Should I ask my woman friend out despite the gal in experience?

I am not a virgin but I didn’t lose it until 30. To a woman who frickin needed income because no amount of work at her job could afford her a decent apartment. Totally loveless and use-based.

I left that woman after a year (many on reddit say that was too long).

I have a female friend I wanna ask out though. I fear my lack of normal experience would put her off. Should I still do it? She’s my age so she’s probably had a decade of experience, and all I have is what I just said. Should I bother? Yes or no? She is a good friend but I am worried I’ll disappoint her or something.

Posted Jul 6, 2026, 8:59 PM UTC

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