graduation party has dietary restrictions.

Create your own fruit tower:

Money Cake

If you want a unique cake for your graduation party, then this money cake is an awesome idea.

Either roll the bills and place them around the cake, or purchase this money box and place the bills inside and the graduate can do a pull in front of the guests!

I love that it keeps the money clean even though it’s inside the cake.

The box is highly durable and prevents any contamination between the cake and the money.

Make your own money cake:

Money Bouquet

If cakes are not your thing, then a perfect graduation idea is to have a money bouquet!

This item from Amazon lets you clip multiple bills (or gift cards) at once, and you can arrange it in the form of a bouquet.

If you want to go the extra mile, get tissue paper and wrap it around the clips to create the bouquet illusion.

I love this party idea because I love flowers, especially when they’re made of money!

Make your own money bouquet:

Wishes Jar

Have your guests write their best wishes for you at your graduation party with this wish jar.

The kit comes with a decorative jar and a wish ticket where your guests can write their best wishes for you!

I love the thought of having a wish jar because I like to hear from people, especially post-graduation when everything seems so bleak. A good wish can motivate you to the next stage of your life.

Make your own wishes jar:

Cookie Bar

At night, when the graduation party is dying down, an awesome party idea is to have a cookie bar.

The sugar will get everyone going again, and cookies are a nice snack to have post-dancing.

Get these gold-lined trays to match your graduation theme and serve your cookies on them. I love that the trays are very elegant.

It will definitely heighten the appeal of any cookie on it.

Create your own cookie jar:

Related: 50+ Most-Popular College Graduation Gifts For Him

Graduation Party Decor For Guys

Photo Banner

Welcome your new college graduate home with a banner of their school portraits throughout the years, from kindergarten to their college senior year.

To me, this idea is very nostalgic and is a good remembrance of the growth and journey a student experienced.

Copy the idea by purchasing a banner from Amazon, and instead of stopping at 12th grade, you can buy another banner to DIY it all through your senior year of college.

This will be the perfect idea for any graduation party decor for guys.

Create your own photo banner:

Grad Table

A graduation table that commemorates the college graduate is a must-have for any guy’s graduation party.

The table should attract all the guests and should feel celebratory. Copy the item by purchasing a graduation decor set on Amazon.

I suggest that you grab a large enough table and place it by a wall, so you can decorate the table’s surroundings.

Create your own grad table:

Big Head

There’s nothing funnier and weirder than seeing big pictures of your head floating around your graduation party.

Celebrate the star of the party by customizing a big head cardboard cutout of them. I love that these are so personal and so big!

It will show your appreciation for the handsome graduate.

Make your own big head cutout:

Favorite Sport

If your college graduate is a sports fanatic or has played sports in his college career, then a favorite sports altar is a must-have at this guy’s graduation party.

From basketball to tennis, whatever sport your college graduate played or supported, don’t forget to add trophy mylar balloons for that eye-catching finish.

I love that the item comes with four balloons, so you can decorate the table dedicated to sports.

It’s the perfect decoration for a sports fanatic’s graduation party.

Create your own sports alter:

For the Reader

For book lovers, or for the college graduate who has an affinity for books, this book arch decor is the perfect way to welcome them to their graduation party.

Defy gravity by stacking books together to make an arch, or you can purchase this bookshelf that makes the books look like they’re stacked, when in fact they’re supported by the shelf.

Tip: buy two of the shelves to be a base for the arch and add plywood on top so you can stack more books, ultimately finishing the arch. I love the creativity of this decor!

As someone who is inclined to read, I would love this at my graduation party.

Create your own book arch:

Grad Centerpiece

Centerpieces are a must-have decor at every table at a guy’s graduation party!

Usually, when people host a graduation party, they don’t pay attention to the tables’ decorations, but they should because they’re a fun reminder of who and what you’re celebrating, and it keeps the theme intact.

A simple vase with table toppers that displays graduation caps or graduation year can do the trick.

This item comes with 30 pieces of table toppers, and it should be enough to cover at least six tables. I love the gold and black theme that’s going on with the toppers, a classic reminder of graduating.

Create your own table centerpiece:

Balloon Arch

If the favorite sports altar or the book arch didn’t do the trick for one of the party decor ideas for a guy’s graduation party, then a balloon arch might get the job done.

A balloon arch is very versatile and can be placed anywhere for that added festive feel.

This 120-piece balloon arch kit from Amazon comes with complete tools and instructions to build your arch.

I love that it comes with instructions because I always think that balloon arches are so complicated to make, and the colors are celebratory.

Make your own balloon arch:

Backdrop

One graduation party decor idea for guys is a backdrop for fresh grad party photos.

A backdrop feels like a red carpet moment, and if you want to memorialize the party through pictures, then having a backdrop at the party is a must!

This 70.9 by 70.9-inch fabric backdrop is the perfect decor to have at a graduation party.

I love that it comes in six colors because you can choose whatever fits the theme of your party.

Make your own backdrop:

Cupcake Toppers

Cupcakes at a guy’s graduation party don’t have to be naked! Make the cupcake festive by adding some cupcake toppers to them.

It will keep the graduation theme intact and the cupcakes will be more pleasing to the eyes.

The item comes with 48 pieces of toppers, and if you are having more cupcakes, it’s best to buy more.

I personally love the cute graduation caps! It will go perfectly with a vanilla cupcake with white frosting.

Make your own cupcake toppers:

Graduation Cups

Truly, it is the details that count, and if you want your graduation party to be the best, then this decor for a guy’s party is a must-have.

Graduation cups that say the graduation year or “Congratulations” will make the party more festive.

I love that the cups are large enough to hold a lot of liquid because most cups are short and guests always feel the need to go back and forth to get drinks.

Plus, your college graduate will love this dedication. Truly, this party is all about him and his achievements.

Make your own grad cups:

Grad Box Decor

Another graduation party decor for guys comes in the form of graduation boxes! This is a perfect accent to put by the door or by the DJ at your graduation party.

At night, you can throw it around for added fun. The item comes with four boxes that you can store balloons or other party favors in (maybe candy?) for that ultimate graduation party feel.

Make your own grad box decor:

Grad Treat Boxes

If you want to go the extra mile for the graduation party’s guests, then these graduation cap party favors on their table are the perfect decor.

I love that the box is shaped like a graduation cap because it keeps that graduation party motif.

You can really personalize these and put whatever you want inside the boxes, from candies to little trinkets.

The item comes with 100 boxes, which should be enough for every guest at your graduation party. A truly perfect decor at any guy’s graduation party.

Make your own treat box:

Photo Clips

photo box centerpiece on a table

source

If you want more centerpieces, or more graduation party decor for guys, then this photo clip block is an appropriate addition.

