1) Dean
2) Brayden
3) Layden
4) Nate
That's the order in which they fit with Jade.
Normally, I'd put Brayden first, since he's hot, funny, sweet, great to talk to and just all-round awesome, but Dean and Jade just fit better.
Because Dean is a great fuck, is kind of kinky and exciting but can be funny and sweet too. But he's also the kind of guy that'd fuck his brother's (ex) girlfriend behind his back. And Jade is exactly that kind of girl.
I don't like Layden and Nate much at all. Layden would believe his girlfriend over his brother when his brother tells him his girlfriend is screwing around on him and hating the girl for that. But then he goes and gets stoned and fucks some bimbo while he's got this amazing girlfriend and that's pathetic. Also the way he acts and reacts make him seem like such a pussy. Ugh.
Nate on the other hand doesn't have any redeeming qualities. Fuck, your best friend, ignore your best friend, whine to and about your best friend, fuck your best friend's best friend, whine some more. Bleh.