How to Flirt with a Guy over Text (+49 Flirty Text Examples!)

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By jones


In today’s digital age, the art of flirting has evolved beyond face-to-face interactions and has found its way into our screens and devices.

Texting, with its convenience and immediacy, has become a popular medium for expressing interest and building connections.

But how do you convey those playful, flirtatious vibes without the aid of body language or tone of voice?

If you’re wondering how to flirt with a guy over text and make your intentions clear while keeping things light and fun, you’re in the right place.

Dive into this guide and discover the secrets to sending texts that will leave him eagerly awaiting your next message. Let’s get started!

37 Flirty Texts for Him: Fun, Cute Text Messages He’ll Love

Mastering the Art of Text Flirting: Subtle Ways to Woo Him Over Messages

So, you’ve just joined and you’re wondering, “What should I text him?”

Navigating the world of digital romance can be tricky, but with a few golden rules, you’ll be capturing his interest in no time:

1. Embrace Authenticity

It’s essential that he falls for the real you, not an alter ego you’ve created over text. Always be genuine in your messages.

How can you achieve this?

By referencing shared moments or inside jokes. This not only shows you were paying attention but also creates a personal connection.


  • “Remember that band you mentioned? They’re performing this weekend. Planning to go?”
  • “Hey there! How do you think you fared in the English exam?”

👉 However, there’s a common pitfall many fall into while texting their interest. This error can make him delay his response or even ignore your text. The blunder? Not crafting messages that truly GRAB HIS ATTENTION.

Here’s a text that hooks a man’s attention (how-to video)


2. Engage with Thoughtful Questions

Initiating a conversation with an open-ended question is a brilliant move. It not only shows your genuine interest in his life but also appeals to his ego, making him feel valued and appreciated.

Remember, everyone, especially men, enjoys feeling important and heard.

Keep your questions relevant and relatable. For instance, inquire about recent events or experiences, like:

  • “How did your weekend getaway go? Was it as relaxing as you hoped?”
  • “How was your friend’s birthday party yesterday?”
  • “What was the highlight of your week?”
  • “Did that new restaurant you tried to live up to the hype?”

Avoid questions that warrant a mere “yes” or “no” response. Instead, provide him an opportunity to share more.

Steer clear of overly complex or philosophical queries that might leave him scratching his head or feeling overwhelmed. For example, instead of asking “What’s the meaning of life?”, you might say, “What’s one thing that made you smile today?”

10 flirty text messages that will make him want you so bad.

3. Make Him Laugh

Humor is a universal connector and a surefire way to create a bond. Sharing a laugh or a light moment can break the ice and make your conversations memorable.

After all, who doesn’t love someone who can brighten their day?

Use playful banter, share a funny anecdote, or even send a meme that reminds you of an inside joke.

The key is to keep it light and genuine. Remember, forced humor can easily fall flat.

For instance:

  • “Remember when you said you’re a morning person? Just saw a meme about ‘morning people’ and thought of you. Spoiler: It’s hilarious!”
  • “Had the weirdest dream last night and guess what? You made a guest appearance. Ever considered a career in dream acting?”
  • “Saw a dog today that looked exactly like the one you described. Or maybe all fluffy dogs look the same to me. What do you think?”

The goal is to make him smile and associate those happy moments with your conversations.

So, let your playful side shine through, and watch as your bond strengthens with every chuckle.

Did you know? Playing truth or dare over text is one of the BEST ways to flirt with your crush! Here are 80+ flirty truth or dare questions over text to send your crush – I think you’ll love them.


4. Compliment Him Over Text

Compliments have the power to uplift spirits, boost confidence, and create a positive impression.

When you genuinely compliment a guy over text, it not only makes him feel appreciated but also shows that you notice and value the little things about him.

However, it’s essential to ensure that your compliments come from a sincere place.

Avoid over-flattering or making it sound artificial. Instead, focus on his strengths, achievements, or even those small quirks that make him unique.

Here are some examples to inspire you:

  • “I’ve always admired how passionate you are about your work. It’s truly inspiring!”
  • “That picture you shared today? You have a great sense of style!”
  • “I love how you can turn any situation into a fun story. You have a gift for storytelling.”
  • “You have this incredible ability to make everyone around you feel at ease. It’s such a rare quality.”

Remember, a well-timed compliment can make his day and deepen your connection.

So, don’t hold back when you genuinely feel like praising something about him.

5. Leave Him Wanting More

In the realm of digital conversations, sometimes less is more. Leaving a little mystery and making him curious can be a powerful tool to keep the spark alive.

By not revealing everything at once and maintaining a sense of intrigue, you encourage him to eagerly anticipate your next message or conversation.

