The 31 best Dirty questions to ask a guy to make him laugh

Tease him and make him excited

Asking a guy questions is a great way to create chemistry and form an emotional bond. Find out more about him and make him slowly realize that you fancy him. These questions are great to use with your boyfriend, on a date, or with a guyfriend you want to make fall in love with you. Let’s look at the best dirty questions to ask a guy to make him laugh.

He might not answer

Let’s be honest; some of these questions are very X-rated, so don’t expect to get an answer right away. You just want to make him laugh and appreciate your boldness.

He might surprise you and answer the question later on.

Let’s take a look at the first 14 questions, and later on, I will explain how you can create your own dirty questions to make him laugh.

• When was the last time you masturbated?
• What did you think about the last time you masturbated?
• When did you have an orgasm for the first time?
• What is your favorite sexual fantasy?
• How did you lose your virginity?
• What is your favorite art of a woman’s body?

• What is your favorite position?
• Tell me all about your secret fetish, I know you have one? How long have you had it?
• What is your favorite place to be licked?
• Make a statement about him. For example, I can tell by looking you in the eyes that you like kissing. If you want to be dirtier, that you like cunnilingus.
• What would you pay money for? Sexually speaking.
• Do you like to be on the top or the bottom?
• What fruit is your favorite? Make sure you do an analysis of his sexuality as a result of the fruit he picks. Tell you that people who have this fruit as a favorite usually like anal sex. Be serious. Or that they like it rough.
• Do you like food and sex at the same time? Why? Why not?

Let’s talk about humor (and sex)

Humor is about correctly observing the world around us. If you listen to a stand-up comedy show, you will notice that the comedian uses most of his time to comment on the world around him. The comments are always a bit harsh and still somewhat true. So, to make a guy laugh and get him excited, you need to observe him. Try to figure out both his strengths and weaknesses.

You make fun of someone by analyzing them and telling them how you see them. Sometimes, you draw bold conclusions.

Is he thinking about you in a sensual way?

Maybe this guy is a friend of yours and you want to make sure you bring your sexual energy to the interaction. If you are wondering if a guy is interested in you, (sexually speaking) read our article How can you tell if a man is thinking about you sexually?

Ask for his permission

Another smart trick to get him to be where you want him is to ask if he wants to hear a question you have been pondering all evening. This way, you build excitement, and when you deliver your dirty question, you will make him laugh.

You can also ask him if he has a question for you, to make things more balanced. Let him come up with a dirty question to ask you.

Be goofy

Humor is also about your relationship with yourself. Can you laugh at yourself and your shortcomings? Practice being able to make fun of yourself. Make some ugly grimaces in front of the mirror. Be a bit childish, goof around and laugh at yourself.

When you ask these questions, it takes a bit of practice to get the delivery right. The first time you try, it might just be embarrassing. Expect failure and laugh at your pathetic attempt. It is charming with someone who is strong enough to mess up.

You should not be especially serious when you deliver these questions.

Be vulnerable

When you are asking these questions, you ask him to be vulnerable and to tell you personal things about himself. Make sure you repay him by being vulnerable yourself.

Look at comedians; they constantly make fun of themselves.

Create your own dirty questions to make a guy laugh

Sure, you can use my questions, but you will be funnier if you bring your humor into the situation. Think back to those times when you did make a guy laugh by asking him a dirty question. Write down those questions, plus some extra you just have to be creative and come up with.

There is nothing wrong with preparing questions; that’s how stand-up comedy works. Few people can be funny without preparation.

If the guy in question is your boyfriend, read my article How To Tease Your Boyfriend – 9 Naughty Ways To Excite Your Partner.

Watch some stand-up comedy

The best way to improve your humor is to learn from the best. Find your favorite comedians and ask yourself exactly what it is that they are doing that makes you laugh. Never underestimate the power of old Sarah Silverman.

17 more dirty questions to make a guy laugh

• What is your biggest talent when it comes to the bedroom?
• If your life depended on it, how would you make a woman come?
• What’s the naughtiest place you ever had sex?
• Where would you like to have sex, that you haven’t tried yet?
• Do you always have a hard-on in the morning?
• What subject gives you a hard-on just talking about? Let’s discuss.
• If you make a mistake, just tell him, “You will have to punish me later on.” You can also ask him what your punishment would be.
• When in a relationship, how often do you want to have sex?

• What kind of porn do you like?
• Do you prefer sex in the evening or in the morning?
• Do you have a favorite sex toy?
• How long since you came last time? I have to know 😉
• Do you like women in lingerie or naked?
• Are you a giver or receiver in the bedroom?
• Is there something you haven’t yet tried but are dying to try, sexually speaking?
• Do you have any sex fantasies? If yes, will you tell me one of them?
• What is your favorite sex sound? Please imitate it for me, and I will tell you mine.

Find out more about his secrets

What do men like? What kind of themes will make them laugh? Check out 13 Things guys like in bed but won’t ask for, to find more material for your questions.

A final note on dirty questions to make him laugh

These questions are about being brave and playful. What you want to show the guy in question is that you are a sexual person who thinks about sex and, on top of that, ponders big sexual questions. You like sex. Be proud of this. Bring your sensual side and your sex appeal and also make him see how fun you can be.

Not any man will like it, but the right man will love your effort and boldness.