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37 Flirty Questions to Ask Your Crush – Get to know him.

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When thinking of flirty questions to ask your crush, it’s always super useful to get a few ideas that you can take inspiration from. This makes it easy to think of interesting and cheeky questions that your crush can answer.

When speaking to someone of another gender, it can be hard to know the best questions to ask. This is why it’s often helpful to browse through different types of approaches so that you can choose the type of question that your crush will respond to the best.

Take a look below to get some ideas for the most awesome flirty questions to ask your crush by text or in person.

Contents

8 Best flirty questions to ask your crush

The best questions to ask aren’t always the ones that come to mind immediately. Because of this, it can help to have a prompt that allows you to choose the best questions to ask the person you like. If you’re looking for the top flirty questions to ask, the questions below will be super useful.

Here are the 8 best flirty questions to ask your crush:

1. What’s the weirdest thing that you find attractive?

The answer could be something physical or a personality trait.

2. What is your biggest guilty pleasure?

Everyone has a guilty pleasure that they like to indulge in.

3. What makes you smile?

Finding out what makes someone happy can be a great ice breaker on a date.

4. What’s Your Favorite Pick-Up Line?

Pick up lines can either be cheesy or cheeky.

5. What’s the Perfect Way to Ask Someone Out?

You could use the person’s answer to then ask them on a date that you think they’ll really enjoy.

6. What do you think is the most romantic song on the planet?

Most people know the songs that they like to listen to or dance to when they’re in a romantic mood.

7. What’s the best gift you’ve ever received and who was it from?

Remembering things that make us happy can help us to relax and retain those emotions.

8. What’s your love language?

If the person hasn’t heard of love languages then you can explain the concept to them.

6 Flirty conversation starters to ask your crush

If you’re hoping to let your crush know how much you like them, you need some great flirty conversation starters. These get the conversation off on the right foot and let the person that you’re talking to know that you want to have a cheeky conversation.

Here are 6 flirty conversation starters to ask your crush:

9. Would you prefer a day at the beach or at the movies?

You can use their answer to start a conversation about activities that you both like doing. Finding things that you both enjoy is the key to starting a relationship with someone.

10. What is the funniest joke you know by heart?

Telling and hearing jokes is a great way to lighten the mood. Perhaps you could memorize a few jokes before the date so that you have one to tell too.

11. What is the coolest skill you have?

You could ask them to demonstrate their skill or party trick so you can see if it’s as impressive as they think.

12. What qualities in a person makes your heart beat fast?

This is a really nice way to ask what they find attractive in a person that they like. You can see if you both like the same types of qualities.

13. How would you describe the most beautiful thing in the world?

You can learn a lot about someone by hearing about what they think is beautiful. You can tell them about what you think is the most beautiful thing in the world too.

14. What do you spend most of your time doing?

The things that someone does in their spare time can be very telling – you can learn a lot about their personality.

5 Flirty and fun questions to ask your crush

Lighthearted and fun questions are among the best type of questions because they encourage the other person to be themselves. If you are talking to a shy person, asking fun questions can be a great way to help bring them out of their shell. Use these fun questions to ask whenever you want to take control of the conversation.

Here are 5 flirty and fun questions to ask your crush:

15. Would you rather have x-ray vision or have the power of invisibility?

Be sure to be ready with your answer to this question too. Both of these superpowers have their own unique set of benefits.

16. What’s your favorite thing to do after work?

Some people like to go home and relax while others like to plan activities with friends or family members.

17. What music do you find sexy?

Most people know what type of music helps them to get into a romantic mood. Learning the type of music that someone finds sexy or romantic can help if you want to plan future dates with them.

18. What would be your ideal date?

Asking this question can give you ideas when planning dates in the future. You’ll know what the person would really love to do and you can suggest this activity for the next time that you meet.

19. Who’s your celebrity crush?

You can have fun discussing the famous people that you find attractive.

8 Flirty and sexy questions to ask your crush

Do you want to make it clear that you like your crush in a way that’s more than friends? This type of question is ideal because it makes it clear that you are flirting with them. There is no point in being coy if you think the other person will respond well to the flirtiest questions. Whether speaking in person or through text, these sexy questions to ask your crush are sure to get a good response.

Here are 8 flirty and sexy questions to ask your crush:

20. Do you find tattoos sexy?

Some people really love the look of tattoos while others don’t have feelings towards them. You could ask if your crush has any tattoos and enquire as to whether you can see them.

21. On a scale of 10, how would you rate yourself as a kisser?

This question will let your crush know that you want to kiss them. You could also rate your own kissing technique and compare your scores with the other person.

22. Which part of you do you think is the sexiest?

Asking someone how they feel about themself can tell you a lot about them.

