Lately, in my head, I've been shipping him with Clyde more often. Especially after it was revealed that they're both skilled dancers.
I hope we get to see Chandler's parents and homelife one day. Chandler is resourceful and self-sufficient when it comes to his trading and dealing, but was it due to being taught or a result of neglect.

Chandler can help Clyde be less of a pushover, and Clyde can redirect Chandler's talents into something positive. It probably wouldn't work out long-term, but I still like thinking about their relationship...