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I like him, but have been bitten by the age difference in the past

Tagged as: Age differences, Teenage<< Previous question   Next question >>
Question - (14 June 2010) 2 Answers - (Newest, 14 June 2010)
A female United States age 30-35, anonymous writes:

Ok, so there's this guy. He's really sweet, a total gentleman, and we're friends. His sister is also my best friend. And, I think I could really fall for him if I let myself. The thing is, he's a couple years younger than me and he has a really strict mother, and the last boy I dated was the same, and it went really badly. Neither of us is in a hurry to date right now, but I'm wondering if I should let go and maybe hint that I could be interested, or just keep it strictly friends?

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A male reader, anonymous, writes (14 June 2010):

You say you could fall for him if you "let yourself". I usually know within about 20 seconds of meeting a girl if I want her as something more than a friend. And it only takes me 20 more seconds to figure out if she's thinking the same thing about me.

It sounds to me like maybe you don't know many guys so you're trying to change yourself and your tastes so that one of the few guys you already know matches them. You did say this is you best friend's kid brother, after all.

My advice:

Get out of the house more. Meet more people. Talk to every guy you can. Pick guys that matches what YOU like. You don't have to flirt. Just meet. Be friendly, but don't make it obvious that you're looking for a relationship. At least a few of the guys are going to show you more interest than you expect. Those are the ones that are attracted. Don't just settle for whoever is around.

This might sound like a "duh" statement, but you have to meet guys to meet guys.

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A reader, anonymous, writes (14 June 2010):

if his sister is your best friend asking her opinion would probably be good and to make sure she is ok with you two as a couple. then if you like him just tell him. maybe it wont go bad like the last one. and if your in no hurry to date then maybe you could just start hanging out alone or something. and if his mother is strict then just take things one step at a time and dont upset or break her rules. then all should go a bit more smoothly. goodluck

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