20 Playful Texts to Tease and Flirt With Him

Flirting over text is an art—it’s all about keeping things light, playful, and intriguing. A well-crafted teasing text can make him smile, spark his interest, and keep him thinking about you all day long. Whether you’re just starting to flirt or looking to add more excitement to your relationship, here are 20 playful texts to tease and flirt with him.

Flirty and Fun Texts

  1. “I just saw the funniest meme, and it totally reminded me of you. But don’t worry, you’re cuter.”
    A great way to start a fun conversation while keeping the mood light.
  2. “Are you always this charming, or did you just turn it up a notch for me?”
    Compliments wrapped in playful teasing are always a winner.
  3. “I have a serious question… how do you manage to be so adorable AND distracting at the same time?”
    This text flirts while playfully blaming him for being on your mind.
  4. “If I had a dollar for every time I thought about you today… I’d be able to afford that dream vacation we should totally take together.”
    Lighthearted yet subtly suggestive!
  5. “I tried to focus on work today, but then I remembered your smile… total productivity killer.”
    A cute way to let him know he’s on your mind.

Teasing Him Playfully

  1. “I think you might be trouble… but I like a little trouble in my life.”
    Keeps things intriguing and flirty!
  2. “I need to know—do you have a secret talent for making girls swoon, or is it just me?”
    Playfully puts him on the spot in a fun way.
  3. “Are you always this smooth, or am I just lucky?”
    A playful jab that boosts his confidence.
  4. “I was going to be super productive today, but then I got distracted wondering when you’ll take me on our next date.”
    This makes him think about planning something fun for you both.
  5. “So, do you practice being this cute, or does it just come naturally?”
    Keeps the conversation light while showering him with flirty compliments.

Sweet and Sassy Texts

  1. “I was just about to text you first, but then I thought… let’s see if he misses me enough to do it first.”
    A fun way to make him chase you a little!
  2. “You should probably stop being so cute… I’m getting dangerously close to falling for you.”
    Teasing yet romantic.
  3. “I have to admit… texting you is my new favorite hobby.”
    Flirty and slightly addictive.
  4. “If you keep being this charming, I might have to give you an award. What should we call it?”
    Turns the flirtation into a fun little game.
  5. “I think my phone has a crush on you… it keeps lighting up whenever you text.”
    A creative way to tell him you love hearing from him.

A Little Bit Spicy

  1. “Are you trying to make me blush? Because it’s working.”
    Makes him feel confident about his flirting skills.
  2. “I feel like we need to settle this… who’s the better flirt, you or me?”
    Challenges him playfully and keeps the banter going.
  3. “You owe me a coffee… because I stayed up too late thinking about you.”
    A cute and flirty way to get him to ask you out.
  4. “I just realized something… my favorite place to be is in your arms. Too bad I’m not there right now.”
    A romantic tease that will make him want to see you ASAP.
  5. “I was going to play hard to get… but then I realized you’re already winning.”
    Ends the flirtation on a high note, making him feel like the prize.

Final Thoughts

Flirting through text is all about having fun, being playful, and keeping things interesting. Whether you’re teasing him, challenging him, or just letting him know you’re thinking about him, these texts will help you create a spark that keeps him hooked. Try a few of these out and see which ones get the best reaction—because when it comes to flirting, a little creativity goes a long way!