Flirting should feel fun, playful, and a little bit thrilling – not stressful. 

If those butterflies in your belly start to feel more anxious than excited when chatting up your crush, don’t sweat it. 

We’ve all agonized over how to keep the flirty momentum going. 

The good news? 

You can now breeze right through those awkward silences or fizzling conversations with these effortlessly clever lines. 

Forget cheesy pick-up lines – these conversation starters spark chemistry naturally, bringing out your charming confidence. 

Yes, it’s finally time to transform those crush-induced nerves into frissons of flirtatious delight!

How Do You Start a Flirty Conversation?

Starting a flirty conversation with that cutie you have your eye on can feel daunting.

Where do you begin? How can you set the right tone while breaking the ice?

Before casually tossing out one of these playful conversation starters, here are a few tips to ensure you make a great flirtatious first impression:

• Read the situation and your connection so far – Is some bubbly banter appropriate or is a more toned-down chat better to start building rapport? Pay attention to body language cues before leaping into your liveliest flirting style.
• Keep it light and positive – Flirting should feel fun, not aggressive or pushy. Avoid controversial debate topics in these early stages.
• Ask open-ended questions – Give them plenty of openings to share more about themselves rather than just yes/no questions. Discover their tastes and humor.
• Watch for signals of reciprocation – If your crush seems engaged and interested, keep the flirty repartee flowing. If not, graciously move on to other social connections.

With the right mindset focused on relaxed, enjoyable conversation that allows your sparkling personality to shine through, these flirty starters are sure to kindle some sweet success and memorable moments.

Time to make a move with confidence!

75 of the Best Flirty Conversation Starters to Spice Up Your Small Talk

Sparking chemistry with that cutie starts with what you say.

While your crush likely already finds you physically attractive, your personality, humor, and rapport matter most when transitioning from strangers to would-be lovers. 

These flirty conversation starters banish boring small talk, upping the intrigue and setting the stage for attraction to truly bloom.

Related: 75 of the Best Dark Pickup Lines

Here are 15 flirty text conversation starters, written casually with varying sentence structures:

Flirty Conversation Starters for Texting 

1. Well hey there beautiful, I was just thinking about you. What’s that pretty face up to tonight?  

2. This weather’s got me wanting to curl up on the couch with hot cocoa and a cute cuddle buddy. Wanna join? 😉 

3. My silly friends bet me I wouldn’t ask for your number. Wanna prove them wrong and maybe grab coffee later?

4. On a scale of 1 to America’s Next Top Model, how fierce are your selfies? I gotta see your skills. 

5. I just saw the cutest puppy that reminded me of you. Can I send you a pic to brighten your day?

6. If you were a vegetable, you’d be a cute-cumber! Sorry, couldn’t resist a cheesy line to make you smile.  

7. This band is playing on Friday, and I need someone to obsess over the setlist with. Come with?

8. I’m thinking of binge-watching a new show. Wanna come over and be my Netflix buddy?  

9. You’re so sweet I may have to put you in my morning coffee. Unless that’s too corny for your taste? 😜

10. If I had a nickel for every time I thought of you today, I’d only have five cents because you never leave my mind! 

11. How about we play 20 Questions and get to know each other better? I’ll start – cats or dogs?  

12. You’re so [playful / funny / kind / artistic / charming], I can’t stop thinking about you! When can I see you again?

13. I just found this cool [restaurant/café/bar/exhibit/show] we have to hit up together soon. When are you free?  

14. You seem like an amazing person to hang out with. We should change that “seem” to “are”! 😏 Drinks this weekend?

15. If I said you had a beautiful body, would you hold it against me? Kidding! Unless you want to? 😘

Flirty Convo Starters for a First Date  

16. I have to admit, when you walked in tonight, I was like, “Yup, they’re just as cute as their pics!” You really know how to make an entrance.

17. What do you think is the single most attractive quality someone can have? I’m torn between a good sense of humor and emotional maturity. 

18. On a scale from “I think we should start as friends” to “I’m already planning our second date in my head,” where would you say you’re at right now?

19. I love your style! This whole outfit you’ve put together is so chic but still totally unique to you.  

20. Not to state the obvious, but your smile is amazing. So are your eyes when you really light up talking about something you love.  

21. What’s your absolute best personality trait? I won’t believe you if you say something boring like “being punctual.” C’mon now!

