We may be coming down a bit hard on the boy, but frankly, I'm not interested in giving him advice on how to brush off women he's used so he can get laid. That might be the advice he asked for, but frankly, learning to think on a more mature level and treat women with some respect is going to stand him in much better stead in the long run.
It wasn't even particularly the use of the word "fugly" that got me, but this:
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So I am nice to her in the hopes that she can continue to be a bridge to 2 cute girls in the group I want to ask out
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It sounds like you were using her and knew you were using her. There's nothing wrong with being nice to someone who's friendly when you're not interested in them. But doing so with the express purpose of using them as a means to get to someone else is pretty slimy. There are two things going on here, though: the situation, and your attitude. It's not the situation that most of us are reacting to: there's a girl who's interested in me, and as long as she's around, the women I'm REALLY interested in won't do anything. That's a valid problem. However, your attitude about it - using the friendly fugly woman to get to her friends, calling her fugly in the first place - is what is setting most of us off.