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Now you're squirming away from the real meaning of your comment. To "one-up" someone is used in the context of a competition where the participants are aware of each other. This wasn't the case with her - she was just living her life before she knew the OP.
It may even be FINE for the guy to slightly fantasize about sex with other "imaginary" women. We are just human afterall and no one can really control the thoughts of another being. God knows that in whatever relationship we are in, those type of thoughts or fantasies crosses everyone's mind every so often. And what the hell, many of those celebrities are human themselves and have complicated problems in all their relationships as well, idolized yes. Yes, they may be "attractive", but only in a realistic way. A majority of those sexual images aren't completely real anyways and I swear that there are more beautiful, more "real" women out in this world. Being beautiful does absolutely nothing for long term relationships and it definitely isn't the deciding factor that makes the guy stay in the nest. If the guy is morally grounded to cheat, he's going to cheat no matter how beautiful you may be.
What parent wouldn't be concerned?
This test is this: If you told your male friend that you met this great guy who just might be marriage material, would he be happy for you or heartbroken? If it is the latter, then it is not a healthy friendship.
A couple of times a year???? Ahhhhhh....I wouldn't even worry about it. I'm not saying that for any other reason than you really don't have anything to worry about. Believe me...the woman with her hand on his leg has more power over him than the woman dancing on the stage.
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Take Joe Worker for instance, worked at a nice 50 K a year I.T. job for a few years....there was a company wide layoff, and he's been out of work for 6 months, though he is trying to find work....it's just not happening, sending out amplitudes of applications, with no call backs or even callbacks for interviews.