20 Hilarious Questions to Ask a Guy and Get the Conversation Going!

Funny Questions to Ask a Guy on a First Date

• If you could pick any superpower, what would it be?
• Who is your favorite celebrity and why?
• If you could bring back one fashion trend from the past, what would it be?
• What was the most embarrassing moment of your life so far?
• If you could have dinner with anyone in history, who would it be?
• What’s the craziest thing you’ve ever done on a dare?
• If you had to live in another country for a year, which one would it be and why?

Fun Conversational Icebreakers for When You’re Getting to Know Him

If you’re getting to know someone, conversation can sometimes be awkward or stilted. To break the ice and get your conversations flowing, try these fun icebreakers!

Ask what they liked best about their last holiday or vacation. This question will give you an insight into the type of activities and experiences they enjoy. Plus it’s always nice to hear about someone’s happy memories!

NaughtyDate

NaughtyDate is the perfect online dating app for those looking to ask a guy some funny questions! With its user-friendly interface, you can easily find someone to chat with or even set up a the pros and cons of texting after a hookup date. And since it’s an adult dating site, you can be sure that your conversations will never get boring.

Some of the funniest questions to ask a guy on NaughtyDate include: If you could have one superpower, what would it be?, What was the craziest thing you’ve ever done? and Do you believe in love at first sight?.

SwapFinder

1. What’s the craziest thing you’ve ever done on SwapFinder?

This is a great question to ask if you’re looking for some real funny anecdotes from your guy friend.

The answers could range from silly stories about playing pranks on other users, or maybe even more risqué tales about experiences they have had with other people through the site. Who knows what kind of juicy stories your guy could come up with!

Together2Night

Together2Night is an online dating app that makes it easy to find a date or a relationship. It allows you to connect with other users and explore potential relationships. Together2Night provides various features that make it great for funny things to ask a guy.

For instance, the Icebreakers section gives you plenty of options for starting conversations with someone new, such as jokes, riddles, and games. Plus, there are several chat rooms dedicated specifically to having fun conversations with other users.

Creative Ways to Make Your Relationship Even More Interesting

If you’re looking to make your relationship more interesting, there are plenty of creative ways to do so. Here are a few ideas:

• Share something new with each other once a week – Whether it be a new hobby, a restaurant click through the following website you’ve been wanting to try, or an activity that neither of you have done before. This will help spice up your dating life and keep things fresh and exciting.
• Take turns planning dates – Instead of doing the same activities every time you go out together, take turns planning fun dates for each other on alternate weeks.

What’s the funniest prank you’ve ever pulled off?

The funniest prank I ever pulled off was when I convinced my boyfriend that his car had been stolen. We were on a date and he went to the restroom while I stayed at the table. When he came back, I told him that someone had broken into his car and taken it. He of course freaked out and started frantically searching for it outside, only to find out click the up coming post it was all a joke!

If you had to choose one superpower, what would it be and why?

If I had to choose one superpower, it would definitely be the ability to read minds! That way, I could always know what my date was thinking and if he really likes me or not. Plus, it would give me a definite edge in any argument – no more guessing games! Of course, this power would also come with a lot of responsibility; I wouldn’t want to misuse it by prying into people’s thoughts when they don’t want me to.

What would be your dream vacation spot if money was no object?

My dream vacation spot if money was no object would be a trip to the Maldives. Nothing screams romance like crystal clear waters and pristine white beaches!