A simple, playful challenge like “prove it” can flip attraction instantly—making her invest energy, laugh, and chase you without you saying much at all.

If you’ve ever wondered why your dating app conversations feel flat or one-sided, it’s probably because you’re playing it too safe.

Most men think being the “nice guy” means never teasing or challenging a woman. But here’s the truth:

Women love men who are kind—but with an edge.

In this video, I break down a real dating app conversation where I used one simple phrase—“prove it”—to spark chemistry, create tension, and get her investing in the conversation.

🎥 Watch the full video breakdown "Use THIS Tinder Line to Make Her Chase You 🔥" below:

Why “Prove It” Works Like Magic

Most guys respond to a compliment with, “thanks” or “haha yeah.”
But when you reply with “prove it,” you instantly change the dynamic.

It’s playful.
It’s confident.
And it subtly challenges her to earn your attention.

That’s the essence of high-value communication—making her work a little for you.

In this breakdown, when my match said something flattering, I didn’t over-validate or explain myself. I flipped it playfully:

“Prove it”

That one line turned the whole conversation flirty because it made her think, “Wait… how do I prove it?”

Suddenly she’s the one chasing the interaction—without realizing it.

And remember, when a woman is CHASING you, she is not running AWAY from you (like she does to most men who come on too strong and are too 'easy').

Playful Challenges Create Chemistry

Flirting isn’t about being clever — it’s about being curious and bold.

You can turn almost any topic into a light challenge:

• If she mentions her hobbies → “Oh really... You’re good at that? Prove it.”

• If she says she’s funny → “You say that like it’s a fact. I’ll need evidence.”

• If she talks about cooking → “You'll have to prove it sometime.”
  

Each playful challenge does two things:

1️⃣ It invites her to engage and respond.
2️⃣ It gives her permission to flirt back.

This is how you stay masculine and confident without being cocky or disrespectful.

Be a Good Guy With an Edge

One of the biggest misconceptions men have is that being kind means being passive.

But as I teach inside The 5 Principles of Texting Women, women respect a man who can lead with energy—not just agree with everything.

A playful “prove it” text is leadership through humor.
You’re not being rude; you’re setting a tone that’s fun, flirtatious, and full of personality.

Because here’s the truth:

Nice guys finish last when they’re predictable.

If you can stay kind but unpredictable, you’ll instantly stand out from 99% of men on dating apps.

Setting Boundaries Without Losing the Frame

Flirty banter isn’t just about fun—it’s also about framing respect early.

If a woman sends something snarky or teasing, you don’t have to clap back or get defensive.
Many times silence teaches more than words.

In this example, I ignored one of her low-effort replies completely—and that silence reset the tone.
By not rewarding lazy or negative energy, you’re teaching her how to treat you.

That’s boundary-setting disguised as confidence.

Want to see exactly how this works in action?
🔗 Read How to Set Boundaries Over Text (Without Losing Attraction).

Inject Humor and Confidence Into Your Messages

Flirting over text doesn’t mean trying to be a comedian—it means being expressive and confident enough to play.

Even if you don’t know the topic she’s talking about (like badminton in my case 😅), you can still bring energy:

“I’ve never played… but i'd 1000% still kick your butt.”

Now she’s smiling, visualizing the interaction, and subconsciously connecting with you.
That’s what I call emotional anchoring—creating a positive picture of you in her mind.

Flirty Text Formula for Playful Confidence

FAQs: Flirty Texting & Playful Challenges

Q: How do I know if my teasing is working?
A: If she’s laughing, engaging, or role playing back with you—you’re golden.

Q: Can playful teasing ever backfire?
A: Only if it feels mean-spirited. Keep your tone light and playful, don't degrade a woman for something 'serious' like her religious beliefs, look for non-serious topics to tease her on (like if she tells you her favorite movie, you can playfully make fun of her taste because it is a less serious topic).

Q: What if she doesn’t respond to “prove it”?
A: Move on confidently. The silence communicates more than a follow-up text ever could.

Q: Can I use “prove it” in real life?
A: Absolutely. It works just as well in person—it’s all about delivery and confidence. It's one of my favorite phrases to say to a woman anytime she is bringing on some claim about how good she is at something.

Related Reading

🔗 The Best Dating App Profile Pictures for Men (Examples + What to Avoid)

🔗 Stop Having Boring Dating App Conversations

Ready to Level Up Your Dating App Game?

If you want to learn how to go from matches → messages → dates like a pro, you’ll love my full course:
👉 Swipe Right — included free inside the Prince VIP Bundle.

It covers how to pick your best profile pictures, write magnetic prompts, and send high-value messages that make women excited to meet you.

-Adam Jordan
Founder of TextingPrince