I'm 40 - I've been wanting a girlfriend since 8th grade. As incredible as this sounds (particularly to younger readers), it's the truth.
Maybe I'm too picky, but I'm not sure that's it. I have had some short relationships (usually a month or two) before I get dumped.
I sometimes read up on the "nice-guy" syndrome...but you'd think after so many failures I'd be able to change my behaviour, but it doesn't seem like anything has worked.
Friends say I try to rush into things...and that kills it before it begins. About half of my friends are married, but the friends I spend most of my time with are my single friends...which isn't too surprising because often single people hang out more with single people.
I live in a major city, so when I meet a woman for a date...it's likely I am one of two or three dates she's got that week.
I am not a 10, but I am much better looking than average and I've always managed to attract women throughout my life - HS, College, adulthood, etc. However, I have found myself dumped by guys that were - less physically attractive, less educated, and not even as witty as I am (if I may say).
I've been told that I lack confidence (at this point sure). I've been told that I am too much of a "doormat". That I fall to quickly. All of the usual things that someone would say in this case.
I guess my question is...am I doomed? What I have done is be myself...however, that comes across as a weak and insecure person (which is maybe who I really am deep down). Thus, I have lost (several) women that I'd have married. In the last 10 years there have been 4 and 3 of those in the last 5 years.
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