You can clip your college graduate’s yearbook photo and place them as centerpieces or as decor for your graduation table.

This will surely be appreciated by guests who want to see the graduate’s yearbook picture!

I love that you can personalize these to the name of the graduate; it makes it more sentimental.

Make your own photo centerpiece:

Plates and Napkins

Of course, what is a graduation party without plates and napkins? But you don’t want your plates and napkins not to be graduation-themed; it is a graduation party after all.

Get this fabulous plates and napkins set to add to any graduation party. It comes with cups, utensils, napkins, and plates, which cover everything that you will need for a party.

Get your own plates and napkins:

Card Box

Your guests will probably want to show their love and congratulatory remarks and give you cards, so it is a wise idea to have a card box at your graduation party.

The item is perfect decor because it is shaped like a graduation cap, but it is also practical because guests can just drop their cards off.

Plus, it will help you to not misplace cards, especially when you’re busy celebrating your day.

I love that it is shaped like a graduation cap. It will be the perfect decor for any graduation party.

Make your own card box:

Address Reminder

Post-graduation party, it would be cordial to send Thank You cards to those who attended your party, so a wise decoration for guys would be an address reminder.

It can be a pad where guests write their names and addresses, or another graduation box mentioned above.

Another fun item would be an advice card! Since it’s a graduation party, ask those who have been through it to give your college graduate life advice.

I love the idea of having an address reminder and a life advice box together because then you can thank them for their wise words.

Create your own Thank You cards:

Grad Party Souvenirs

Don’t let your guests leave your party empty-handed! An awesome graduation party decor for guys to add to your party is a souvenir.

Souvenirs can be anything you want your party to be remembered by, but these boxes from Amazon are a great way to store your party favors.

I love that it comes in different colors because you can match it with whatever motif you are going for. Souvenirs are truly a great way to say thanks for attending your graduation party.

Make your own party sourvenirs:

Lawn Decor

Let the neighbors know that a college graduate lives in the house with awesome lawn decorations.

Some might argue that lawn decorations are gaudy, but I argue otherwise because graduating from college is a big feat, and it deserves all the attention.

Welcome your college graduate home with these awesome lawn decorations from Amazon. I love that it comes in multiple designs so it doesn’t get too repetitive.

Get your own lawn decor:

Car Decor

One way to show that you are proud of your college graduation is to decorate your car (or theirs) to commemorate this big achievement.

Make your graduation party extra special with this decor for guys that will tie every grad decor in the house together.

I love that the stickers have multiple designs, and they’re not too big that it obstructs any view when driving your car. These are truly perfect graduation party decor for guys.

Make your own car decor:

Porch Banners

Welcome your college graduate with this easy and simple graduation party decor for guys. Porch banners are easily recognizable and easy to install.

It already sets a celebratory mood, especially when people see it before entering the house. It’s a perfect way to celebrate and recognize your college graduate.

Get your own porch banner:

Related: The Best 45+ Graduation Gifts- The Complete 2021 Guide

Graduation Gift Ideas for Guys

Graduate Lei

12 pc Purple Graduation Leis/Hula Dance Garland Artificial Flowers Neck Loop perfect for weddings, graduations, baby showers, parties

The ultimate symbol of leaving college and arriving at a new stage in life, leis are the perfect gift to give at your person’s graduation party.

Whether it is fresh leis that you give or an artificial one like the item above, this gift will show your affection and support for your new graduate.

I love what leis symbolize. Usually, the meaning of it is lost as it becomes the “usual” to give to graduates, but if we truly understand what it means, then the gift becomes much more special.

The leis linked above come in a classic color that is perfect for any graduate.

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Duffel Bag

Solo Bags Leroy Rolling Duffel Bag, 22"H x 12"W x 12"D, Gray

Show your support for your college graduate’s future journey by giving them this rolling duffel bag at their graduation party.

Post-college is all about the adventure they will take to discover themselves, and that usually means leaving for another place.

The duffel bag is a perfect representation of this journey, and I believe that it is an awesome and sentimental gift to give.

I love that it is a rolling duffel bag instead of the carry-ons because it makes for easier schlepping.

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Nike Canyon Sandals

Nike Canyon

Give your college graduate the gift of comfort with these Nike sandals.

Relating to post-college journey and adventure, these sandals are comfortable enough for long treks and stylish enough to wear daily.

I love that they don’t look like sandals at first glance because the design makes them look like regular Nike sneakers.

This gift will be the other star, besides your college graduate, of the graduation party.

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Personalized Beer Mug

Graduation Beer Mug

Commemorate their achievement of getting a college degree by getting them a beer mug.

College is all about the fun memories as much as it is learning mind-blowing concepts, and the best way to remember the fun is to get the graduate a beer mug!

I love that it's personalizable to the name of the graduate because it makes the gift more sentimental. Truly, this mug is the perfect addition to any barware collection.

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Short-Sleeve Polo

Evolution Short Sleeve Polo | Men's Short Sleeve Tops | lululemon

A classic gift perfect to bring to a guy’s college graduation party—a short sleeve polo!

If you want your college graduate to look stylish as they deal with life outside the halls of their university, then this is an awesome gift to give.

I love that the polo comes in fifteen different colors because I can choose the perfect one to give as a graduation gift.

It’s all about timelessness, and this short sleeve polo is the best definition of that.

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Amazon Echo Show

Echo Show 5 (1st Gen, 2019 release) -- Smart display with Alexa – stay connected with video calling - Charcoal

If your college graduate is leaving the nest, then the best gift to bring to their graduation party is an Amazon Echo Show.

Sometimes it’s hard to use phones to video call someone with all the tapping, but with an Amazon Echo Show, all you have to do is ask Alexa to call your beloved college graduate wherever they may be.

For me, it’s the ease of access with Alexa products because I can control it with my voice, so whether I am in the kitchen or the living room, I can operate an Echo Show to call my college graduate.

If you only get one gift from the list, make sure to consider this one!

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Amazon Gift Card in a Graduation Gift Box

Amazon.com Gift Card

A college graduate who has everything is not an easy person to buy gifts for.

But whatever gift you get will surely be appreciated by them, and an Amazon gift card that comes in a graduation-shaped gift box is one gift to bring to their graduation party.

I like the idea of gift cards because it allows the person I am giving the gift to decide what it is they want!

Plus, it comes in this cute graduation box that ties the whole graduation gift together.

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Revolving Tie Rack

Revolving Tie Rack

Prepare your college graduate for future job and internship interviews with this revolving tie rack from Bed Bath & Beyond.

Job interviews can be daunting and sometimes it’s too stressful that one can’t put together a decent outfit or find a tie that will put it all together, but this revolving tie rack will allow your graduate to see what ties they have without fussing over their tie collection.