22. If you could choose one celebrity crush for both of us to share, who would get your pick? I’m leaning towards Keanu Reeves myself. 

23. So…elephants or flamingos? Sorry, random question, but I figured it might start an amusing debate about which is the superior animal.  

24. I know the night’s still young, but how are you feeling about meeting up again so far? Think you can handle another date with me?

25. You have this incredible warmth about you that makes me feel like we’ve been friends forever. How do you do that?

26. Not gonna lie, I was pretty nervous to meet you tonight. But something about you puts me totally at ease and just makes me smile.  

27. Do you generally consider yourself more of an optimist or a bit of a playful wise-cracker? I feel like I’m getting both vibes, and I like it!

28. Okay, hottest movie kiss scene ever? I have some controversial opinions on this one, fair warning!  

29. You know that feeling when you’re hanging with someone, and you just don’t want the night to end? Yeah, I’m kinda there right now!

30. I know the food just arrived, but asking you out again is already on my mind. Any chance you’d say yes to date #2?

Flirty Conversation Starters for Tinder

31. We matched! Virtual high five! 🖐️ Now, the real question – tacos or pizza? Don’t worry, there’s no wrong answer as long as we’re sharing. 😉

32. On a scale of Netflix and chill to dinner and a movie, how would you describe your ideal first date? 

33. You know, I don’t open with this line very often, but I just had to tell you…we have really similar taste in books/music/tv shows! 

34. Not to put you on the spot, but what’s your absolute best quality? I’ll go first if you tell me yours! 😏

35. I’m looking for someone to go on adventures with! Hiking, concerts, camping – you name it. That sound like your kind of thing?

36. Your pet is so freaking cute! Do they give lessons on being adorable, or were you both just born that way? 😜

37. Yo, I think my phone’s broken! I was trying to make a call, but for some reason, it keeps dialing your number. Weird right? 😂

38. I bet you $5 my terrible dance moves are better than yours. But I guess we’d have to go dancing to figure that out!

39. I’m not usually this forward on Tinder, but I gotta ask…have you always been this charming, or are you making a special effort just for me? 😉

40. Hey there! Think you can help settle a debate between my friends? Who’s funnier – Kevin Hart or Amy Schumer? 

41. If you were a comedian, what would your signature punchline be? Hit me with your best shot! 

42. It’s a match! Do you prefer thought-provoking questions or silly hypotheticals when getting to know someone? 🤔

43. If we became a power couple, what would our ship name be? I’m thinking we could be #datemates 😂

44. I’m voting you Most Likely to Be the Highlight of My Week! You in? 

45. Damn, Tinder only gives me 300 characters to try and flirt, but I kinda want more just to chat with you…

Flirty Conversation Starters with Your Crush

46. I saw this meme today that made me laugh out loud, and I immediately wondered if you’d find it as hilarious as I did. Mind if I send it over? 

47. If I said I needed help baking cookies tonight, any chance you’d volunteer as my official taste tester? I promise to make it worth your while!

48. Hypothetically speaking, if we happened to find ourselves slow dancing someday, what songs would you want to play? 

49. So (name of crush), tell me something about yourself I’d never guess just from looking at you. I want to know all your unexpected hidden talents!

50. Hey there! We always have the best talks in class/by the lockers/at practice. What do you say we chat more outside of school/work, too, someday?

51. I wish petting zoos had a cutie section because I’d definitely take you there and let you pet all the adorable animals! Well, second cutest after you, of course! 

52. If you were a fruit, you’d definitely be a fine-apple! Sorry, had to slip in a silly line there to make you laugh. 😄

53. So, what nicknames do you already have, and which is your favorite? I’m currently taking suggestions for what yours could be! 

54. I was just listening to this new band and had the sudden thought that we should see them live together. You + me + concert date = perfection. Right?

55. If we were starring in a sitcom, what would it be called? How about “(Your Name) & (My Name) and Our Adventures in Banter”? 😛 

56. Hey, can I tell you a secret? Come closer…I really enjoy talking to you and just wanted an excuse to whisper over here with you! 😉

57. Who’s your celebrity hall pass? Choose carefully now because, as your future partner, I’ll have to approve! 😜

58. What sweet treat best represents your personality…and why? I’m thinking a chocolate-dipped strawberry because you seem sweet yet also have depth!

