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Comments:
As far as how I would feel if I was in his situation, I'm sure I'd have no problem with him spending time with a long-term female friend, especially if she is already in a relationship. If she was single, then I might worry a bit. But Matt is in a relationship and I've told my bf that, which to me implies that he is unavailable so there is nothing whatsoever to worry about. I haven't met Matt's gf and I'm not sure of the nature of their relationship (I think they're fwb ) but the fact he's already with someone should be enough to alleviate any of my bf's concerns.
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All that being said I myself am a lot more comfortable with women my age range (32-mid forties). I'm not in a good position to date them financially, but that would be my preference. I have been attracted to younger women and kissed one a few months ago, but Im not comfortable with it as a rule
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I dont know how you should do it.. but whatever you do.... dont rush it or slur ur words .... my ex said quickly at the end of our date soo randomely " wanna go out" and it was so bad... like he just forced it out and didnt care....lost a few points on the scale of creativity and cuteness!!
Around 4 months ago a cute guy joined our department. We have been making a lot of eye contact since day one which would occasionally extend to a smile.
Or let her go on her date. You show up at the restaurant with all her ***** in hefty bags and put them in her car. From the parking lot send her a text saying "don't bother coming home, hope you and douchbag have a happy life together."