There are some possible niches.Domination/humiliation type stuff would be an obvious one. Unfortunately for Chris, this probably wouldn't involve him getting laid, just having attractive women laughing at his bent duck.
The other would be the "celebrity" route. There's one porn star whose name I forget, but she was in the first series of Big Brother UK. Looks-wise, she is, to put it politely, not conventionally pretty. However, she's built her career on the back of her minor early-2000s celebrity. Octomom, Tila Tequila and even the dude who played Screech in Saved By The Bell have done sex tapes - it's not that people necessarily want to see them in the throes of passion, more that they're curious to see a famous person doing something incredibly private. Chris' fame is probably too niche for him to make big bucks, and most of his most private moments are already on general release, but you never know.
And there are occasional videos that mostly exist so that the viewers can laugh at the weird/hideous/poorly-endowed star, which is probably Chris' best shot.