Goofy idea... what do you think would be the best couples you could make from matching up characters from Buffy with characters from Angel? All characters are fine, provided they appeared in at least one episode. For Faith, Spike, Cordy, Darla, and Wes, use either show 
And no pairing people that have already been in a relationship with each other!
Some ideas that I have of pairings that would make a good couple...
Oz and Nina: Both werewolves, two completely different experiences. Both are artists, so they probably have complementary traits.
Nina and Xander: they're both really sweet people who haven't always been treated quite as well as they deserve, and Xander is field-tested in relationships with women of supernatural backgrounds.
Riley and Gwen: His earnestness would help break through her cynicism, and he'd never take advantage of her inexperience with physical and emotional intimacy.
Gunn and Buffy: I think they would bond instantly over... violence. I'm thinking more of Angel Season 2 and Season 3 Gunn, not later Gunns. Plus, Gunn probably can relate to the pressure Buffy has felt as the Slayer better than most humans could -- he was "class protector", too.
Fred and Willow: Fred kisses everybody, so it's not a stretch, and they were adorable in "Orpheus".
Wesley and Jenny: No offense to Giles, but I'm sure she'd find messing with Wes' head even more fun than she did with Giles.
Giles and Lilah: Dude. You know this.
If she weren't a lesbian, I'd say Connor and Kennedy. You know how much he likes strong women, and after she became a Slayer, they would basically do little besides have angry sex, I think.

And no pairing people that have already been in a relationship with each other!
Some ideas that I have of pairings that would make a good couple...
Oz and Nina: Both werewolves, two completely different experiences. Both are artists, so they probably have complementary traits.
Nina and Xander: they're both really sweet people who haven't always been treated quite as well as they deserve, and Xander is field-tested in relationships with women of supernatural backgrounds.
Riley and Gwen: His earnestness would help break through her cynicism, and he'd never take advantage of her inexperience with physical and emotional intimacy.
Gunn and Buffy: I think they would bond instantly over... violence. I'm thinking more of Angel Season 2 and Season 3 Gunn, not later Gunns. Plus, Gunn probably can relate to the pressure Buffy has felt as the Slayer better than most humans could -- he was "class protector", too.
Fred and Willow: Fred kisses everybody, so it's not a stretch, and they were adorable in "Orpheus".
Wesley and Jenny: No offense to Giles, but I'm sure she'd find messing with Wes' head even more fun than she did with Giles.
Giles and Lilah: Dude. You know this.
If she weren't a lesbian, I'd say Connor and Kennedy. You know how much he likes strong women, and after she became a Slayer, they would basically do little besides have angry sex, I think.
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