I love that it is revolving because that, for me, is wardrobe luxury! The rack holds up to 64 ties or belts, and no tools are required to install it.

I am sure that your graduate would appreciate it if you give them this at their graduation party.

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Nike Sunglasses

Nike Circuit Mirrored

If your college graduate’s post-graduation plan is to travel, then these Nike sunglasses are the perfect gift to give them.

Both stylish and practical, I love that these sunglasses are lightweight and wearable, your graduate would appreciate the comfort.

Plus, it comes in three different colors so you can really personalize the gift to your college graduate’s taste. Overall, this is one of the best gifts to bring to their graduation party.

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Backpack

Assert Backpack 2.0 24L | Bags | lululemon

For the college graduate who plans to travel, this Lululemon backpack is the best gift to give at their graduation party.

The backpack comes with a lower lumbar curve to provide comfort when carrying the backpack.

Plus, it is water-repellent, and it is designed for the college graduate who is on the move. I love the simplicity of this backpack, but also its durability.

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Pullover Hoodie

Nike Sportswear Club Fleece

If your college graduate is looking for a closet staple then the perfect gift to give them is this pullover hoodie from Nike.

I love all my pullovers from Nike because they are a classic.

It’s very comfortable, especially when you size up for that loose fit.

The item comes in seven different colors and thirteen sizes, which gives you a lot of options to choose from.

Truly, this is the perfect closet staple your college graduate is looking for.

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Compass Bracelet

Tarsus College Graduation Gifts for Her 2021, Masters Degree Phd Senior High School Graduation Compass Bracelets Gifts for Women Daughter Boy Son Him

The adventure indeed begins when you graduate from college.

There is beauty in the unknown, but let your college graduate know that they are never alone with this compass bracelet.

Remind them that all they need is inside them, and that they are surrounded by people who love and support them.

I love that the compass symbolizes adventure because it truly reflects the journey of college graduates.

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Watch

Fossil Men's Grant Stainless Steel Quartz Chronograph Watch

A timeless gift comes in the form of a watch. It’s perfect for every occasion, but especially as a graduation gift.

Watches, to me, are simple yet elegant gifts that will make anyone smile. Plus, it will remind the receiver of you every time they look at the watch.

The Fossil watch linked above goes with any outfit, from casual to business casual, which is perfect for the on-the-go college graduate.

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Run Hat

Fast and Free Men's Run Hat Elite | Men's Hats | lululemon

For the college graduate who loves going out for runs, this run hat from Lululemon is an awesome gift. 

I love that the hat’s sweatband is anti-stink and sweat-wicking because it becomes the perfect accessory for running, especially when you run every day! 

The hat comes in three colors that you can choose from.

If your college graduate is the runner-type, then this is the best gift to bring to their graduation party.

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Wireless Bluetooth Earbuds

JLab® Audio GO Air True Wireless Bluetooth® Earbuds, Navy Blue

Your college graduate’s wireless earbuds are probably worn out right now because of overuse, especially for creating a distraction-free environment during all-nighters!

The solution, then, is to give them brand new earbuds at their graduation party.

I love using Bluetooth earbuds because I can be far away from my phone and I can still play music or answer a call, and I love that these come with extra buds because sometimes the earbuds slip if I am wearing them too small.

I am sure that your college graduate would love to receive this gift at their party!

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#Adulting Flask

#Adulting Flask

If there’s a more daunting task than a college final exam, it would be learning how to #Adult.

Remind your college graduate to take it easy by giving them this #Adulting flask, which is a funny take on the thought of becoming a full-fledged adult.

I love the finish of the flask because it is very sleek, and the funny Adulting hashtag really tops it off. This would be a funny gift to give to your college graduate.

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Button-Down Shirt

Airing Easy Long Sleeve Shirt Ventlight™ Mesh | Men's Buttondown Shirts | lululemon

A perfect gift for a college graduate who is ready to take on job interviews comes in the form of a button-down shirt.

This Lululemon long sleeve shirt is the definition of comfort and style with its classic colors and quick-drying mesh fabric.

I love that it is designed for people on the move because as post-graduation students will tell you, it is a must, especially when you’re going from one interview to the next.

It’s another classic closet staple to give your college graduate at their graduation party.

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Customizable Docking Station

Wood Phone Docking Station for Men Personalized - Hooks Key Holder Wallet Stand Watch Organizer - Gifts for Him Husband Boyfriend Dad Son Uncle Boss Colleague - Anniversary Birthday Father's Dad Gift

A customizable docking station is a perfect gift for a college graduate, especially when they are starting a new job!

This can be placed on their desk so they can organize their belongings. I really love that it’s customizable because it makes the gift more intimate.

The engraving will surely remind them of you and the good times.

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Parka

Nike Sportswear Premium Essentials

I personally love this Nike parka, and I think that it will be a perfect gift for any college graduate.

It is the definition of style and practicality because of its durable fabric and chic colors. Whether your graduate is moving to another country or state, this parka is the perfect companion.

The parka comes in two colors that will go with any outfit.

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Scratch-Off Map of the World Poster

Landmass - Scratch Off Map Of The World Poster - Scratch Off World Map Print - Wall Art - Deluxe Travel Tracker Map - Gift Idea - Gift For Travelers - 17 x 24 inches

For the college graduate who wants to see the world, this is the perfect graduation gift. It’s a scratch-off map of the world that keeps track of the continents and countries they have visited.

A perfect substitute to your regular bucket list, this scratch-off poster adds fun to completing all your graduate’s travels.

I love the concept of scratch-off posters; I once tried this with movies and had so much fun! I am sure your college graduate would love to see the progress of their travels.

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Related: 70 Best High School Graduation Gifts- The Complete 2021 Guide

Final Thoughts on Graduation Party Ideas for Guys

There are tons of ideas for guys to do at his graduation party, and these are just some of them.

Now you know what ideas to try and what decorations to incorporate, and I hope that the gift list also helped you decide what to get for your college graduate.

Graduating is indeed a big accomplishment, and the best thing you can give them is your best wishes and endless support for their future endeavors. To the college graduate, bon voyage!

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60 Best Friend Halloween Costumes – The 2021 Complete Guide

Looking for Halloween costumes for you and your best buddy? We got you. Here is an awesome list of best friend Halloween costumes.

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Two college girl best friends wearing halloween costumes

This post probably contains affiliate links. Our full disclosure is long, but you can find it here.

It’s never too early to start dreaming about fall. Personally, I think that the pumpkin-spice season and the changing of the leaves is the best time of year.

And, of course, that includes Halloween! My best friends and I have been looking forward to Halloween for months.

We have compiled a list of 60 best friend Halloween costumes for you and your bestie to wear this year.

