Flirty questions to ask a guy: 45 from playful to bold
A flirty question does two things at once: it asks something, and it tells him you are interested. The best ones are light, a little personal and easy to answer with a smile. Here are forty-five flirty questions to ask a guy, sorted from playful to bold.
Playful questions to start
For a first conversation or the first few messages.
- What is your most charming bad habit?
- Are you always this distracting?
- What would your friends warn me about?
- What is the best compliment you have ever had?
- Do you believe in good first impressions?
- What are you unreasonably good at?
- What kind of trouble are you?
- What is your idea of a perfect Sunday?
- Who made the first move last time?
- What should I know about you that is not on your profile?
- Coffee or a drink, and when?
- What is the most spontaneous thing you have done?
- Are you a good dancer or a confident one?
- What makes you laugh every time?
- What did you notice first about me?
Questions with more intent
For when he is flirting back.
- What do you find attractive that surprises people?
- When did you last have a crush?
- What is your type, and am I close?
- What would you do on a date with me?
- What is the most romantic thing you have ever done?
- Do you kiss on the first date?
- What do you think about when you think about me?
- What is your favourite thing a woman can wear?
- How do you flirt when you really mean it?
- What would you whisper to me in a crowded room?
- What makes you nervous around someone you like?
- Are you thinking what I am thinking?
- What are you doing later?
- What would make you cancel your plans?
- How long were you going to wait before asking me out?
Bold questions for later
Suggestive, and best asked slowly.
- What would you do if I were sitting next to you?
- Where do you like to be kissed?
- What is on your mind right now, honestly?
- What do you want to know about me that you have not dared to ask?
- How would you wake me up?
- What is your favourite way to be touched?
- What would our perfect night look like?
- What have you imagined about us?
- Who is going to give in first?
- What should I wear next time?
- What do you want to hear me say?
- Do you want to find out?
- What are you waiting for?
- Should I come over?
- And then what?
How to ask them
One at a time, and let him answer. Follow up on what he says instead of moving down a list. If he turns the question back on you, that is the conversation going well, so answer it.
Questions and answers
- What are good flirty questions to ask a guy?
- Light, slightly personal questions such as "What would your friends warn me about?" or "What did you notice first about me?"
- What flirty questions can I ask over text?
- Short ones that invite a playful answer: "Are you always this distracting?" or "What are you doing later?"
- How do I keep it from sounding like an interview?
- Ask one, react to the answer, and tell him something about yourself before the next.