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Originally Posted by Cynthetiq
tell the ones you are not intersted in flat out that you aren't interested, tell those that you are, you are.
Let the chips fall where they will, otherwise you will wax nostalgic evermore of what "could have been" instead of "what happened"
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I've learned this lesson many-a-time in my young life. The key of snagging the girl (not sure if this works the other way around) is to make sure you establish that you are interested in a relationship early on. Otherwise you just become friends.
In the first situation, it seems that you have a situation I like to call "the loser setup" (sorry about being blunt, but what else can I say). Girls usually travel in packs containing at least one girl who is obviously uglier than the rest. Now, on occasion, in order to make her feel good about herself, the group will attempt set the ugly chick up with a guy, not considering the fact that they are wasting their, and what is infinitely worse, your time and pissing you off in the process. Girls usually do this to make everybody feel better about themselves. It's like when guys play sports or video games or whatever.