HMM. Well, since Oliver is kind of horrible with making first moves (unless it's do or die), Skylar would probably have to do it first. And they'd probably be skirting around the issue and then one day she'd just be like, "You're sweet, maybe we should...?" and then he'd only fill in the blank after being hit by a clue by four a couple times. Their firstborn kid would be a boy, and he'd be a nice mix of his parents (personable like Skylar, and a little bit loopy like Oliver), and he'd look like Shia.
LMAO, uh, Savannah and Jaiden would only probably get together after too many drinks. Or, like, at their ten year reunion, if Jaiden shows up and Savannah just braces herself for whatever he says, and Jaiden's like, "So, yeah, remember how I used to say you were a dude all the time?", and she's just like, >:| and he's all, "God, it was a joke, damn woman." They'd also end up with a boy who'd have killer cheekbones and would be a crabby overachiever, and... I have no idea who he'd look like.