Search Results: dating an older girl

This is assuming he’s independent, has a good paying job (not rich but above average salary), owns his own house and has an interesting life story.

I’ve tried dating again for the last three months. I’ve gotten one straight but understandable rejection from a girl in her late 20s i met at a CrossFit gym (she’s got a boyfriend). I’ve gotten two flaky rejections on dating apps (both girls in their early 30s). I did get one date with a 35 year old woman. First date started good but it turns she’s an alcoholic (has no problem drinking and driving). I wanted no part of that.

I’m 40. In excellent physical shape for my age and got all my hair. I’m 6ft tall. I’m well traveled and have an interesting past (pro mma fighter). Most women guess I’m 3 to 8 years younger than I really am.

I know dating doesn’t get any easier when you get older. But I have to stay positive (pls don’t say “all the good ones are taken”.).

But seriously I don’t remember it being this tough 10 years ago. Not even close as tough. From 28 to 32 I had a lot of pretty young girls (19 to mid 20s) interested in me. But that definitely isn’t my target age range now. Now I look for women in their late 20s to mid 30s. But why are they such a pain in the ass?

I’m almost 29 and have never had a girlfriend or dated. At this point, I just feel like its gonna be a repeating cycle of going on dates, only to get rejected once a girl finds out how inexperienced I am. So I was asking this because I was wondering if this has happened to any guys on here who are or were inexperienced at an older age, or if their inexperience gave them no issues with dating.