Title: Should I give up?

By: Kendall

I have this guy friend whom I've been really good friends with for about six years. He had a girlfriend for about 2 and a half years. Before this girl, we used to flirt around a little bit. Now that they're broken up (for almost 2 years), we've become good friends again. (When he was with his girl we didn't talk as much obviously) We've kissed a twice in the past year or so since he's been single, but both times we were drunk. Although he's been broken up with his g/f for a while now, he still can't seem to get over her, because she'll randomly call or they'll hang out once in a while, not beyond friends (no kissing or anything), but bottom line, he still thinks they will one day belong together.
Now he's dating other girls randomly sometimes, but he always seeks my advice when he's dating these girls. When I'm dating guys I always seek his advice as well, but it's different. It's like a competition when we're dating other people. If I really start to like a guy he gets jealous.
I guess what I'm trying to ask is should I give up on him ever liking me. He's constantly obsessing over his ex, but he wants to move on. I told him the only way he's going to be able to do that is if he cuts her out of his life permanently until he's over her. Well actually I take that back, he doesn't know if he wants to move on. He's constantly changing his mind. Which hello, should scream red flag for me right? Like ummm no, get over him. The thing is, he's sort of always on my mind. Even when I'm sort of dating someone, I think about him. Granted I've never had a serious relationship, and he's the guy friend/ or potential significant other for that matter I've ever had. I guess I'm just wondering if I should remain friends with him. He's very important to me as a friend, and I care about him a lot, but sometimes I just wonder if it could be more than just friends. I know that he cares about me too, but I don't know to what extent. A lot of my friends think that he just keeps me around b/c he knows that I still have feelings for him (i confessed my feelings about 5 years ago), but since I told him I had feelings, it's been such a long time that i feel like doesn't think i do...plus i talk about other guys and stuff too.
This is just really starting to get to me. I feel like he constantly uses me to whine about his ex. Would it be completely mean of me to just cut it off and say I can't take it anymore (him whinning to me)? Please please people with advice respond!Thank you so much!!

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Tuesday, June 1, 2004 -
Answer by:

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Monday, May 31, 2004 - If he wanted you...
Answer by: Gregg