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Conversation starters to spice things up and get to know him better
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You want to talk to your crush or boyfriend, but how do you do that when you get lost in those handsome eyes? Well, worry not because we’re here to help! We’ve compiled a list of the best flirty questions you can ask a guy (in person or over text) to start and keep the conversation going. Try these out on a first date, in the bedroom, or while you’re hanging out to say, “Hey, I’m into you.”
This article is based on an interview with our dating and relationship coach, Suzanna Mathews, founder of The Date Maven. Check out the full interview here.
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Join the Discussion...
Please give me your favorite flirty questions to actually get a guy hooked. I’ve got a few guys I’m talking to, but I feel like I’m always struggling to keep the conversation going in a way that doesn’t sound like I’m talking to my parents. I’m just not naturally “sexy” I guess when it comes to texting or chatting. So yeah, lay your best lines on me! The more the better!
Ooo okay, I love this game. It’s so fun finding those little curious, testy lines that feel like they’re just one-degree away from being full-blown flirty. I spent a few minutes crafting my favorite lines, so feel free to borrow anything I’ve got here!
“If you could plan the perfect first date, what would it be?”
“What's your idea of the perfect lazy Sunday?”
“What's something you're passionate about that most people don't know?”
“Which childhood cartoon character did you have crush on growing up?”
“What kind of trouble did you get into as a kid?”
“If you had the whole city to yourself for a day, where would you go?”
“What’s your guilty pleasure?”
“What’s the best compliment you’ve ever received?”
“How would you describe your style?”
“Are you a boxers or a briefs guy?”
“What’s your absolute favorite way to be surprised?”
“What's the most sensual food in your opinion?”
“What's the perfect soundtrack for a romantic evening?”
“What's your ideal morning-after breakfast?”
“What’s the best place you’ve ever been on a date?”
“If you had to seduce someone using only words, what would you say?”
“If you could plan the perfect first date, what would it be?”
“What's your idea of the perfect lazy Sunday?”
“What's something you're passionate about that most people don't know?”
“Which childhood cartoon character did you have crush on growing up?”
“What kind of trouble did you get into as a kid?”
“If you had the whole city to yourself for a day, where would you go?”
“What’s your guilty pleasure?”
“What’s the best compliment you’ve ever received?”
“How would you describe your style?”
“Are you a boxers or a briefs guy?”
“What’s your absolute favorite way to be surprised?”
“What's the most sensual food in your opinion?”
“What's the perfect soundtrack for a romantic evening?”
“What's your ideal morning-after breakfast?”
“What’s the best place you’ve ever been on a date?”
“If you had to seduce someone using only words, what would you say?”
The way that you deliver questions can have a huge impact on whether they come across as flirty! Think about your body language and your tone of voice. If you lean into him and make eye contact, or smirk, or play with your hair, or touch his arm, these can all heighten the flirtiness factor. Just make sure not to go overboard or it can just sound like a sexual innuendo. I know it's easier said than done to strike a balance between getting to know someone in a flirtatious manner and laying it on too thick.
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Tips
- The best way to flirt with a guy is to be playful and have fun! So, don’t be afraid to tell a few flirtatious jokes to make him smile.Thanks
- Ask about a guy’s interests and passions to see what you have in common and spark a deeper conversation .Thanks
- Use these questions as conversation starters in person or over text—they work just the same!Thanks
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