💌 Ask Juliette: "He Texts Me Every Day—But Never Asks Me Out. What Do I Do?"

Why Won't He Ask Me Out?

ASK JULIETTE ADVICE COLUMN

6/19/20252 min read

💌 Ask Juliette: "He Texts Me Every Day—But Never Asks Me Out. What Do I Do?"

Dear Juliette,
There’s a guy I met on a dating app about three weeks ago. He texts me every single day — and he’s always sweet, funny, and flirty. We’ve even talked on the phone once or twice. But here’s the weird part: he’s never asked me out. Not even once.
We live 20 minutes apart, so distance isn’t the issue. I don’t want to come across as desperate, but I’m getting annoyed. Is he just shy, or is this a waste of my time?
Help me decode this, please.
— Tired of the Texts in Texas

Dear Tired of the Texts,
Oh, sweetheart. You’re not alone in this. We are officially living in the era of the Textationship™ — the modern romance purgatory where guys give you just enough attention to keep you interested… but never enough effort to move things forward.

Let’s decode what’s going on.

💬 What His Daily Texts Really Mean

Texting every day is not the same as investing in you. Consistent texting without plans often signals one of the following:

  1. 🐢 He’s lazy — and prefers the comfort of chatting over the work of actually showing up.

  2. 🎣 He’s breadcrumbing — dropping just enough attention to keep you hooked, but never intending to follow through.

  3. 🙃 He likes the fantasy — maybe he’s bored, lonely, or emotionally unavailable, and this little chat thread makes him feel connected without risking anything real.

Either way? You deserve more.

💡 Here’s What to Say

You don’t have to be cold or confrontational. Just set the tone and invite clarity:

“Hey, I’ve enjoyed getting to know you. You’re fun to talk to! That said, I’m not really looking for a pen pal—I’d love to meet up if you’re interested in something real.”

Simple. Sweet. Assertive. And best of all? It makes it his move.

🎯 Why This Works

You're not begging. You’re stating your standard with confidence. You’re showing him (and yourself) that your time is valuable and that you're looking for connection, not digital companionship.

If he steps up? Great. If not? Even better. You’ve just cleared space for someone who will.

Remember, Juliette’s Rule of Romance #7:
✨ "Energy that doesn’t lead anywhere isn’t effort—it’s entertainment."

So, beautiful, if he doesn’t make a move soon, go ahead and match with someone who wants to take you out, not just talk you to sleep.

With love & truth,
Juliette

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