đ Ask Juliette: "He Texts Me Every DayâBut Never Asks Me Out. What Do I Do?"
Why Won't He Ask Me Out?
ASK JULIETTE ADVICE COLUMN
6/19/20252 min read


đ Ask Juliette: "He Texts Me Every DayâBut Never Asks Me Out. What Do I Do?"
Dear Juliette,
Thereâs a guy I met on a dating app about three weeks ago. He texts me every single day â and heâs always sweet, funny, and flirty. Weâve even talked on the phone once or twice. But hereâs the weird part: heâs never asked me out. Not even once.
We live 20 minutes apart, so distance isnât the issue. I donât want to come across as desperate, but Iâm getting annoyed. Is he just shy, or is this a waste of my time?
Help me decode this, please.
â Tired of the Texts in Texas
Dear Tired of the Texts,
Oh, sweetheart. Youâre not alone in this. We are officially living in the era of the Textationship⢠â the modern romance purgatory where guys give you just enough attention to keep you interested⌠but never enough effort to move things forward.
Letâs decode whatâs going on.
đŹ 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:
đ˘ Heâs lazy â and prefers the comfort of chatting over the work of actually showing up.
đŁ Heâs breadcrumbing â dropping just enough attention to keep you hooked, but never intending to follow through.
đ He likes the fantasy â maybe heâs bored, lonely, or emotionally unavailable, and this little chat thread makes him feel connected without risking anything real.
Either way? You deserve more.
đĄ Hereâs What to Say
You donât have to be cold or confrontational. Just set the tone and invite clarity:
âHey, Iâve enjoyed getting to know you. Youâre fun to talk to! That said, Iâm not really looking for a pen palâIâd love to meet up if youâre interested in something real.â
Simple. Sweet. Assertive. And best of all? It makes it his move.
đŻ Why This Works
You're not begging. Youâre stating your standard with confidence. Youâre 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. Youâve just cleared space for someone who will.
Remember, Julietteâs Rule of Romance #7:
⨠"Energy that doesnât lead anywhere isnât effortâitâs entertainment."
So, beautiful, if he doesnât 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