I’ll have to warn you, there are so many cute ones, it’ll be hard to choose.

In this post:

Cute Best Friend Halloween Costumes

1. Thing 1 and Thing 2

Thing 1 and Thing 2 is an iconic and easy best friend Halloween costume. My best friend and I wore this Halloween costume last year.

We found Thing 1 and Thing 2 Stickers at our local Halloween shop and dug into our closets to find red shirts and the most obnoxious blue accessories that we could get our hands on.

If you have a little more time to plan, here are some fun pieces from Amazon so you can easily recreate the look.

Copy the look:

2. Peanut butter and jelly

Dressing as this salty-sweet combo is a fun way to celebrate Halloween with your best friend.

It’s the perfect, yet silly way to show how your best friend will always be by your side. Get these costumes from Amazon to recreate the look with minimal effort.

You’ll just need something neutral to wear underneath.

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3. Scooby Doo crew

These costumes are perfect for a friend group of four or five. Scooby, Shaggy, Fred, Velma and Daphne are easily recognizable characters, so your group will be sure to draw attention this Halloween.

Or, if it’s just you and your bestie, Daphne and Velma or Scooby and Shaggy make indivisible duos.

See if you can create the look with pieces around your house, or buy these costumes on amazon.

Copy the look:

4. Sandy and Danny

You and your best friend can take on Grease this Halloween. Sandy’s curls, red heels and scandalous black outfit are both cute and iconic.

And Danny’s black pants, white shirt and leather jacket are easy to recreate. You can even sport slicked back hair.

Copy the look:

5. M&M’s

This best friend Halloween costume is cute, simple and comfortable. All you need is a colored t-shirt with M&M’s logo on it and you’re good to go!

Pair it with a matching skirt or plain pants. Or, add a frilly tutu to make your costume extra fun.

And this costume can accommodate all your friends who want to join—there are plenty of colors to go around.

Copy the look:

7. Hot dog and fries

What a combo. Go for something goofy this Halloween with your best friend.

These costumes of a hotdog and fries may not be particularly mobile, but they’re sure to get a laugh out of your other friends.

How often do you get the excuse to dress as giant food?

Copy the look:

8. Salt and Pepper 

We could all use the balance of salt and spice. That’s why you’ll find these two together everywhere, just like you and your best friend.

Keep it simple on Halloween with white and black outfits marked with a “S” and a “P”. Or, you can go all out with these costumes from Amazon, they even come with cute little caps!

Copy the look:

9. Pineapple and Strawberry

Go for this sweet combo with your best friend’s Halloween costume this year. And, it’ll be a fun DIY project that you and your friend can do together.

Take pink and yellow t-shirts and add the fruits’ features with pieces of felt. You can also use construction paper and headbands to make the stems.

Copy the look:

10. A Christmas Story leg lamp and box

This movie is an undeniable classic. A Christmas Story definitely transcends its intended holiday.

You may fight over who gets to be the lamp and who gets to be the “fragile” box, but it’ll be worth it. You can buy these items to recreate the look.

Copy the look:

11. Mr. and Mrs. Potato head

These two are a packaged deal. Don’t be afraid to get a little silly this Halloween with your best friend and dress like this iconic plastic duo.

If you’re wanting something easy, you can get these costumes from Amazon. Or, you can make it a DIY project with cardboard, construction paper and all the glue you can find.

Copy the look:

12. Elmo and the Cookie Monster

Elmo and the Cookie Monster go way back, just like you and your best friend (or, at least it feels like it).

The red and blue duo is easy to recreate, you’ll just need pieces of clothing in blue or red and their recognizable cartoon features.

You can get these t-shirts from Amazon. Add some tutus to go all out!

Copy the look:

13. Little Red Riding Hood and the Big Bad Wolf

Recreate this popular childhood tale with your best friend this Halloween. Anyone can rock either look.

You can make it as cute or as sassy as you’d like. Check out these costume pieces from Amazon to recreate the look.

Copy the look:

14. The Incredibles

This costume is great for small or big groups of friends. Go all out for these larger-than-life superheroes.

You’re sure to have fun running around in these spandex costumes all night. If you want, you can dress as one of the side characters instead, like Edna Mode.

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15. A Deck of Cards

This costume is so easy to put together. And you can include as many friends as you want—up to 52, in fact. You’ll just need a bunch of different t-shirts like these.

Pair it with a comfortable pair of black pants.

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16. Lifeguards

Are you itching for summer in October? Why not pretend you’re relaxing by the pool with your best friend this Halloween.

If you’ve ever worked as a lifeguard before, chances are you’re already set. If not, here are a couple of pieces you can buy to help you out a bit.

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17. Starbucks drinks

Go dressed as your favorite Starbucks drink this Halloween. Maybe an iced latte with whip? This costume is fun because you and your best friend can get creative with it.

For coffee, you’ll need a brown shirt or dress, and print out the Starbucks logo to attach. You can also paint an old paper towel roll green to have it act as a straw.

And for the whipped cream, you can use some white tissue paper or tulle.

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18. Teletubbies

Another good throwback. This is the first show I remember seeing on television.

If you and your best friends want ironic and funny costumes, you should dress as the Teletubbies.

To recreate this look, buy some colorful hats and add the appropriate features with some matching pipe cleaners.

Complete the look by wearing a shirt and pants of the same color!

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19. Cows

These Halloween costumes are silly and comfortable. If it’s a particularly cold night, you won’t regret your choice with this costume.

It’s essentially pajamas—you can’t beat that. And you can layer whatever you want underneath.

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20. Moana and Maui

We’ve all seen Moana way too many times. The songs are still stuck in my head, and the movie is just too good.

Dress as Moana and Maui this year for your best friend Halloween costume.It will be recognizable for sure.

Copy the look:

Related: 100 Cheap And Easy College Halloween Costumes – The Complete 2021 Guide

Best friend Halloween costumes for girls

1. Dorothy and Glinda

The Wizard of Oz has stood the test of time for a reason. Have your best friend Halloween costumes this year be an ode to the book and film.

You’ll have fun strutting around in Dorothy’s sparkly red slippers or Glinda’s frilly pink dress and crown. Don’t forget the magic wand!

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2. Angel and Devil

It’s always fun to show your light and your dark side every once in a while. Dress as an angel and devil with your best friend this Halloween.

You’ll balance each other out perfectly. You can put together a costume with any white or red and black pieces of clothing you already have.

You’ll just need some head pieces to finish the look.

Copy the look:

3. Aliens

This best friend Halloween costume has proved to be a popular one over the past few years. It’s super cute, and you have a lot of creative freedom when making your costume.

Any metallic pieces of clothing—especially in green or silver—will work in your favor. A funky headpiece and some glitter are also essential.