Here’s how you can master the art of leaving him wanting more:

  1. Don’t Overshare: While it’s great to open up, try not to lay all your cards on the table immediately. Let him discover different facets of you over time.
    • “Had an interesting day, but I’ll save that story for another time.”
    • “Guess what I did today? I’ll give you a hint: it involves something we talked about last week!”
  2. Use Teasers: Drop hints or partial stories that make him curious to know more.
    • “You won’t believe the movie I watched today. Remind me to tell you about it!”
    • “I tried that recipe we talked about. Let’s just say it was… an experience.”
  3. End on a High Note: If a conversation is going particularly well, consider wrapping it up while the energy is still high, ensuring he looks forward to the next chat.
    • “I’ve got to run now, but let’s pick this up tomorrow?”
    • “This has been fun! I have an early day tomorrow, but let’s chat soon.”

By keeping him intrigued and making him look forward to your interactions, you’ll not only maintain his interest but also build a deeper connection over time.

Flirty Truth or Dare Questions Over Text


Engaging in a game of Truth or Dare over text can be a playful way to get to know someone better and add a touch of flirtation to your conversation. Here are some flirty truth-and-dare questions to spice up your texting game:

Truth Questions:

  1. “What’s the most flirtatious thing you’ve ever done?”
  2. “Have you ever had a dream about me? If so, what happened?”
  3. “What’s the first thing that comes to your mind when you think of me?”
  4. “Is there a secret fantasy you’ve never shared with anyone?”
  5. “What’s the most romantic date you’ve ever imagined?”
  6. “If you could describe our relationship in three words, what would they be?”
  7. “Have you ever practiced a conversation with me in the mirror?”

Dare Questions:

  1. “Send me a selfie of your current expression.”
  2. “Record a voice note of you singing a love song and send it to me.”
  3. “Text someone random in your contacts and tell them you can’t stop thinking about strawberries. Screenshot the response!”
  4. “Write a short poem about us and send it.”
  5. “Change your profile picture to something silly for the next 24 hours.”
  6. “Send me the most recent photo in your gallery (as long as it’s appropriate!).”
  7. “Dare you to send a flirty text to your crush (if it’s not me, of course!).”

Remember, the key to a fun and flirty game of Truth or Dare is mutual respect. Always ensure that the questions and dares remain within the boundaries of comfort for both participants.

👉 Want more? Here are 80+ flirty truth or dare questions over text that you’ll love!

Avoid These Texting Mistakes When Flirting with a Guy Over Text

Flirting over text can be a fun and exciting way to connect, but it’s essential to strike the right balance to ensure your messages are received in the spirit they’re intended. Here are some common texting mistakes to avoid when flirting with a guy:

  1. Overloading with Emojis: While emojis can add a playful tone, using too many can make your messages seem immature or unclear.
    • “Heyyy 😜😘🥰❤️🌹” might come off as overwhelming.
  2. Double or Triple Texting: If he hasn’t responded yet, give him some time. Bombarding him with messages can come off as desperate or impatient.
  3. Being Too Forward: It’s essential to gauge his comfort level. Jumping into deep flirtation without building rapport can be off-putting.
    • “We’d make cute babies, don’t you think?” might be too forward too soon.
  4. Negging: Backhanded compliments or subtle insults, even if meant as jokes, can hurt feelings and create misunderstandings.
    • Avoid comments like, “You’re pretty smart for a jock!”
  5. Overanalyzing His Texts: Reading too much into every word or punctuation can lead to unnecessary stress. Take things at face value and avoid overthinking.
  6. Being Too Available: While it’s great to respond promptly, replying instantly every time can make it seem like you’re just waiting for his texts. It’s okay to have a life outside of texting.
  7. Using Too Many Abbreviations: While “BRB”, “LOL”, and “IDK” are common, overusing abbreviations can make your texts hard to understand and seem impersonal.
  8. Discussing Heavy Topics: Flirting should be light and fun. Avoid diving into deep or controversial topics that might kill the mood.
  9. Sending Unsolicited Pictures: Always ensure mutual comfort and consent before sharing personal photos.
  10. Forgetting to Check Autocorrect: Autocorrect can be a blessing and a curse. Always double-check your texts to avoid embarrassing mistakes.

Remember, the key to successful flirting, whether in person or over text, is mutual respect and understanding. Keep things light, fun, and genuine, and you’ll be on the right track!

Mastering the Art of Text Flirting – Final Thoughts

Text flirting is more than just a game; it’s a reflection of who you are. Through your messages, he gets a glimpse into your world, making the process both exhilarating and nerve-wracking.

If he’s replying promptly with thoughtful responses, give yourself a pat on the back. You’re on the right track.

However, if his replies are often short or delayed, don’t be disheartened. He might not be fully engaged yet, or perhaps he’s juggling multiple conversations.

A word of caution: One ill-timed or poorly spelled text can shift the dynamics. And bombarding him with messages before he has a chance to reply? That’s a surefire way to push him away.

On a side note, if you’re aiming to rekindle things with an ex, flirty texts might not be the best approach. Check out my article on how texting can help bridge that gap.

So, where do you stand on flirty texts? Are they your secret weapon or a tricky terrain? Share your stories and insights!

Cheering you on,