50 Flirty Questions to Ask a Girl


Last Updated: May 1, 2024

Sugar Daddy

Ready to take your banter to the next level? We’ve got the list of flirty questions to ask a girl that will heat things up!

Whether you’re just getting to know each other or trying to avoid a relationship lull, these questions are sure to turn up the excitement and bring you closer together.

Flirty questions for a first online conversation

When you’re just getting to know someone online, it can be difficult to know what to say! How can you build interest without coming off as too eager? Here are a few flirty questions that are sure to make her smile:

  1. So, what’s the story behind your profile picture? (It’s very cute by the way)
  2. I’m on my way to work, any chance I can look forward to chatting you up when I clock out for the day?
  3. What’s the first thing you think I should know about you? (I already know you’re beautiful, so we can take that out of the running)
  4. Can I get something off my chest?

Proceed to say something very low-stakes, like you feel bad about the time in 6th grade that you copied your homework or that you feel guilty about lying to your personal trainer about doing your at-home workouts. This unexpected response will start the conversation off on a light note.

  1. Just stopped by your DMs to wish you a happy Friday/Saturday. Have any fun plans this weekend?
  2. Before we get serious here, I have to ask: Do you also get the urge to recreate the Titanic outstretched arms scene at every opportunity?

You can insert your own pop culture reference or any quirky habit that you have. The thing that works about this question is the potentially serious set-up followed by a surprisingly light-hearted second half.

  1. Are you into astrology? I was hoping that someone on here could be brutally honest with me about what my star sign means about my personality.

Lots of people are into astrology these days, so this is a good opportunity to bring up a subject she might be interested in! It also shows that you’re willing to poke fun at yourself.

Flirty questions to ask a girl in public


Meeting in person can be an exhilarating experience! But, it’s not easy to walk up to a stranger and start flirting. Here are a few questions to get the ball rolling:

  1. What’s your favorite thing on the menu here?

If you find someone you’re interested in at a cafe or restaurant, asking for something simple like a recommendation is a great first move.

  1. Can I pet your dog?

Dogs are such an excellent jumping-off point for meeting a stranger!

  1. Would you be open to receiving a compliment?

It can be so refreshing for a woman to be given the choice between interacting with you or not. If she says yes, then you’re free to move forward. But, if she says no, be ready to respond with grace. Wish her a nice day and move on.

  1. It’s so busy here, would you like to share a table?

This works better if you’re seated and see her searching for an empty table.

  1. I noticed you reading earlier, is it something you would recommend?
  2. Can you help me with my New Year’s Resolution? I promised I would be more courageous this year and I can’t think of anything scarier than walking up to a beautiful woman and asking her how her day is going.
  3. I’m already late for work but I couldn’t leave without asking you if we can connect on Instagram.

Maybe you know that you’ll be able to make a better connection online than in the nerve-wracking moments after meeting someone new. This question is a great way to make the first introduction without the pressure of wowing her right away.

Questions for when you’re ready to ask someone on a date

Maybe you’ve been chatting with a woman for a little while and you can tell she’s waiting for you to ask her out officially. Here are a few questions to take that next step!

  1. I’ve really enjoyed chatting with you, but I can’t wait to see you in person. Would you be open to a date?

Short, sweet, and to the point!

  1. I know you’re busy this weekend. But would you be free for 15 minutes for the quickest and best coffee date of your life?

If you’re talking with someone who is usually booked up all weekend, be ready to be flexible! She might tell you that she only has 15 minutes between her exercise class and a family lunch. If you really like her, this is your chance to show up with a coffee and a bouquet of flowers. We can bet she’ll make time for you after that!

  1. I’d love to take you on your perfect first date. Any suggestions on what that should include?
  2. Are walking dates overrated? Because I have some walking shoes I’m hoping to break in with you.
  3. They just opened up a new coffee shop in my neighborhood. Want to try it out with me and then write a scathing Yelp review afterward?

This is, of course, a joke! Make sure that she’s able to pick up on your sarcasm before trying this one out.

  1. My dog said he’s tired of my company and wanted me to ask if you’d like to join our next walk?
  2. I just got my paycheck and want to spend it before the financially responsible voice in my head finds out. Care to have dinner?

What we like about this question is that it reveals that you are both playful and also serious about treating her to a nice dinner.

Flirty questions for setting up a second date

If your first date went well, don’t lose momentum! Make sure to follow up with these flirty questions to keep her interested:

  1. Listen, we didn’t even get through half of the list of conversation topics I was hiding under the table. Are you free for a second date this week?

Again, this one is meant as a joke! Don’t actually show up to a first date with a written list of conversation topics!

  1. I just realized you never finished telling me about ____! When can I get part two?

Setting yourself up as a good listener is always a good move!

