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Old December 27th, 2010 #11
The Barrenness
Angry Shiksa
 
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Join Date: May 2004
Location: the unholy land
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I have been friends with a guy who is nearly 20 years older than me for a long time (late teen years). I have known forever that he likes me as much more than a friend and I have tried to date him and see how things go. We always have a lot of fun together and despite the age difference we have a lot in common, even politically. The age thing though is something I have never been able to get past. He is only a few years younger than my dad and that seems extremely odd and a little disturbing to me. I do also like guys who are a little older than me but within reason (5-10 years). And this only happened when I turned about 25, before that I wanted a male who was no more than a few years older than me.

Two people from two different generations just does not seem like something that is going to work out too well. Slightly older male/younger woman is fine, maybe even a positive. Much older male/younger woman. Fail.
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Last edited by The Barrenness; December 27th, 2010 at 04:06 PM.