So here's the update : We went to the party, it was fun, there were cute girls and he didn't talk to any of them. He didn't just hang around my girlfriend, me and the groom though so that's a good thing (it used to be that he wouldn't talk to anyone he didn't know without prompting) but it turned out more or less as expected.
Tecoyah, that is an excellent idea. She's a very gentle soul (and cute too, I don't imagine that'll hurt) so if she's amenable that may be a possibility. I'll pitch the idea to her next time she's in town, whenever that is. She's a bit busy with school now and can't come up as often, but we'll see how it goes anyway.
Other than that, the consensus seems to be to just keep doing what I'm doing. I don't know if he'd go for the whole online girlfriend deal, but that's maybe possible. The groom at the party said he wants to organize a LAN party, so maybe I'll get in touch with him and discreetly suggest that if he knows any available girls who may be interested in attending to invite them. I'll try to get him out to a few places like that and we'll hope for the best.
Ambient1, have you ever gone out to a bar? I don't know if you've been or not, if you haven't give it a shot. You may like it. Also remember that all bars are not created equal. There are some that are clubby, with loud music and flashing lights, there's pool halls, there's also lounge sort of places, even what I tend to think of as 'student bars' that usually feature overstuffed recliners and toned down live music. If none of that appeals, consider what some of the above people have mentioned and by all means join some clubs that you're interested in. You'll either meet someone or have a good time doing an activity you enjoy; either way you come out on top (or on the bottom if she's the aggresive type, they're both good).
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I wake up in the morning more tired than before I slept
I get through cryin' and I'm sadder than before I wept
I get through thinkin' now, and the thoughts have left my head
I get through speakin' and I can't remember, not a word that I said
- Ben Harper, Show Me A Little Shame
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