  1. I feel like I didn’t make too much of a fool of myself on our first date. Can I have a do-over?

Poking a bit of fun at yourself can make you more approachable and sweeter. Just don’t lean too far into the self-deprecation.

  1. Since we didn’t have dessert during our first date, can I suggest going out for something sweet next time?
  2. Okay, I figured it would be too intense if I asked you for another date the day after our first. So, maybe we can shoot for two days after?

It’s 2024! We’re not playing into the old trope of appearing uninterested. If you want to see her again soon, this question will let her know you’re enthusiastic.

  1. I think I did a pretty good job of hiding all my red flags on our first date. So, how about another date where I really lay everything out on the table?

Another one that you should only use if you’re 100% certain she’ll understand that you’re joking!

  1. I’m planning on going to ___, would you be interested in joining me?

Again, you can’t go wrong with asking directly and without pressure.

Questions to keep your relationship interesting

So, you’ve been dating for a while. What are some questions that can keep the mood light, fun, and flirty? Try these out:

  1. What was going on in your head the first time you saw me?
  2. What did you say to your friends after our first or second date?
  3. If you could choose a song to be a soundtrack for our first kiss, what would it be?
  4. What’s the best thing about “us” in your opinion?
  5. What’s something that we don’t see eye-to-eye on? And why am I right and you’re wrong?
  6. They say people look like their pets. What kind of animal would I look like?

This is a fun, interesting question. But, be careful. You might get an answer that isn’t what you wanted to hear. Make sure you’re able to roll with the punches if she gives you a funny response!

  1. If you could only describe me as a color, what color would I be?

Flirty questions for when you’re far away

Maybe your girl went away for the weekend, or you’re in a long-distance relationship. These flirty questions are sure to keep the connection strong even when you’re far away:

  1. What’s the thing that you miss the most about being together?
  2. What are you going to do the next time you see me?
  3. What was something in your day that reminded you of me?

Make sure to have an example of your own to get the ball rolling if she doesn’t have anything to share initially.

  1. Corny or cute: Me writing you a love letter

Don’t ask this question unless you’re willing to get out a pen and paper and follow through with your promise!

  1. Want to know what your horoscope says for today?

If she’s an astrology girly, this will definitely bring a smile to her face.

  1. I miss the sound of your voice; can you send me an audio message?
  2. I’m thinking of sleeping on your side of the bed tonight, but I wanted to check if it was okay with you first?

Flirty questions for when the conversation lulls

Inevitably, the conversation between your partner or the person you’re dating is going to lull. Don’t panic! These questions will get the ball back in motion:

  1. Want to write a corny poem together? Here I’ll write the first line
  2. I know things have been busy in both our lives lately. But can you spare a minute or two to see how quickly I can make you blush?
  3. Just wondering when is a good time for me to tell you how I feel about you? Now, or later?
  4. Quick, describe the perfect romantic vacation in just three words
  5. Want to play a quick game of mad libs? I need you to give me a romantic verb, a noun, and a location.

Before you ask this question, come up with a template like “The next time I see you, I want to (verb), next to a (noun), in (location).”

  1. I’m hoping to be able to cook for you sometime soon. Any particular dish that I should start practicing?
  2. Dropping in to say I’m thinking about you! Can you guess what in particular I’m thinking about?

This one has the potential to get steamy depending on your previous conversations and which emoji you use!

  1. I know we haven’t been chatting as much this week. But are you thinking about me as much as I’m thinking about you?

Tips for having flirty conversations with your crush


In this list, we’ve given you 50 flirty questions to ask a girl to keep her intrigued and excited to see you again. But here are a few final words of advice to make these questions work for your dating life!

  • Personalize them. This list is full of ideas for flirty conversations. But avoid copying and pasting these questions one by one. Instead, think about how you can personalize them to conversations you’ve had or things you know about her. This is what’s going to make her feel special and eager to keep talking to you.
  • Read the (virtual) room. If you’re putting in the effort to find fun conversation questions, you deserve someone who matches your energy! If she’s not responding, or responding with very short, non-imaginative answers, she’s telling you she’s not interested.
  • Be respectful. There’s a fine line between flirty and fiery, and the more you talk to your crush, the more heated the convo may become! This can be a great development as long as you’re always respectful and sure that she’s 100% on board.
  • Don’t feel like every conversation has to be flirty! Flirty conversation is exciting, but don’t put so much emphasis on being flirty every time you talk! After all, this can be a bit tiring and forced after a while. Sometimes, your crush is going to just want to have a relaxed conversation. Other times, she’ll want to get vulnerable and talk about deeper-level things with you. If you’re too focused on being flirty, you’ll miss these opportunities for further connection!

You’re ready to get flirty!

Which of these 50 flirty questions to ask a girl will you try out in your next conversation?

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