20 Interesting Flirt Questions to start the ball rolling

Spice up the Chat with these interesting and hot flirt questions

By Sylvia Epie
20 Interesting Flirt Questions to start the ball rolling

Flirt Questions to ask a girl

When you really like someone, you want to be smooth with them, to flirt and grab their attention, or to intrigue them so things are spiced up. A good way to go about this is to ask flirty questions. The goal here is to be sexy without being too naughty or appear as some kind of a freak. This will not only make things more intense between you but he/she won’t be able to stop thinking about your questions even when you’re not there. 

Do you have a crush you’re planning on making an impression on? Don’t worry we know how you feel, we’ve all been there. These are 20 flirty questions you could use to get to know them better or leave a lasting impression that might help you make them fall for you.

1. What do you wear to bed- if anything?

It’s believed that what we wear to bed says a lot about our personality, are you the comfy pajamas type, the boyfriend T-shirt type, the sexy lingerie or nudist type when you sleep. Well, your answer to this question gives insight to a part of who you really are deep down. 

2. Where is your favorite place to be kissed?

A great way to find out about a girl's sensitive spot, most guys prefer to find out for themselves but you could opt the straightforward route and just ask.

3. What’s your favorite part of a man’s body?

Every woman has a part of a man’s body she prefers and her reasons why, it’ll be good to get her to reveal this to you, and you might start enhancing that part of your body more to please her. For example, if she says biceps and you don’t have any, be ready to hit the gym.

4. Would you like to do it in a public place?

A bold question to see if your girl is adventurous and whether taking risks turns them on or if they’re on the shy side. This will help you know if you’re compatible with your preferences or not.

Flirt Questions to ask a guy

Couple Near White Chevrolet Coupe

5. What would you do to me if I said you could do anything?

If a guy answers truthfully to this question, they’ll reveal their true nature to you and you can analyze their wildest fantasies. Make sure you ask this question with an open mind, don’t be judgemental and bare in mind that the answer may be shocking. 

6. What’s the most romantic thing you’ve ever done?

An important question to gauge whether you’re both on the same page. If you speak the same love language or have a similar sense of romance.

Man Holding Baby's-breath Flower in Front of Woman Standing Near Marble Wall

7. What is your wildest secret that you want to indulge in at least once in your lifetime?

This is such a deep question because it can tell you so much about what your crush cherishes, and if you wanted to go all out and give them their wildest desire, you’ll know exactly what to do.

8. What is something you would really like to do with a girl but are shy to admit?

A question that reveals vulnerability, whatever their answer is, keep in mind that it must not have been easy for your crush to share this bit of information with you.

Flirt Questions to ask your boyfriend

View of Couple Holding Hands

9. What’s the dirtiest dream you’ve ever had?

A person's dreams paint a crystal clear picture of the things they care about and secretly want, their conscious mind might not even be aware of these desires. For example, if the dream is with someone, in particular, it could be because of the feelings they have for that person.

10. Is there a sexy scene from a movie that you want to recreate with me?

A little hot and spicy questions to take away any chance of boredom in your relationship. I bet your boyfriend will have a few references just waiting for this question. But only ask if you’re willing to try out what he tells you.

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Man and Woman Lying on Grass Field

11. Do you like to mess around with extreme temperatures in bed, like ice or wax?

Another way of finding out if your boyfriend is willing to try new things in bed and if yes what kind of things will he be open to. This is bound to kick your relationship a notch.

12. Which sex toys have you experimented with so far, and which ones would you want to stay away from?

This question helps you figure out how adventurous your boyfriend is and how far he’s willing to go to get and to give sexual pleasures if he’s traditional or open minded.

Flirt Questions to ask over text

Couple Taking Picture

13. What underwear do you think I’m wearing right now?

A question like this will most definitely spice up the conversation and increase the room temperature. It opens up the imagination and may lead to a fun game as your partner will try to figure out what you're wearing.

14. If you had a pair of x-ray glasses, which part of my body would you look at first?

When you’re trying to tease your crush as well as figure out their kinky side, use this question.

Woman and Man Holding Hands While Walking in Forest

15. What’s the sexiest compliment you’ve ever gotten?

A very useful question to ask if you want to know what your crush was like in their past relationships but you don’t want to ask them openly.

16. How do you want me?

A short but deep text that will turn them on and force them to open up to you, by sharing fantasies and wild imagination. If they’re open to it and bold enough to spell out what’s truly on their mind.

Flirty Questions to get to know someone

Man Wearing T-shirt

17. If you could dedicate a song to someone you love, what song would it be and why?

Song lyrics a lot about a person and how he feels deep down inside. Analyze the song they give you, and you might find a clue about their feelings for you or towards love in general.

18. Would you rather date someone smart or hot?

This will reveal to you if your crush is superficial or deep and you can know if you're both compatible or not. If one of you is superficial and the other isn’t then you should be careful. This question also leaves room for you to probe even further, you can ask follow-up questions like “Do you prefer a nice face or a nice body?” blondes or brunettes?

19. Have you read/ watched 50 Shades Of Grey? If so, what did you think of it?

This question is a way of knowing your crush’ sexual preferences without asking them directly. Their answer will reveal their thoughts on issues the movie highlights, that is if they’ve watched the movie or read the book.

20. When you return home after a long day at work, how would you want to relax?

You’re literally giving your crush a chance to tell you they like you with this question. How they like to unwind, If they’re ready they’ll to open up to you.


The overall essence of these questions is to provide you with the right information you need to get to know your crush or boyfriend better. If you have some of them in your repertoire, even if you are already in a serious relationship, they will work perfectly in assuring that things are spiced up every now and then. But as you use them, wisely, of course, remember that flirty questions will never replace your genuine smile, mesmerizing personality and natural beauty. So, just be yourself at all times.

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