So I've been friends with my friend's older brother for a little over a year now and I really like him and I think the feelings are mutual but am not too sure.. the first time we ever hung out was new years 2008 and he tried to hook up with me that night, but I didn't want to because I didn't really know him and it was weird because it was my friend's brother (by the way my friend was upstairs and she knew he wanted to hook up with me, but she didn't mind and she actually left us alone on purpose). But, now that we're friends I've gotten to know him a lot better and am starting to like him more and more every time we hang out. We have a lot in common. I'm pretty close with his family and friends and we always have so much fun together when we hang out. We've gone out to dinner together a couple times as "friends" I guess and he even got me some presents for my birthday and occasionally buys me drinks because we go to the bars together a lot and then we usually go back to his house to hang out. The thing is that whenever we go to the bar, he is always trying to meet girls. Then after the bar, both of us and our group of friends and sometimes the new girl all end up going back to his house, so it's kinda awkward with the new girl and I'll just assume he's not into me. But then the next day he'll text me and say something like "Thanks for coming over last night. I had so much fun. That girl from last night was kinda weird. She was like hanging all over me." I try to act like the cool friend by giving him advice or my opinion of the girl, but it actually makes me kinda jealous, even though I've gotten used to it because he's done this a lot now and I know all the girls he goes after will never work out because they all act really slutty at the bar and I know that's not what he wants. It might sound like he's a player, but he definitely isn't.. he's just been single for a while and he's actually a really nice, considerate guy. But, I don't know whether to take this as he's trying to make me jealous or he just views me as his wingwoman or something. I feel like he doesn't want to pursue anything with me because I've rejected him once and because I'm his sister's best friend. I'm kinda getting sick of waiting around and watching him hook up with other girls, so I want to tell him, but I need some input on the situation.. any opinions/suggestions are appreciated!
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