Copy the look:

4. Cher and Dionne from Clueless

Plaid and knee-highs will never go out of style. Dress as these two fabulous women with your best friend this Halloween.

They’re friendship is iconic, and so is yours. Replicate the look with these pieces from Amazon.

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5. Donna and the Dinamos

Since Mamma Mia 2 came out, there are so many cute looks to replicate from the young Donna and the Dinamos.

This look is my personal favorite. The flare pants and the blue and gold details are a must. And the feather boa is the perfect touch.

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6. Cheetah Girls

If you’re like me, you grew up watching The Cheetah Girls and wanted nothing more than to be just like them.

Indulge in your childhood fantasy and dress as the iconic group with your best friend this Halloween. It’s pretty easy, too.

Grab all the cheetah print clothing or old tracksuits you can find in you or your friends’ closets and throw together an early 2000’s inspired outfit.

And if you don’t have what you need, you can buy these pieces from Amazon.

Copy the look:

7. Mean Girls

Dress as your favorite Mean Girl characters this Halloween. Surely you and your best friend have seen this movie countless times.

I know that I could probably recite most of it. You might as well go out in pink this year to commemorate one of your favorite movies!

Short skirts, crop tops, or a pink tracksuit will be enough to transform you into one of the Plastics.

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8. Spice girls

Dress as this powerful girl group with your friends for Halloween this year. You’ll have fun figuring out who in your friend group is best suited for Scary, Sporty, Baby, Ginger and Posh Spice.

It’s likely that you already have the necessary clothing to put together this costume. However, if you don’t we’ve got you covered.

Copy the look:

9. Sun and moon

This celestial duo is a fun and off-beat costume for Halloween.

You can get these metallic skirts on amazon and headpieces to match. Pair it with matching black tops. And don’t forget the glitter!

Copy the look:

10. Bratz dolls

If you’re looking for something fun and flirty for your best friend Halloween costume this year, you could go as Bratz dolls.

Although they’re children’s toys, you can make the costume as cute or sophisticated as you’d like.

Go with these tank tops with the iconic logo, and add a fun skirt and accessories to complete the look.

Copy the look:

11. Pink Ladies

Grease is such an iconic movie that it’s on our list twice. Rock these pink jackets with your best friends this Halloween.

Pair the jackets with a simple black tank top and faux leather pants. Maybe you can convince some Thunderbirds to join in too?

Copy the look:

12. Witches

This is another simple costume that you can throw together at the last minute. Just style out an all-black outfit and you’re almost there.

You can buy some witch hats on Amazon, put on some dark lipstick and call it a day! This best friend Halloween costume is never a bad idea.

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13. Christina and Meredith

Not sure what Halloween costumes to wear with your person this year? Go for Christina and Meredith from Grey’s Anatomy.

If you’ve seen the show, you know that this friendship duo have been through it together, which is exactly why you and your best friend should represent them this Halloween.

And all you’ll need are scrubs and a lab coat. As a bonus, this is a much more comfortable Halloween costume than most.

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14. Riverdale cheerleaders

Ah, Riverdale. What a strange show. Yet, we’re all addicted to it.

You can show your appreciation for the show by dressing as a couple of River Vixens this Halloween.

Go for the full uniform or practice apparel, which you can find on Amazon.

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15. Loofahs

These costumes definitely make a statement. Dressed up as loofahs, you and your best friend will stand out this Halloween for sure.

Get these blue loofah costumes from Amazon. You’ll be cute and comfortable all night!

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16. Tequila, Lime and Salt

If you have a best friend trio, this is the Halloween costume for you. It’s another simple yet well-thought-out costume. You’ll just need white, gold and green dresses. Make the signs with some cardboard, a printer and maybe some paint.

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17. Space Cowboy

Friends will live forever in our hearts. Dress as Joey’s imaginary friend for your best friend Halloween costume this year.

You can get really creative with this one. Just make use of a cowboy hat and some metallic or sparkly clothing as a reference to stars.

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18. Lilo and Stitch

Have your best friend Halloween costume be an ode to another childhood classic. It’ll be hard to choose between Lilo and Stitch, as they make for two really cute costumes.

To recreate Lilo, get this red and white floral dress, and pair it with a green lei. For Stitch, snag this blue t-shirt dress and a Stitch ears headband.

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19. Boxers

This is another great best friend Halloween costume if you’re doing some last minute planning.

Take some black athletic shorts or spandex and a sports bra, and throw a robe over it. If you don’t have one, you can buy this pink satin one from Amazon.

Make sure to pull your hair back into a pony or some braids to get the full effect.

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20. Fairies

Halloween is the time to be whimsical. Give off silly and positive vibes with matching fairy costumes.

Create your costumes by choosing dresses of any color—pastels are great. Add some wings and a flower crown to finish the look.

Copy the look:

Related: 60 Amazing Halloween Costumes For College Guys – The Complete 2021 Guide

Best Friend Halloween Costumes For Guys

1. Mario and Luigi

Dress as these Nintendo twin brothers with your best friend this Halloween. The red and green hats are universal and recognized everywhere.

You can even wear the overalls if you’re really feeling it. But red and green shirts with jeans should suffice.

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2. Napoleon Dynamite and Pedro

Dress as these two unlikely best friends this Halloween. You’re sure to get a laugh from your other friends.

These Halloween costumes will never cease to be funny. Vote for Pedro!

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3. Dumb and Dumber

These two were certainly made for each other. They’re always getting into trouble, but at least they have a good time while they’re at it.

Recreate their iconic look with the blue and orange suits. Luckily for you, we’ve found them on Amazon.

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4. Mike and Sully

Dress as these two monsters this Halloween. These adorably weird creatures always have each other’s backs. You can go all out with some jumpsuits.

Or, simply wear some Mike and Sully t-shirts if you want your costume to feel more laid back.

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5. Jim and Michael

These characters from The Office are simple to recreate.

Although their friendship on the show is a little one sided at times, you and your best friend will have a blast as these characters this Halloween.

For Jim, put on some slacks, a tie and a white button down. Attach some circles of black construction papers to mimic his three-hole punch custom.

For Michael, dig out one of your suits and throw on a purple bandana to represent his infamous “Prison Mike” alter ego.

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6. Harry and Ron Weasley

Why not dress as another pair of best friends this Halloween?

And who doesn’t love Harry Potter? Replicate the look by ordering these robes from Amazon. Add on a red wig for Ron.

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7. Budweiser

The “King of Beers.” Where would you and your best bud be without it? Get a couple laughs this Halloween by wearing these big cans of beer.

You two can have fun waddling around parties all night long.

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8. Men in Black

I’m pretty sure most of us wanted to be recruited for Men in Black. At the very least, it was to hang out with Will Smith.

