50 Flirty Texts to Kickstart a Conversation With Your Crush

It’s a Wednesday evening in late September, and a new, more intimate energy is beginning to settle over London. The sun is setting earlier, the air is growing cooler, and the cozy, introspective season of autumn is in full swing. It’s a time for connection, for romance, and for the heart-pounding, exhilarating possibility of a new relationship. But in the modern world of dating, before the cozy coffee dates and the romantic winter walks, there is often one, single, terrifying hurdle to overcome: the first text.

We have all been there—staring at a blank screen, a blinking cursor mocking our indecision. The anxiety of what to say, how to say it, and how to come across as cool, calm, and collected can be completely paralyzing. In the digital dating landscape of 2025, where your "text game" is your first impression, the pressure can feel immense. On platforms like TikTok and Pinterest, the conversation around "rizz" (charisma) and the art of the perfect opening line is a dominant trend. The consensus is clear: the generic "hey" is dead. Modern daters are craving authenticity, wit, and a genuine spark of connection from the very first message.

This is your definitive, in-depth guide to navigating the exciting, and often intimidating, world of flirty texting. We have curated and analyzed a list of 50 flirty texts, broken down into different scenarios, to help you move beyond the fear of the blank screen and into a confident, engaging conversation. This is more than just a list of lines to copy and paste; it is a comprehensive playbook for the art of digital flirting.

We will explore the psychology behind what makes a great flirty text, and we will provide you with a full arsenal of ideas, from cheesy-but-charming icebreakers to sophisticated, confident conversation starters. This is your guide to sparking a connection, building anticipation, and taking your budding romance to the next level, one perfectly crafted text at a time.

Enjoyed what you read? If you find this article insightful and it helps you build the confidence to send that text, please consider supporting our work. Your generosity allows us to continue creating and sharing in-depth, valuable content on love and relationships. You can make a donation by moving your cursor to the top of the article or scrolling down to the bottom. Every little bit helps us spread the love, one article at a time!

The Philosophy of the Perfect Flirty Text

Before we dive into the list, it's crucial to understand the principles behind a great flirty text. It's not just about what you say, but how you say it. A great flirty text is a delicate balance of confidence, curiosity, and playfulness. Here are the golden rules to keep in mind:

• Be Authentic: Your texts should sound like you. While this list is a fantastic starting point, feel free to tweak the language to match your own unique voice. Authenticity is magnetic.

• Be Specific and Personal: The most effective openers are the ones that show you've been paying attention. Reference something specific from their dating app profile, a photo they've posted, or something they mentioned in a previous conversation. It shows you're genuinely interested in them as an individual.

• Be Playful, Not Pushy: Flirting should be light, fun, and low-pressure. Avoid anything that is overly aggressive, demanding, or puts them on the spot. The goal is to start a fun, easy-going conversation.

• Ask Open-Ended Questions: The best way to get a real conversation going is to ask questions that can't be answered with a simple "yes" or "no." Ask for their opinion, their story, or their recommendation.

• Read the Room: Pay attention to their responses. Are they responding quickly with long, engaged messages? Are they using emojis? Match their energy. If their responses are short and slow, it might be a sign to give them some space. A healthy relationship is all about this kind of mutual respect, a theme we explore in 8 Signs of a Healthy Relationship.

With these principles in mind, let's explore our arsenal of 50 flirty texts, ranked in descending order of strategic approach.

5. The Cheesy (But Charming) Pick-Up Lines

The Vibe: Ironic, confident, and a little bit silly. These are the classic, groan-worthy pick-up lines that are so cheesy, they actually work—if they are delivered with a heavy dose of self-aware humour.

The Strategy: Using a classic pick-up line is a high-risk, high-reward strategy. If delivered with a straight face, it can come across as cringe-worthy and unoriginal. But if you deliver it with a clear, winking sense of irony, it can be a brilliant way to break the ice. It shows that you don't take yourself too seriously, that you have a playful sense of humour, and that you are confident enough to be a little bit silly. The key is to follow it up with a self-deprecating comment or a laughing emoji to show that you are in on the joke.

