The first time my girlfriend sent me a flirty text message out of nowhere, I couldn’t stop smiling for hours. From then on, texting became this fun way to seduce each other and build up sexual tension. There was nothing serious about it; we were simply using our phones to laugh, flirt, and feel closer to each other.
But then came a day when I opened my phone to text him and realized that I had no idea what to say. How do you keep things playful and flirty over text without being cheesy? If this sounds familiar to you, that’s why I came up with this complete list of 70 flirty questions to ask your boyfriend over text.
Use these questions to make him smile, think of you, and desire you, all while strengthening your emotional bond.
Whether you want to spice up a long-distance relationship or add some flirtation into your daily texts, these questions are perfect to keep your connection hot.
Let’s get started.
70 Flirty Questions to Ask Your Boyfriend Over Text
These are broken up into categories to help you spark different feelings. Just pick a category that suits your mood at the moment.
Playful Questions
Keep these light and fun. You don’t need to ask deep, philosophical questions to be flirty.
- What’s your guilty pleasure?
- If I dared you to kiss me, would you?
- Would you rather win $300,000 or go on a vacation with me?
- What do you think about when you see me naked?
- If we were stuck on an island, what would we do to entertain ourselves?
- How would you describe me using only three words?
- If I sent you a dirty text message, what would you do?
- What do you love most about me?
- If you could change one thing about me, what would it be?
Read also: 101 Protective Boyfriend Text Messages
Sexy Questions
These questions should bring out some imagination without being too forward.
- What would you do if I was in your arms right now?
- Ever think about us being sexual together?
- What do you notice about me that most guys don’t?
- What makes you dream about me at night?
- What’s something you want to try in bed but haven’t dared me to do yet?
- Does hearing you say “I love you” turn you on?
- What do you like doing to me?
- If I gave you a sexual fantasy of mine, what would you do with that information?
Read also: 14 Sweet Things to Send Your Boyfriend
Relationship Questions
Remember when you first started dating? Thinking about old times with your partner is super romantic.
- What’s your favorite memory of us?
- What did you enjoy most about the first day we met?
- What do you think about whenever you think about me?
- If you could go back to one day where we spent time together, which day would it be?
- If our relationship had a theme song, what would it be?
- When I look in your eyes, what do you think I’m thinking about?
Future Questions
Though it may seem backward to flirt about the future, getting your guy to daydream about you two can be very powerful.
- If we could travel anywhere together, where would we go?
- What’s your favorite thing you can’t wait to do with me?
- If we could live anywhere in the world, where would we live?
- Where do you see us one year from today?
- If we got a dog, what breed would you want?
- What do you want to achieve together?
Emotional Questions
There’s something sexier than physical contact, and that’s emotional connection.
- What did you first think when you fell in love with me?
- When do you feel the most connected to me?
- What do you love about our relationship?
- What do you wish I knew about how you feel?
- How do you feel when we cuddle?
- If you could say one thing to me that would make us tighter, what would it be?
“Would You Rather” Questions
Would you rather questions are great for flirting because you can be as playful, crazy, or as sexy as you want.
- Would you rather travel the world with me or live together?
- Would you rather be held by me or kissed by me?
- Would you rather go on a romantic date with me or a spontaneous adventure?
- Would you rather go clothesless under a blanket with me or go all out with sexuality?
- Would you rather be seduced by me or seduce me?
Read also: 7 Signs Your Boyfriend Is Obsessed With You
Compliment Questions
These questions should either get your boyfriend to compliment you or think of something he wishes you would say.
- What do you love about me?
- What’s your favorite outfit of mine?
- If there was one thing about me you could change, what would it be?
- When you look at me, what’s the first thing you notice?
- Do you enjoy our sexual relationship?
- What’s your favorite thing about me sexually?
Random Questions
These are random questions to help you spice up the conversation.
- If you could kiss one place on my body right now, what would it be?
- If you could spend one day with a younger version of me, would you?
- Would you be able to read my mind if I stared into your eyes?
- If you could choose an emoji to describe how you feel about me right now, what would it be?
- If I sent you a sexy voice note, how quickly would you reply back?
- If we were at a party together, what would you whisper in my ear?
- If I teased you in public, how would you respond?
- What’s the funniest thought you’ve ever had about us in bed?
- If we had a secret code word for sexy times, what would it be?
Daydream Questions
Give him something to think about when you’re not sending him questions directly related to you.
- If we were on a deserted island, what would you do with me?
- If we were all alone in the supermarket, what would you do?
- If I turned into a woman right now, what would you do?
- If we got trapped at a hotel together, what would you do?
- What would you do if you knew you had me forever?
Challenge Questions
These questions are phrased like challenges or dares to ignite some back-and-forth fun.
- Give me 5 emojis that best describe me.
- Send me the cutest pic of you right now.
- Text me something that would make me blush.
- Make up a pick-up line just for me.
- In one sentence, tell me what our dream date would look like.
- Dare to tell me your naughtiest thought about me.
- Show me your favorite selfie of yourself right now.
- Send me a voice note saying one thing you love about me.
- If I asked for a secret, what would you tell me first?
- Text me something that would make me want you instantly.
Now it’s your turn!
How did you like my list? Did you have trouble coming up with something to text him? Leave me a comment below.
Conclusion
Flirty questions over text are a fun and intimate way to build closeness with your boyfriend. Whether playful, sexy, emotional, or challenging, these questions can spark conversations, ignite passion, and strengthen your relationship. Keep it light, personal, and playful—your texts can become your secret weapon for connection and desire.
FAQ
Q: Should I send him a few questions at once or just one?
A: I’d avoid sending too many at once. Space these out or pick one you like and send it.
Q: Is there a certain time I should text him these?
A: Whenever you feel like it! Don’t stress yourself thinking about when to be mysterious and when not to.
Q: Can I send him these questions while we’re together?
A: Of course! They’re super fun to laugh at afterwards.
Q: How long should I wait for his response?
A: As long as you want. Maybe wait a few hours so it isn’t the first thing he sees in the morning.
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