If you already have a classic black suit and tie, you’ll just need some dark shades to create the look. You can get these easily off Amazon.

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9. Westley and Inigo Montoya

These two give us quite the laugh in The Princess Bride. You and your best friend should dress as this humorous duo this Halloween.

You can recreate the look with these costumes from Amazon. They’re a little bit pricey, but totally worth it.

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10. John Bender and Andrew Clark

We’ll always love these two in The Breakfast Club. They might not have gotten along so well, but you and your best friend don’t have to recreate that bit.

For Bender, find some jeans, a red plaid shirt and a jean jacket. For Andrew, a varsity jacket and jeans is perfect for his look.

11. Thunderbirds

Yes, Grease makes its third appearance. You and your best friends could dress as the Thunderbirds this year.

All you’ll need are some black pants, white t-shirts and leather jackets. It’s simple enough and surely iconic.

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12. Trump and Pence

Get a little bit ironic with your best friend Halloween costume this year. Some light satire couldn’t hurt.

Whether you oppose Trump or not, these costumes are sure to elicit some laughs. Especially if you include the fly in Pence’s wig.

Copy the look:

13. Chick magnets

You and your best friend will start a few conversations with these costumes. And you only need the one costume piece! The rest is up to you. Keep it simple by wearing all black.

Copy the look:

14. T-Rexes

I see someone with this costume every single year. It never gets old. You and your best friend should wear these inflatable costumes this year. You’re sure to stick out in a crowd.

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15. Step Brothers

Only people who have seen the movie Step Brothers will get these costumes. That’s part of the fun—it’s like an inside joke.

Easily recreate the look with sweater vests and button downs. You should recreate this awkward family photo as well for good measure.

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16. Netflix and chill

This costume is really, well, chill. All you’ll need are the t-shirts, which you can find on Amazon. So easy! Your lazy side will be thanking you this Halloween.

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17. The Joker

It’s easy to lose track of how many renditions there are of the Joker. You and your best friend should dress as different versions of the Joker this Halloween.

Make it a competition! Who can make it creepier? Use these costumes as a starting point. Make the look more dramatic with some makeup.

Copy the look:

18. Jake from Statefarm

This is another easy one. First, as we all know from the commercials, you and your best friend will need some khakis. Second, you need a red polo and nametag.

It doesn’t get any simpler than that!

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19. Bob Ross and a Painting

Bob Ross’s calm voice has been soothing us for decades.

Show your appreciation for the artist by dressing as him and one of his happy trees with your best friend this Halloween. You can find all the costume pieces you need here.

Copy the look:

20. Robbers

A couple dressed as robbers holding bags of money

Since you’re always up to trouble with your best friend, why not sneak around as robbers on Halloween?

You’ll have an excuse to run around and snag all the treats you can find. This costume set from Amazon includes the striped shirt, mask, cap, gloves and a money bag.

Copy the look:

Final Thoughts on Best Friend Halloween Costumes

You and your best friend won’t have to do any planning other than ordering the costume. I hope that you and your best friends were able to find some good options on this list!

Although, if you’re like me and my friends, you’ll end up changing your mind a million times until October 31st comes around.

No matter, whatever you end up wearing, be sure to have a great time!

That’s a wrap. This article was all about Halloween costumes.

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100 Random Questions to Ask a Guy in 2021

Are you having trouble thinking of great questions to break the ice? Check out these awesome random questions to ask a guy to get the conversation going.

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Let’s be honest, small talk can be annoying and lead nowhere. It’s especially difficult trying to come up with questions to ask a new guy you’re getting to know.

Check out these different and random questions to ask a guy to help get the conversation flowing!

In this post:

Funny Questions To Ask A Guy

1. What is the funniest joke you have heard?

This is a simple question but could tell you a lot. This question allows you to get a sense of humor.

Plus, you may get a good laugh out of it, and you can share a funny joke as well.

2. If you had to pick one, would you want to best friends with the Easter Bunny or Santa Claus?

I mean, haven’t we all thought about this from time to time? It is definitely a random question and one that will make him think.

It will probably catch him off guard, but it could definitely make for a good conversation starter, depending on his reasoning

3. What is your most embarrassing moment?

We have all had an embarrassing moment at least once in our lives. You are lying if you say you haven’t.

So why not get some laughs in by swapping stories and bonding over your times of embarrassment.

4. What meal would you not want your last meal on Earth to be?

This is the opposite kind of question you are expected to be asked. Everyone gets asked what you would want your last meal to be.

You’re never asked what you would not want it to be. This one will definitely get the conversation started.

5. What do you think the funniest movie is?

Everyone has a movie that they think is hilarious. So why not talk about it?

He can share his and talk about why he thinks it is the funniest, and then you can share yours. You may disagree, but at least the conversation is flowing.

6. What is the grossest food combination you can think of?

Get to know what his taste buds are like. Does he think the same foods are gross that you do? This will also show how creative he is.

7. What word do you think is the funniest or sounds made up?

This may reveal some information about him you may not have known about. Maybe he will choose a word you were not expecting or have never heard of.

8. If you could make up a word, what would that word be, and what would it mean?

This gives him another chance to show off his creative side. Does he go for something boring and not too creative?

Or does he come up with something extremely unique that catches you off guard?

9. What two body parts would you want to switch?

This is definitely a conversation starter. If he picks something that does not make sense, have a discussion about it, or share what two body parts you would switch.

10. If you woke up as a cat, what would you do?

This can show off his imaginative side. What does he think a cat does? Also, does he answer quickly, or does he take a while to answer?

11. If you could wake up in the body of any animal, what animal would it be?

This may reveal a lot about him. What animal does he identify with? Or does he pick his favorite animal?

12. What is the one thing that you would say to end any conversation?

See what direction he takes to answer the question. Does he go the funny and weird route? Does he go for shock value to catch people off guard?

13. If you couldn’t shower with water, what would you replace water with?

This one will get a funny answer for sure. This is definitely not something that I have thought about.

He most likely hasn’t given it any thought either, so it will be funny to see what he chooses.

14. How do you think fruits got their names?

Have you ever thought about this question? I have not, but it would make for an interesting conversation.

See what stories he creates. You can each take turns coming up with stories for different fruits.

15. What ridiculous law would you create?

This question offers another chance to show off some creativity. See how ridiculous he goes. The sky’s the limit. Does he go simple?

Or does he go extremely creative and come up with something off the wall?

16. What is the weirdest dream you have had?

This could bring some interesting and funny stories. He may have had some weird dreams that will make you laugh. You can share yours as well, if you choose.

17. What is the worst superpower?

Everyone always asks what the best superpower is, or what their superpower would be.

This changes it up and asks for the worst superpower. Maybe the one he thinks is the worst is the one you think is the best.

