The Creepy/Romantic Line: my guide for men

To pursue is fine, to ignore boundaries is not

Madelaine Lucy Hanson
5 min read3 days ago

A few weeks ago I wrote an article exploring why so many dates “fizzle out” when one, or both, parties, doesn’t make sufficient effort to stay in touch or demonstrate sufficient interest.

To my surprise, this upset a lot of men, who felt it was deeply unfair that they were expected to simultaneously pursue women, and, not come across as creepy. I feel that’s a pretty easy line for most men to navigate, but here are my personal tips for those who are wondering.

How much can I text her?

It really, really depends. If you’re close friends, or well past date 3, I’d say you can text as often as you want without it being that weird. But if she’s not dating you exclusively, or a very good friend, I’d limit it to 3–5 messages max before waiting for her to respond. If she doesn’t know you very well at all, definitely avoid messaging her every day. Try to match her energy. However do not over-regulate yourself…

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Madelaine Lucy Hanson

27 year old with an awful lot to say about everything. Opinions entirely my own. Usually.