59. So here’s an idea…what if we grabbed snacks tomorrow and had our own little picnic? The weather’s supposed to be gorgeous. You, me, sunshine…perfection! 

60. If we were playing mini golf, I’d let you get a hole-in-one just so you’d give me a victory hug every time! Sound like a winning strategy to you, too? 😘

Flirty Conversation Starters Over Text with a Guy

61. I realized I never asked if you’re a cat or dog person! 🤔 This is very important information I need to know about you lol.

62. On a scale of lawn gnomes to lava lamps, how quirky are your decor tastes? 😜 I love hearing about guys’ creative space styles!

63. Hey there handsome! Relaxing weekend so far or is your schedule totally packed? 😴 Maybe we could sneak in plans for a juice bar run?

64. Ugh, I can’t decide where to get brunch tomorrow! Should I pick the place with yummy pancakes or bottomless mimosas? Help! 🥞🥂

65. Ooo, I just discovered this awesome hiking trail that ends at a beautiful waterfall! Can I convince you to be my explore buddy sometime soon? 🗻

66. Confession time! I may have Facebook-stalked you last night. You took some really awesome vacation photos – jealousy! 🌴

67. I saw this and literally LOL’ed thinking about our debate the other day… [insert meme] Sooo am I right, or am I right? 😉

68. Question for you! Would you rather…only be able to text emojis OR never use punctuation again?! Explain your choice, mister – lol

69. Uh oh, my phone’s battery is dying! 😱 Quick, say something outrageously funny so I go out laughing! 😜

70. I’m suddenly craving creamy mint chocolate chip. Somehow I think you’d make the perfect ice cream date – sweet yet refreshing! Want a taste? 😘

71. Fair warning, I consider laser tag a legit first date option. Think you can handle getting your butt kicked?! 😏 Game on!

72. Listen, all I wanna know today is…what’s your Hogwarts house?! 🏰 This determines if we can keep talking, just saying! 🤣

73. Sushi dinner and stargazing sesh soon, pretty please? I wanna gaze into your eyes…but also literally at the stars with you! ✨

74. I saw a dog in a costume today that looked JUST like you! Sooo handsome yet so so silly lol. 🥰 I’ll show you the pic later!

75. Hey! Haven’t talked in a bit – miss me much? 😉 No pressure, just wondering if you’d be down to meet up again soon…

How to Use These Examples of Flirting Conversations

Whether you’re chatting up your crush at a party or connecting online, keeping conversations playful and flirtatious builds attraction and chemistry. But constantly coming up with clever flirty openers can feel daunting. Luckily, the collection of conversation starters above takes the pressure off, sparking that sizzling banter. 

Review Which Sets Fit Your Situation

Skim through the various examples tailored for texting, first dates, Tinder, and more. Save or write down any flirty lines fitting of your current scenario with that cutie. Choosing context-appropriate icebreakers prevents awkwardness. 

Get Inspired by the Tone and Styles  

Notice the lighthearted, humorous tone across the openers. Mimic the casual yet bubbly attitudes and sprinkle in emojis or witty jokes suited to your own personality. See how questions invite sharing more about themselves while playful compliments mix in flattery.

Practice Conversational Confidence  

Flirting is all about having fun connecting with someone who intrigues you. Before using a line, get into a relaxed, friendly mindset. Not every opener may land perfectly. But moving the dialogue toward upbeat, interesting topics builds rapport. With a confident, easygoing approach, these conversation jumpstarters get flirty interactions flowing smoothly.

Get Creative with Custom Openers

Don’t limit yourself to just the starters on this list! Let them spark even more possibilities for playful openings tailored to inside jokes or specific interests you share with your crush. If they love horror films, ask about the latest scary movie they watched. Does their profile pic show a cute pet? Inquire about what trouble their cat or dog gets into. Crafting customized starters around things unique to your connection keeps chat refreshing. And remembering little details about them is guaranteed to make your cutie feel special!

Final Thoughts

Whether you’re looking to banish boring small talk or turn up the heat on a first date, using these flirty conversation starters takes the stress out of sparking that initial chemistry. With playful questions and compliments built right in, you can relax, have fun connecting, and let these icebreakers kickstart the intrigue, laughter, and rapport that build bonds worth treasuring.