1. "There isn’t a word in the dictionary that could describe your kind of beauty." (Best followed up with: "…and I should know, I just swallowed a dictionary. Okay, that was terrible. Hi, I'm [Your Name]!")

2. "Hi there. I’m not into raisins, but if you offered me a date, how could I say no!"

3. "I don’t work for UNESCO, but you’re a site of astounding natural beauty."

4. "I’m no clairvoyant, but I can see a future between you and me."

5. "Did cupid manufacture my keyboard? Because he put ‘U’ and ‘I’ together!"

6. "I don’t need a beer. I’m already intoxicated by you."

7. "My head still hurts from last night. I hit it when I fell for you."

8. "I'm no scientist, but I think we're going to have pretty good chemistry."

9. "Are you a magician? Because whenever I look at your picture, everyone else disappears."

10. "Aside from being gorgeous, what do you do for a living?"

For more on the power of humour in a relationship, the work of relationship experts at The Gottman Institute is an invaluable resource.

4. The Confident Compliment

The Vibe: Sincere, observant, and genuinely appreciative. A well-placed compliment is one of the most effective and universally beloved ways to start a flirty conversation.

The Strategy: The secret to a great compliment is specificity. A generic "Hey, you're hot" can feel a little lazy and impersonal. A specific, thoughtful compliment shows that you've actually taken the time to look at their profile and that you appreciate something unique about them. Focus on things that are a choice, like their style, their smile, or something they are doing in a photo. This shows that you are attracted to not just their looks, but their personality and their vibe.

11. "Hey there! You look super fun." (Simple, effective, and focuses on personality).

12. "Hi, I love your profile picture! Where was it taken?" (A great two-in-one: a compliment and an open-ended question).

13. "Hello! You have such a nice profile picture, I couldn’t resist messaging you."

14. "Wow, you look like a lot of fun. Tell me more about yourself!"

15. "Hey, you have beautiful (insert eyes, hair, or smile). I can’t wait to see it/them in person later." (A perfect pre-date compliment).

16. "I have the image of you at (site of the last date) scorched into my mind. You’re a vision!" (A fantastic post-date compliment).

17. "Your style is incredible. I love that jacket in your third picture." (Super specific and shows you've paid attention).

18. "You have a smile that could genuinely light up a room. Had to say hi!"

19. "I really enjoyed speaking with you. You’re a real catch!"

20. "Who would’ve guessed I’d be lucky enough to be dating such a hottie?"

Giving a great compliment is a key part of making someone feel good, a theme we explore in 10 Habits That Make Women Irresistible.

3. The Pre-Date Hype Builder

The Vibe: Excited, reassuring, and full of sweet anticipation. Sending a flirty text in the hours leading up to a date is a brilliant way to build excitement and calm any pre-date jitters (for both of you!).

The Strategy: The goal of a pre-date text is to show that you are genuinely looking forward to meeting them, without coming on too strong. It’s about building a sense of shared anticipation and turning the date into a fun, collaborative event before it has even started. These texts can be a mix of sincere excitement, playful compliments, and fun, logistical questions.

21. "I’ve been looking forward to this date all week." (Simple, sincere, and incredibly effective).

22. "I’ve had butterflies all day long. I can’t wait to see you later."

23. "I woke up this morning with a big smile on my face thinking about you."

24. "What are you planning on wearing tonight? Just so I know what color my outfit should match." (Playful and shows you're thinking about them). For more on what to wear, you can check out our guide to 7 Effortless Date Night Looks.

25. "Let’s quit the small talk and get to the flirting!" (A bold, confident, and fun challenge).

26. "Here’s the menu for our date venue later. Do you see a dish that catches your eye?" (A great, collaborative way to build excitement).

27. "What are your favorite flowers? Just so I know what ones I should surprise you with tonight." (Incredibly romantic, but use with caution—this can be a bit intense for a first date!). For a deep dive into the art of gift-giving, a classic book like "The 5 Love Languages" is a must-read.

28. "Hey, good lookin’. I’m lookin’ forward to later." (Simple, confident, and a little bit cheeky).

