Flirting with your boyfriend isn’t just about teasing it’s about deepening connection, keeping romance alive, and having fun together. The right questions can turn ordinary conversations into playful, intimate exchanges while strengthening emotional bonds.
Using practical dating advice, relationship advice, and personal development tips, these 10 flirty questions will help you engage your boyfriend, spark chemistry, and keep the spark alive in your Love.
1. “What’s Your Favorite Memory of Us Together?”
This question is sweet, flirty, and nostalgic. It encourages him to relive happy moments and share the feelings associated with them.
Tip: Add playful energy:
- “I bet you can’t pick just one 😏.”
- It keeps the conversation light while reinforcing your emotional connection.
2. “What’s Something You’ve Always Wanted Me to Try With You?”
This is a flirty way to explore desires, fantasies, and shared curiosity. It opens playful dialogue while giving insight into his preferences.
Example:
- “I’ve been curious if you’d like a spontaneous weekend adventure.”
- This sparks excitement and playful anticipation.
3. “What’s Your Go-To Move to Make Me Smile?”
Flirty, fun, and slightly teasing. It shows you notice his efforts and gives him a chance to be playful in return.
Tip: React with humor:
- “Oh really? I might have to test that theory 😏.”
- Creates banter and intimacy.
4. “What’s the Cheesiest Pick-Up Line You’ve Ever Used or Heard?”
Everyone has a silly story here. Sharing and laughing together builds playful connection and lighthearted intimacy.
Follow-up:
- “If you tried that on me, would it have worked?”
5. “Which Part of Me Do You Notice First?”
A classic flirty question that encourages admiration and boosts mutual attraction. It also opens space for compliments and playful teasing.
Tip: Respond playfully to his answer to keep the mood light and fun.

6. “If We Were on a Private Island, What Would You Want Us to Do First?”
Imaginative, flirty, and playful. This question invites fantasy and intimacy in a lighthearted, non-threatening way.
Example:
- “Sunset swim or beach picnic first?”
- Keeps the tone fun, while hinting at closeness and romantic ideas.
7. “Do You Remember the First Thing That Attracted You to Me?”
This is romantic and flirty. It sparks nostalgia while giving him an opportunity to compliment you.
Tip: Playfully challenge him:
- “Come on… give me the real answer 😏.”
- Encourages honesty while maintaining teasing energy.
8. “What’s Something You Secretly Think About Me?”
Flirty and intimate — this invites vulnerability while keeping the tone playful. It encourages emotional intimacy alongside flirtation.
Tip: Keep responses fun and lighthearted, teasing him gently if his answer is cheeky.
9. “If You Could Steal One Thing From Me Right Now, What Would It Be?”
A flirty and playful question that encourages teasing, banter, and attraction.
Example:
- He might say: “Your heart 😉.”
- You can respond: “Smooth… but I’m not giving it away that easily!”
10. “What’s Your Secret Talent for Making Me Blush?”
This flirty question invites playful teasing, humor, and a bit of vulnerability. It reinforces your intimacy while keeping the conversation light and fun.
Tip: Respond with laughter or gentle teasing to amplify the flirtation and emotional connection.
Final Tips for Flirty Conversations With Your BF
- Balance Flirtation and Sincerity: Combine playful questions with genuine interest to deepen Love.
- Pay Attention to Reactions: Adjust tone and content based on his comfort and energy.
- Mix Playfulness With Compliments: Compliments wrapped in teasing keep energy fun.
- Reciprocate Vulnerability: Share your own flirty thoughts and fantasies to foster mutual intimacy.
Flirting isn’t just about fun — it’s about keeping connection vibrant, creating emotional closeness, and reminding each other why you fell in Love. These questions are your toolset for ongoing romance, laughter, and spark in your relationship.