Keep trying or give up?
I met this girl our first year in college when I was a huge womanizer. She is my best girl friend. We've known each other for over a year and I think I'm in love with her. I've never been in love. We've grown so close that she says she doesn't want to lose me and if with start hooking up and it doesn't work out we'd lose each other. She thinks this because I've never had a girlfriend and I bring girls back almost every night and never talk to them after that. She knows that, and I think she believes if we hook up I'm going to do that to her. Plus she's only had one boyfriend and he cheated on her and broke her heart. Should I make a move on this girl or is it too risky and should I just keep bringing back girls to fill the empty void that she's left in my heart. haha
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Okay...you've got down in your love brief that you'll never settle down. You have a REALLY great friend who is a girl who knows you so well that she is almost certain that you would break her heart and she already has trust issues from an ex that cheated.
Take a moment to ask yourself what it is that you really want with her. If you do, in fact, love her (and I'm not saying you don't) being with her isn't necessarily the right answer. A funny thing about really loving someone is that you do actually care more about their well-being over what you want.
You want to be with her. You want to bed her. Are you certain that you will want to continue to do so more than once? That you can actually sustain a healthy relationship with her?
From what you say and what she says, it doesn't sound like you are capable of that right now. If you really want to try to do something to "fill the empty void" then stop bringing back girls to your place who you aren't going to call the next day. Stop sleeping around. Don't chase your friend for now, but, to be honest, the panty parade that you've been going through and seem to plan on continuing going through is never going to get you in a relationship where you can experience real and satisfying love.
I'm not saying that the panty parade is wrong, so long as you are being up front about that and not just playing a lot of girls. If you are playing them then don't even think about being with your friend because you will hurt her.
My younger brother plays. Occassionally he sticks with one for a year or 3, but they always end up leaving him because he is an ass who is just in it for himself. So he plays and those women at least know that its just for one night. But the ones he sticks with for a while....yeah, they never want to talk with him again.
So, like I said, think long and hard about what you really want with your friend. If you really do care about her, then don't go there right now. Get yourself out of just playing a game and, maybe, in a while you can actually try to have something real with her.