29. "I've told all my friends about the great girl/guy I have a date with tonight. Does that make me a loser?" (A cute, self-deprecating, and endearing way to show your excitement).

30. "How about I pick you up tonight?" (A classic, gentlemanly offer that can be very charming).

For more on planning the perfect date, you can explore our guide to 8 Cozy At-Home Date Night Ideas.

2. The Perfect Post-Date Follow-Up

The Vibe: Enthusiastic, appreciative, and a clear signal that you want to see them again. The post-date text is a crucial, and often nerve-wracking, part of the modern dating ritual.

The Strategy: The days of waiting three days to call are long gone. A prompt, genuine, and enthusiastic follow-up text is the modern way to show your interest and keep the momentum going. The key is to be specific. Instead of a generic "I had a great time," reference a specific moment from the date—a funny joke, a story they told, something you enjoyed about the conversation. This shows you were present and engaged. And most importantly, if you want to see them again, be clear about it!

31. "That was one of the best dates I’ve ever had. Thank you." (A simple, powerful, and sincere statement).

32. "Congratulations! You’ve just set the record for the world’s best date." (A fun, hyperbolic, and very flattering message).

33. "Want to hear a secret? That was the best date ever."

34. "Tonight you made me feel like I was 18 again, just with less acne!" (A funny, charming, and self-deprecating compliment).

35. "You will be the last thing on my mind before I fall asleep tonight." (Incredibly romantic and sweet).

36. "So, how about meeting up again soon?" (A clear, confident, and direct invitation for a second date).

37. "Hey. If you thought our first date was good, just wait till you see what I have up my sleeve for date number two." (Playful, confident, and builds excitement for the future).

38. "Your dinner looked amazing last night. Remind me to copy your order on date number two." (A great way to reference a moment from the date and propose a second one).

39. "(Insert romantic song) just came on the radio. It made me think of you!" For more on the power of a great song, you can explore the official That Love Podcast playlist on Spotify.

40. "You make my heart feel full!"

These kinds of consistent, positive actions are the foundation of a great relationship, a theme we explore in 10 Habits of Couples Who Stay Deeply in Love for a Lifetime. For more on modern dating etiquette, a publication like GQ has some great guides.

1. The Genuine Conversation Starter

The Vibe: Curious, personalised, and a clear sign that you are interested in a real conversation, not just a superficial exchange.

The Strategy: This is the gold standard of the modern dating app opener. These are the texts that will get you the best results because they are not generic, copy-and-paste lines. They are messages that show you have read their profile, you have a shared interest, or you are genuinely curious about who they are as a person. The goal is to start a conversation that is so engaging and so natural that it doesn't feel like a "dating app conversation" at all.

41. "Hey, I’m a fan of (insert musical artist) too. You must have great taste!" (Shows a shared interest and is a subtle compliment).

42. "Hello there. I see you like (insert interest here). How about we meet up, grab a cup of coffee, and discuss it/them sometime?" (A direct, confident, and low-pressure date suggestion).

43. "That picture of you in (insert location) looks amazing! What was your favourite part of that trip?" (A specific compliment and an open-ended question).

44. "Your dog is adorable! What’s their name?" (Everyone loves to talk about their pets).

45. "Okay, I have to know the story behind your third picture. It looks like an adventure." (Shows you're intrigued and invites them to tell a story).

46. "I'm also a huge fan of terrible puns. Hit me with your best one." (A playful challenge based on their bio).

47. "Your bio says you're looking for someone to debate the best pizza topping with. This is a very serious issue, and I have some strong opinions. When are we having this debate?" (Funny, engaging, and directly references their profile). For more on asking the right questions, check out our guide to Questions to Ask a Guy to Get to Know Him on a Deeper Level (the principles apply to everyone!).

48. "I see you’re a fan of (insert movie/TV show). I’m still not over that finale. We need to talk about it." (A great way to bond over a shared cultural moment). For more on great shows to talk about, check out our list of 12 Binge-Watchable TV Shows for Cozy Winter Nights.

