Damn you, Brain Hurting Fanfic Pairer!

Galen (Crusade)/The Gray Lady (HP)

Technomage and Hogwarts house ghost, just have Galen investigating the ruins of Hogwarts and you're off.

Jar-Jar (Star Wars)/A Dread Pirate Roberts

Well the Dread Pirate Roberts thing had to start sometime, why not a time long, long ago in a galaxy far, far away?

Joan of Arc/Louis (Vampire Chronicles)

The time line is the only problem here, solved either by making Joan a vampire or by letting Louis pull a Lestat and having a religious vision that actually sends him back in time. (Oh Anne, what arewere you smoking.)

Julian Bashir (Deep Space Nine)/Paris (Iliad)

Hello, holodeck!

Mike Donovan (V)/Botan (YYH)

This one is yours, iceraptoress.

Go on, hurt your brain.