18. Would you rather be too hot or too cold?

I have a strong opinion on this question. He may have a strong opinion on this as well.

19. What’s worse — bed head or hat hair?

Both situations are bad hair situations. There is no right or wrong answer, but it will be interesting to see which one he picks.

20. What is your go-to karaoke song?

This one can say a lot about a person. It can reveal what music he likes, and what music he likes to sing.

If he refuses to answer and says he doesn’t sing karaoke, then it reveals he is no fun.

“Get to Know You” Questions To Ask a Guy

21. What is your zodiac sign?

For many people, this reveals a lot about a person. It can make or break a relationship. So if you are into zodiac signs, make sure to ask this question.

22. Are you a dog or cat person?

Everyone is one or the other, and they usually have a strong opinion on why.

23. What is your dream job?

Get to know what career goals he has. Is he working toward his dream job? Or is his dream job completely opposite of what he is doing now?

24. If you were granted three wishes, what would you wish for?

This is a classic question that can reveal a lot. Does he wish for wishes? Does he wish for money? Or does he help others?

25. If you had one day left to live, what would you do?

I think we have all thought about what we would do before the end of our lives. If he hasn’t, this is his time to think about it.

26. Who is your favorite musical artist?

As someone whose life revolves around music, this is a very important question. What type of music someone listens to can say a lot about a person.

If they do not listen to much music, or don’t have any favorite artists, that also says a lot.

27. What is your favorite food?

Get to know what type of food he enjoys. Maybe you two have similar tastes, or maybe you’ll be introduced to a new type of food.

28. What is your secret talent?

Many people have talents that no one expects. Even if it’s something small, talent is a talent.

29. If you could be any character from a movie or TV show, who would you be?

Maybe he identifies with a specific character. Or maybe, he just really likes and wants to be one of the characters from his favorite TV show or movie.

30. What’s your favorite color and why?

This is a simple question, but it’s always a good question to ask. It’s a good way to start a conversation and to get to know someone.

31. If you could travel anywhere, where would you go?

I love traveling and want to see the world, so this is a very important question. It shows his curiosity about the world around him.

32. What is your favorite outdoor activity?

If you are an outdoorsy person, this will be an important question to ask. Is he an outdoorsy person to begin with? Or does he prefer the indoors?

33. What is your favorite board game?

I love a good board game, and I have a few that I enjoy the most. Plus, this will help brainstorm some future date ideas for the two of you.

34. What is your favorite place you have visited?

Everyone has a place they loved when they visited.

This will definitely help you get to know some stuff about his past, and you can share yours as well if you would like to.

35. What is your favorite type of cheese?

Who doesn’t love cheese? I mean, of course, if he is lactose intolerant, maybe not. But cheese is still delicious.

36. What is the biggest puzzle you have solved?

Solving a puzzle needs dedication. The larger the puzzle, the more time it takes. So this could show how dedicated he is as a person.

37. What is your favorite movie genre?

I think everyone has a favorite movie genre. If it is your least favorite genre, that can lead to a conversation.

38. What is the worst injury you have ever gotten?

Everyone gets hurt from time to time. Perhaps, he is more clumsy and has some funny injury stories to share.

39. What is one item you cannot live without? It can’t be your phone.

I feel like your phone is the go-to answer for everyone. Force him to think outside the box with this question. Plus, it shows what he cherishes in his life.

40. What is one topic you could talk about for hours?

I have several topics that I am passionate about and could talk about endlessly.

If he has anything he is passionate about, he should also have something he could talk about for hours.

Related: 10 Fun Ideas For Dating In College

Conversation Starters-Questions To Ask a Guy

41. What is your favorite kitchen appliance?

Doesn’t everyone have a favorite kitchen appliance? It could be the most useful, or just one he likes the best.

42. What is your favorite zoo animal?

Not just any animal, what is his favorite zoo animal. This will also reveal his thoughts on zoos.

43. What is a movie you think is better than the book?

This can be a very controversial question. Some have very strong opinions on this topic, so this can definitely lead to a discussion.

44. Do you prefer watching movies or reading books?

Many people have one they prefer over the other. So if you each have a different preference, you can debate which one is better.

45. Is mashed potatoes Irish guacamole?

This one goes back to a debate that divided my roommates, and I and sparked a week-long survey. So this can definitely be a conversation starter.

46. Is a hot dog a sandwich?

This is a never-ending debate that many have a strong stance on. So why not open the debate and bring this question to the table.

47. Is there a difference between cakes and cupcakes?

For some, they are different; for others, they are the same. He might have no opinion on the topic, or he might have never thought about it before.

48. Which is superior — ice cream cake, cookie cake, or regular cake?

This is a very important question. Each one is delicious, but one is superior in everyone’s minds. Which one he prefers could spark a debate.

49. If you had to lose one of your five senses, which one would you lose and why?

It is hard to imagine losing any of your senses, and a case can be made for losing each one.

So it would be interesting to hear which one he chooses and what his reasoning is.

50. If you had to move to one state you have never been to for the next five years, which one would you choose and why?

Five years is a long time to be stuck in one place, so you have to choose carefully. This involves much thought and could definitely lead to an interesting conversation.

51. If you could get any tattoo with no consequences, what would you get and why?

Let’s be honest, everyone has a tattoo they want to get that is a bit questionable. So why not discuss what tattoos you would get without any backlash or criticism.

52. Does movie theater popcorn really deserve the hype that it receives?

Now, I love movie theater popcorn. But for some people, it may not be as good as everyone thinks.

53. Would you rather see a movie at home, in a theater, or at a drive-in?

The way you watch a movie may affect how you like the movie. Some may even have a strong preference, and others maybe have never experienced a drive-in movie.

54. If you could create a flavor of a Dum-Dum lollipop, what would you create?

This one will once again show off his creativity. What kind of fun sucker flavor can he think of? Will it be boring? Or completely out of left field?

55. What was your favorite PBS Kids TV show growing up?

Many of us watched PBS Kids shows growing up and had a favorite one.

If he didn’t watch PBS Kids, he was missing out, and you can teach him about all the wonderful shows.

56. Have you ever been in a fist fight? If so, what was the best one? If not, what is the closest you have been to getting in a fight?

This one will bring up some stories for sure. If he has never been in a fight or close to one, then this one is boring.

But almost everyone has at least gotten close to a fist fight.

57. Which grocery store is the best and why?

This one reveals so much about a person’s personality. Does he prefer small or large grocery stores? Local or a chain? Busy or slow?

58. What movie scared you for life as a child?

Did you watch a movie when you were younger that left you having nightmares for days?

Maybe you watched it when you were too young. Maybe it’s a surprising answer.