49. "Your taste in books is impeccable. What's the best book you've read this year?" (A great opener for a fellow reader). For inspiration, you can check out our Romance Book Recommendations.

50. "So, aside from having a fantastic smile, what’s your secret talent?" (A confident compliment and a fun, playful question).

Conclusion

In the intricate, and often intimidating, dance of modern dating, the flirty text is your opening move. It is a small but incredibly powerful tool that can set the tone for your entire interaction, spark a genuine connection, and build the kind of exciting anticipation that is the very essence of a new romance. The fifty texts on this list are more than just a collection of lines; they are a toolkit for confident, authentic, and effective communication.

The ultimate secret to the perfect flirty text is not in finding the perfect words, but in having the courage to be your authentic, playful, and curious self. It’s about moving beyond the fear of rejection and embracing the fun and excitement of putting yourself out there. So, pick a line that resonates with you, tweak it to make it your own, and send that text. Your next great love story could be just one message away.

Enjoyed what you read? If you found this article insightful and it helps you build the confidence to send that text, please consider supporting our work. Your generosity allows us to continue creating and sharing in-depth, valuable content on love and relationships. You can make a donation by moving your cursor to the top of the article or scrolling down to the bottom. Every little bit helps us spread the love, one article at a time!

Related Articles from That Love Podcast:

• 10 Habits of Couples Who Stay Deeply in Love for a Lifetime

• 8 Signs of a Healthy Relationship

• Communication in Relationships: The Key to a Stronger Bond

• Creativity in Relationships- The Secret to Building a Stronger Bond

• 60 Fun Summer Date Ideas to Ignite Your Romance

• Things I Wish I Knew Before Getting Married

Frequently Asked Questions (FAQs)

1. How soon should I text after getting someone's number? The old "three-day rule" is completely outdated. In the age of instant communication, it's best to text within 24 hours. This shows that you are interested and keeps the momentum going.

2. What if they don't text back right away? Don't panic! People have busy lives. Give them at least a day before you consider sending a follow-up text. A simple, low-pressure follow-up like, "Hey, just wanted to make sure you got my text!" is fine. If they don't respond to that, it's best to let it go.

3. Is it okay to use emojis? Yes, absolutely! Emojis are a fantastic way to convey tone and emotion in a text message, which can often be misread. A simple smiley face or a winking emoji can transform a simple text into a flirty one.

4. How many texts are too many? The key is to aim for a balanced conversation, like a game of tennis. You send a text, they send one back. Avoid "double-texting" (sending multiple messages before they have a chance to reply) in the very early stages, as it can come across as a little too eager.

5. What is "rizz"? "Rizz" is a popular slang term, short for charisma. It refers to a person's skill in charming or seducing a potential romantic partner, particularly through conversation. For a deep dive into the term, The New York Times has a great article.

6. I'm not a very funny person. Do I have to use jokes? Not at all. Authenticity is the most important thing. If you're not a natural comedian, don't force it. Focus on being a great listener and asking thoughtful, engaging questions. Curiosity is just as attractive as humour.

7. Where can I find good, modern dating advice? There are many fantastic resources. Relationship experts like Matthew Hussey and Logan Ury offer brilliant, practical advice for modern daters. You can find Matthew Hussey's work on his YouTube channel.

8. What's the best dating app to use in 2025? The "best" app often depends on what you're looking for. Apps like Hinge are known for being more relationship-focused, as they require users to respond to specific prompts. Bumble is great for empowering women to make the first move.

9. How do I transition from texting to an actual date? After a good back-and-forth conversation over a day or two, be direct! A simple, "I'm really enjoying chatting with you. Would you be free to grab a drink or a coffee sometime next week?" is a confident and effective way to make the move.

10. What if I get rejected? Rejection is an inevitable, and completely normal, part of dating. Try not to take it personally. It is not a reflection of your worth. See it simply as a matter of incompatibility, and then have the confidence to move on to the next, more promising connection.

More Related Articles to Explore:

• 10 Unforgettable Meet-Cutes in Romantic Comedy History

• 10 Habits That Make Women Irresistible

• 8 Cozy At-Home Date Night Ideas