Flirting over text is one of the most powerful — and misunderstood — skills in modern dating. Most guys either overdo it and come off creepy... or play it way too safe and end up being just another boring dude in her inbox. But when you know how to flirt the right way, it changes everything. Here’s how to stand out without trying too hard.

👇 Prefer to watch? Here's the full video breakdown with real texts and examples you can steal.

Most Guys Are Too Flat or Too Creepy

Let’s be honest — most flirting attempts via text either fall flat or feel forced. Guys try way too hard, jump into sexual innuendo too fast, or copy generic flirty lines they found online. Or they go the opposite route and just “play it safe,” which quickly lands them in the friend zone. The key? Knowing when to flirt — and how to do it without sounding like every other guy.

Flirting Works Best When You’ve Built the Right Frame

Before you send a flirty message, you have to earn the right to flirt. That comes from Principle One — your mindset. If she sees you as a confident, busy guy who’s not glued to his phone and isn’t chasing her attention, your flirting lands differently. She sees it as fun and bold… not needy or try-hard.

The Text That Changed the Vibe

In one of my real conversations, a girl told me she was starting EMT classes. I could’ve just said, “Congrats!” and left it at that. But instead, I saw a window to flirt and responded with:

“So if I pretend to drown, are you gonna give me mouth-to-mouth?” 😇

That one line — paired with a playful emoticon — snapped her out of autopilot and made the convo 10x more fun.

Sweet and Sour: The Secret Flirting Formula

Here’s why it worked: I used the sweet and sour principle. You want to blend two opposite energies — like being serious and high-status most of the time, then flipping into something flirty and playful. The result? She’s surprised, engaged, and curious. That mix of unpredictability and boldness is what makes flirting stick.

Why This Works (and What Most Guys Get Wrong)

Most guys flirt from the wrong place. They flirt because they’re trying to get attention. I flirt when I’m already in the lead — when I’ve built the frame of confidence, when I’m slow to reply, and when she’s already somewhat invested. That’s when a flirty line lands as charming, not cringey. Remember: confidence first, flirting second.

👇 Ready to Master the Flirty Text Game?

Watch my free video masterclass: [The Art of Texting Women] — you'll learn how to flirt, tease, and keep conversations exciting without being over the top.

Or if you’re ready to master the full texting game, check out Texting School — my full training on learning all the skills and strategies to attract women by just using your fingertips.