Dirty Questions To Ask A Guy Best Friend

Hey guys, Thank you for checking out my article for today. In this article, we’ll go over some of the best questions you can ask your guy best friend. These questions are designed to get to know him better and make sure that he knows you better too. They will also give you an opportunity to laugh together, which is always a good time.

There are so many different kinds of people in this world. You may have met someone who has completely changed your perspective on life or maybe they’re just someone who makes you feel really comfortable around them and allows you to be yourself no matter what situation there in . Either way, having such a person in your life can make it so much more enjoyable!

Where is the most uncomfortable place you’ve had to sit?

In your opinion, what’s the most uncomfortable place you’ve ever had to sit?

For me, it was during my grandmother’s funeral. As soon as I sat down in the pew, my knees started to hurt from being bent for so long. The entire service felt like sitting cross-legged on a barstool at a wedding reception (which is extremely uncomfortable). I couldn’t wait for it to be over so I could straighten my legs again! It was a pretty long service—maybe an hour?

What product do you use in your hair to make it look the way it does?

This is a question you should ask if you’re interested in learning more about how to look like him. It’s also a great opportunity for him to share his knowledge with you, and encourage you to try some of the products he uses himself. If there are any good brands or lines of hair products that are particularly well-suited for men with curly/wavy/kinky hair, ask about them! You may just discover something new and exciting that works for your hair type as well.

In return for asking this question, it’s only fair that he asks one of yours: What product do YOU use in your own hair?

If you could get away with a crime, would you do it?

If you could get away with a crime, would you do it?

This question is the perfect litmus test of your friend’s innermost character. Some people will feel bad about committing a criminal act and say no out of obligation or fear of being caught. Others will say yes because they’re honest to a fault, despite knowing that there are consequences for breaking the law. And then there are those who would lie right to your face and tell you what they think you want to hear (which is why this question can be such a great indicator of whether or not someone is trustworthy).

The most important thing is that everyone should have an answer ready before they ask themselves this question—because sometimes we all need just one more push in the right direction, especially when it comes to our own boundaries!

What is the most shameful song on your iPhone?

You might be surprised at the answers you get. Maybe his favorite song is an old-school R&B jam that he would never admit to anyone else, or maybe it’s a new song by one of the biggest pop stars in the world. It could even be an obscure track that most people have never heard of before!

Either way, this question will definitely get a good laugh out of him and get both of you talking about music.

This is another great question to ask if you’re looking for funny questions to ask someone because it gets them talking about what they like and don’t like, which can lead into other topics as well! For example: “Why do some songs make us want to dance? What makes something ‘danceable?'”

If your friend has a really good sense of humor then there’s a chance he’ll tell you no matter what happens with this question, but if not then all hope isn’t lost yet! He may still answer honestly after laughing for awhile first because sometimes we do things just because other people would expect them from us instead of doing them ourselves or because our friends think those things are cool too (but secretly aren’t so much).

Who was your first celebrity crush?

  • “Who was your first celebrity crush?”
  • “If you could date any celebrity, who would they be?”
  • “What was the first thing that attracted you to them?”

This is by no means an exhaustive list, but it should give you a solid foundation for your next round of dirty questions to ask a guy best friend.

Have you ever seen someone naked by accident?

Have you ever seen someone naked by accident?

This one is always a good conversation starter. If he’s uncomfortable or shy, he’ll probably be too embarrassed to answer. But if he has been in that situation, it’s sure to make him laugh and give him something else to talk about.

Have you ever had a celebrity crush on anyone?

The next question can either come up naturally from the previous question, or it can be used as a segue into asking more personal questions like this one: “Is there anyone famous who makes your heart skip a beat?” It’s always interesting to hear what people think of celebrities and which ones they find attractive—it will also give you an idea of what kinds of things your guy friend likes!

Where do you like to be kissed?

Kissing is a great way to get your guy friend turned on and it’s also a great way to make things feel more intimate with him.

But, you have to keep in mind that every guy likes different things when it comes to kissing. So don’t just ask him where he likes being kissed, instead, ask him what kind of kissing he enjoys. For example, if he says “I like being kissed on the neck,” then you can kiss his neck as well! But if he says “I like kissing my partner’s lips,” then maybe try giving him a peck on the cheek before kissing him on the lips next time!

The important thing here is being specific with your questions—it will help avoid confusion later on down the road when things start getting hot between you two!

Do you have any weird phobias?

  • What are some weird phobias?
  • What is the most common phobia?
  • What is the difference between a fear and a phobia?
  • What is the difference between a phobia and an OCD?
  • What is the most common OCD?

What was the strangest punishment your parents ever gave you?

You should talk about the question you’re asking in a way that makes it clear that you’re not just asking for the sake of asking. You might say, “I was so mad at my mom last weekend when she made me clean out my room,” or “My dad always made me go outside and play in the garden when I was younger to get rid of some energy.”

Keep in mind that your friend may not have had as much experience with this topic as you do, so try to explain why this question is relevant and important to discuss. For example: “Well, I’m curious because I’ve noticed that [insert trait here] seems common among people who grew up with strict parents.”

If time and money weren’t an issue, what would be your dream career choice?

If time and money weren’t an issue, what would be your dream career choice?

This is a great question to ask because it will give you insight into your friend’s aspirations. You’ll also discover their reasons for wanting to pursue that career path. The answer should be in line with the person’s professional experience, so if they’ve been working as a barista at Starbucks for five years but say their dream job is being an astronaut, then there may be something else going on! Their answer should be something that they can explain why they would enjoy doing it day-in and day-out, so don’t expect them to say something like “I want to spend all day folding towels” unless there’s some really good reason behind this desire (like having OCD).


This article has given you many questions to ask a guy best friend, but it’s important to remember that no one knows him better than you.

You’ve spent years with this person and know what makes him tick. The most important piece of advice is not to be afraid to ask the questions that matter most to you. If there’s something you want to know about his past or present, don’t be afraid to dig deeper than usual and ask away!

You two will have a great time together as long as there’s trust between both parties; however if he really wants no more of your friendship then there’s nothing more for either party involved other than self-respect at this point in time!

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