59. Do you have any irrational phobias?

Sometimes, an experience growing up can cause some irrational phobias. This one can help you learn more about his past and get some interesting stories.

60. Disney, Nickelodeon, or Cartoon Network and why?

Everyone has a preference. Which one he chooses better have some good reasoning behind it, and there will be a discussion to follow.

You may see one as superior, and he may see a different one as superior.

Related: 55 Romantic Questions To Ask Your Boyfriend

Personal Questions To Ask a Guy

61. Who was your role model growing up, and who is it now?

Who did he look up to as a child and did that change as he grew up? You can also talk about why that person was a role model.

62. What is a pastime or hobby someone would not guess about you?

This may reveal some surprising things about him. Talk about how he discovered that hobby and why he enjoys it.

63. What was your dream job when you were a child?

What ridiculous job did he want to have? Did he want to be a superhero? Does it relate to what he does now?

64. What was your most impactful work moment?

This could be an embarrassing moment, an awkward moment, or something that changed his perspective on things. Have him share the story and how it impacted him.

65. What is your best or favorite memory?

Everyone has a memory that stands out in their mind.

This question will provide a look into his past. It will show the moments he cherishes and the ones that helped shape him.

66. What is a memory that always makes you laugh?

What memory does he look back on and just cannot help but laugh hysterically? It may be funny to just him, but either way, it has a story.

67. What is the most pain you have inflicted on yourself?

Everyone has their clumsy moments from time to time. What was a time when he injured himself maybe a bit more than other times?

68. What is the closest you have come to death?

Has he ever had a near-death experience? If he has, there is definitely a story to be shared.

69. What are some names you have thought of for future children and/or pets?

I know I have a list of names that I like, and this is the time to see if he does as well. What names does he like and why? If he doesn’t have a list, help him make a list.

70. How many bones have you broken?

Has he broken a bone? How many and how did he do so? If not, has he come close to breaking a bone?

71. Have you ever binge-watched a show, and if so, which one?

This is not just watching an entire show from start to finish. This means sitting down and watching a show for hours non-stop. We have all done it, so now is the time to fess up.

72. If you were on the show My Strange Addiction, what would you be on it for?

What is the weird habit or quirk that may be worthy of a TV show episode?

This could be a make-or-break moment. How weird is the answer, and does he have an explanation?

73. What pets have you had, and what pets do you want in the future?

Is he an animal person? Has he had a bad or good experience with pets?

74. What’s the worst drug you have taken?

He may have never taken any drugs before. He may also have some fascinating stories to share, or he may not share anything. You won’t know unless you ask.

75. What are you a hoarder of?

Does he have way too many shirts? Does he have a collection of some sort that other people may say is too much?

Maybe he doesn’t hold on to anything and just has what he needs.

76. If you had to get an impromptu piercing, what would you pierce?

What would he pierce if he had to? Would he go for something he could hide, or something obvious? Why did he pick that place?

77. What do you consider the dumbest decision you have ever made?

He must have something that he’s done and looked back on and cringed.

It may be something small, but we all have that decision that we think back on and know it wasn’t the smartest decision.

78. What is the best compliment you have ever received in public?

What compliment did a stranger give him that stood out to him? Why did it stand out? This can lead to a great conversation.

79. What is the number one thing on your bucket list?

What is the one thing he wants to do before he dies? Is it something he has a plan for? Is it something you can help him achieve?

80. Weirdest thing you got caught doing when you thought no one was watching?

Was he singing and dancing in the kitchen when he didn’t think anyone was home? How weird and embarrassing was it, and how did he get caught?

Related: 100 Flirty And Dirty Questions To Ask A Guy You Like

Juicy Questions To Ask a Guy

81. Boxers, briefs, or nothing?

Everyone has a preference. What is his preference and why?

82. Are you a virgin? If not, how old were you?

This is definitely a conversation starter. Open the conversation with this, or you can just slide it into the conversation later on.

83. Number of partners?

This is another great conversation starter. This one will definitely bring up some stories and other interesting topics of conversation.

84. Fruit or vegetable smoothies?

This is a literal juicy question. Does he prefer juice and drinks from fruits or vegetables? Everyone has a preference.

85. Who is your celebrity crush?

If he says he doesn’t have one, he is lying. Everyone has a celebrity that they find attractive in some form. Now is the time to spill who he likes.

86. Did you ever have a crush on a high school teacher?

Did he have a teacher that caught his attention? Why did that teacher catch his attention? What subject did they teach?

87. What is your alcohol of choice?

Time to pick his poison. What alcohol does he enjoy the most, and was there a time he enjoyed a bit too much of it?

88. What is your favorite boy band?

As someone who grew up loving One Direction, the boyband someone prefers says a lot.

For some, there may only be one correct answer, so he should answer carefully.

89. What would be your drag or stripper name?

Some people have given this much thought and already have it planned.

Does he go for a play on words? Or does he go for something similar to his actual name?

90.Do you prefer a back, neck, or leg massage?

What is his favorite place to receive a massage? Does he prefer to give or receive massages?

91. Are you a member of the mile-high club?

If the answer is yes, time to share the story. If the answer is no, what are his thoughts on it?

92. Did you ever get sent to the principal’s office?

Was he a troublemaker in school? Share your memories and stories of time in school growing up. Maybe he was someone who avoided trouble and followed all the rules.

93. Most awkward break-up story?

Sometimes breakups can be messy. Maybe he had one that did not go well, or maybe there was one that caught him off guard.

He may have had only nice and amicable break-ups. If so, he is lucky.

94. Weirdest encounter on a dating app?

If you two met on a dating app, this is even better. Maybe he ran into someone he knew and it was awkward. Maybe he had a weird conversation. Maybe he had someone become obsessed with him.

95. What is the oldest you would date?

Does he have an age cut-off? Maybe he will date anyone no matter how old they are. Regardless of his answer, a conversation will for sure follow.

96. What is your guilty pleasure?

He can answer the question however he wants. This question can be answered in many different ways. It all depends on interpretation.

97. What is your craziest sexual fantasy?

Does he want to share this with you?

This could work as a conversation starter or something to end your conversation with. It will definitely help continue the conversation.

98. What is your best pick-up line?

He may have used it in your past conversations already. Or maybe he was saving it.

99. Have you ever peed in public?

Everyone has encountered a situation where they really had to go. Maybe it resulted in having to use the great outdoors.

100. If you could be described as an animal, what animal would you want to be described as?

Once again, a question that could be taken in many directions.

See how he chooses to answer. He may already have an answer and reasoning ready to go.

That is a wrap on the guide of best random questions to ask a guy. Small talk and getting to know someone can be awkward and difficult.

Hopefully, these questions will help get the conversation going with the new guy you are talking to.

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