Hmmm...Well I have three student charries.
Rafael&Victoria.
They'd probably get on quite well. Rafael is fairly shy also and they're in the same house so they'd know of each other I am sure. He isn't exactly pro-magic but he's warming to it slowly but surely. Maybe they could be study partners or something?
Rafael&Kurtis.
That's a big fat no-no for Rafi I think. Slytherins aren't Rafael's cup of tea to begin with but a pranking one? It would be his version of a living hell. xD That's dramatic but I don't think he and Kurtis would get on so well. Rafael would probably be on the end of a prank I am sure. Him being Muggleborn and all.
Ariel&Victoria.
Well, Ariel is as close to a part of the Dark Arts as Victoria is ever going to get. Greyback, Werewolf, reader of the Dark Arts but never a practitioner...I'm sure they'd get on swimmingly. xD Ariel will most likely be rude to her, harass her and just be awful to her. If all else fails he'd probably try to scare her, especially since her Boggart is a werewolf. xD He is a dueller though, that's something.
Ariel&Kurtis.
I don't think Ariel would give Kurtis the time of day to be honest. He would probably converse lazily with him a few times but he'd no doubt go out of his way to get Kurtis' name wrong -- Kevin, Kal, Kelly etc. But seeing as Ari is a Greyback perhaps he could inadvertently influence Kurtis and be the passage to the Dark Arts that Kurtis will walk through.
Elijah&Victoria.
I know Victoria doesn't like Slytherins and Elijah would adore the challenge of making her like him. He'd want to be her friend for some bizarre reason (he never has motives for the things he does anymore -- he usually does things just because he can) and will work until he is. He'd also attempt to coax her out of her shell. He'd try and help her out with duelling but Transfiguration is more of his forte so no luck there.
Elijah&Kurtis.
After the initial disappointment of finding out that Kurtis is straight, Elijah would want to be his friend. Either that or they'd be rivals seeing as they both seem to be slaves to females. Perhaps they'd have a bet going to see how many girls they could get through during the coarse of the year or something. So a friendly rivalry perhaps?