20 Creative & Flirty Questions To Ask A Guy You Just Met

Love, Quotes

20 Questions just got a WHOLE lot more interesting.

Meeting someone new is both exciting and nerve-wracking. You want to be fun and flirty, but you also want to make sure that you make a good first impression. And one of the best ways to make a good first impression is to stand out.

Think about all of the people you come across during the day.

Some of them you talk to, others you just pass by on the street without a second glance, but how many people do you actually remember?


If you meet a guy when you’re out with friends or if you lock eyes with each other in the frozen food aisle at the grocery store, what would make you remember him?

Well, you’d probably be more apt to remembering him if you talked to each other, but even then, it’s more about what you say than just talking at all.

Some people opt for the funny, kinda cheesy pick-up lines that receive a polite laugh at best, but if I can be completely honest, they never really did anything for me.

What did do it for me? Someone asking me intriguing questions that kept me engaged and interested.

Guys are most likely to respond when women are straight forward and open (and being flirty doesn’t hurt, either).

So, instead of hoping he’ll get the hint as you try to hold his attention from across a bar, walk up to him like the confident gal you are and start a conversation with him.

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In my experience, it doesn’t really matter what you talk about, as long as you keep things light and fun.

And to help you slip in some flirty, creative questions to keep the convo going long after you leave the bar, here is a list of some of the best questions to ask a guy you’ve just met (and are totally taking home tonight).

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Compliments lead to more intimate flirting.

“Do you work out?”

The perfect way to find out IF he’s single while still being flirty.

“How is someone like you single?” 

Being straight forward with him is very sexy.

“What’s your biggest turn on?” 

This gets him to talk about himself AND think about what a date with you would be like.

“What’s your idea of a perfect date?” 

Whatever he says will give you a chance to compliment him on it.

“What’s your best feature?” 

It’ll get him talking (and thinking) about sex.

“What’s your favorite kind of foreplay?” 

“It” is totally up to his imagination, but nothing says flirty like talking about sex.

“Do you like it with the lights on or off?” 

Not exactly flirty, but it’ll get him to be honest about himself.

“What’s your worst habit?” 

You can tell a lot about a guy from how he’ll answer this question.

“What’s the first thing you notice about a girl?” 

Whether it’s no strings attached or serious, you’ll know where his head is at.

“What kind of relationship are you looking for?” 

This is just as important as knowing his turn ons.

“What’s your biggest turn off?” 

It’s the perfect way to find out if you should ask him out or wait for him to make a move.

“Do you like it when girls make the first move?” 

The perfect way to get him talking about sex.

“Do you like being in charge or taking the backseat in the bedroom?” 

An assertive question, but good to know if he’s vocal or better on paper.

“Do you prefer dirty talk or sexting?” 

It’ll give you a good idea of how far he’s willing to go with you.

“What do you think of PDA?” 

Is he full of himself or just honest?

“How would you describe yourself in 3 words?” 

It’ll give you an idea of how he treated past girlfriends.

“What’s the most romantic thing you’ve done?” 

Nothing says flirty like a question about what happens after sex.

“Do you like to cuddle?” 

A forward and flirty question.

“Where’s your favorite place to be kissed?” 

Not only will he talk about sex, but he’ll tell you about his fantasies in bed.

“What’s your biggest kink?”