I don't really think he sees anything in her, but I think the only reason it seemed like there was anything real with them was because Trent was trying to make Gwen jealous, I think it's possible that Lindsay might like Trent a little, though. Remember in the episodes "Up The Creek" when they were in the same conoe (I dunno if I spelled that right..) when she laid on him and stuff? :3 And in TDA when Trent and Gwen were picking teams Lindsay got really happy when Trent picked her.
Hey, I'm probably wrong, but it could happen, y'know...