23. What Are Your Top 3 Things to do at the Weekend?

It can be really fun to hear about other people’s hobbies and interests. Some people enjoy relaxing at the weekend while others plan activities that they can enjoy once the workweek is over.

24. What would be your craziest date idea?

Talking about date ideas can get someone excited for the future that you could share together.

25. What’s the best compliment you’ve ever received?

Almost everyone can think of a compliment that made them smile when they heard it. Asking your crush to think back to this time can bring a smile to their face again.

26. What excites you?

The things that excite people can be very varied, from activities that they engage in and places they see to more everyday things such as buying a new book to read at home.

27. What does a typical Saturday look like for you?

It can be fun to find out what people like to do with their weekends so that you can see if you have similar interests.

10 Flirty but interesting questions to ask your crush

If you’re stuck for interesting questions to ask, these questions will certainly help you think of thoughtful topics to speak about with your crush. Flirty and interesting questions are usually the best choice when you’re hoping to get along and considered a reply.

Here are 10 flirty but interesting questions to ask your crush:

28. What is one thing that brings a smile to your face, no matter the time of day?

This is an interesting question because it asks about the things that your crush likes to see or enjoys doing in their daily life.

29. What’s the most spontaneous thing you’ve ever done?

Have you ever done anything really spontaneous? Sharing your stories can help the other person to open up about their experiences.

30. What’s the Most Important Thing in Your Life Right Now?

The answer could be to do with the person’s career, their family, or their hobbies. Finding this out can let you know what type of person they are and what they focus on in life.

31. Do you like romantic movies?

While a lot of people love to watch romantic movies, some people prefer thrillers or comedies. If the person you’re talking to likes romance then you can suggest watching a movie together.

32. What was your very first date like?

It can be fun and cheeky to remind someone of their first date or their first kiss.

33. What do you do to relax?

Everyone has a different technique that they use when they want to relax. Some people like to sit and play video games or watch movies, while others like to do physical activities.

34. What is your craziest pet peeve?

Each of us has a pet peeve that annoys us when someone else does it.

35. What makes you the most nervous?

Many people know the things that make them feel nervous or scared and asking this can invite them to think about things that they would like to overcome.

36. Do you enjoy deep conversations?

If the person enjoys deep conversations then it can encourage you to open up to them or ask them about their life experiences.

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

Exploring how romantic the person is can let you know what to expect from them. Some people are very romantic and like to show this off, while other people don’t enjoy traditional romance.

Downloadable and Printable List of Flirty Questions To Ask Your Crush

Here is a downloadable and printable jpg/pdf list of flirty questions to ask your crush (right-click the image and select Save Image As…):

More Awesome Questions to Start a Conversation With

Asking flirty questions can really help to break the ice between you and your crush because you are asking cheeky questions that require an interesting answer. Beginning a conversation with a guy can be confusing because you’re not always sure what to say. But with these conversation starters, you’ll never be stuck for fun questions to ask.

  1. The best way to start a new conversation with a guy you like and get to know him is by using these fantastic flirty conversation starters.
  2. When texting with a guy, starting a conversation can be as easy as suggesting a game of truth or dare. These flirty truth or dare questions over text are just what you need when texting your crush.
  3. If you want to speak to someone you like but have no idea where to begin, you’ll find a lot of helpful advice in a guide teaching you how to start a conversation with a guy.

How to Pick the Best Flirty Questions to Ask Your Crush

Choosing between all of the questions above can be simple and quick. Ask yourself the questions below and it will be easy to choose the most suitable questions to ask your crush.

Here is how to pick the best flirty questions to ask your crush:

1. How well do you know your crush?

If you don’t know your crush very well, it’s best to start with simple questions about their life and their thoughts. Funny or amusing questions are particularly good to ask someone you have only spoken with a handful of times because they may be confused if you begin by asking them deep or personal questions.

2. Are you speaking or messaging?

If you are texting or messaging on social media, it can be best to stick to questions that can be answered easily, with a relatively short answer. It can be hard to explain to yourself if you have to type or text. However, when speaking on the phone or in person, your crush will have the time and opportunity to elaborate on their answer.

3. How talkative is your crush?

Picking the most useful flirty questions to ask your crush can be as easy as considering how talkative they are. Some people need to be coaxed into a conversation, while others naturally like to talk a lot. If your crush isn’t very talkative, asking short questions that are easy to answer can offer a way to have an awesome conversation.

In Conclusion

When speaking with a guy you like, be sure to start off with one of these flirty questions to ask your crush. It will help to break the ice and allow the two of you to get to know each other. By finding out more about your crush, you can start to build a relationship with them and get things off the ground.

About The Author

Jasper

Jasper is our expert conversationalist and wordsmith. He loves coming up with questions, jokes, and topics designed to create natural conversation. His work has been featured on Marriage.com, iHeart Media, Elite Daily, and The Urban List. Jasper lives in Georgia with his new bride.

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