IMHO: Lenny is by far the worst, but lip-licker seems like an unapologetic gold-digger which is its own kind of shitty, AND Lisa seems like a psycho ex for filming this after Lenny has told her for years he doesn't love her and wants to divorce her, like how much clearer could he be about that, AND his mother seems a little odd and disloyal for posting such a damning video of her own son even if she deeply disagrees with him -- this seems like it should be private family business between mother and son. AND everyone at that club is probably shitty because they're partying at the kind of place that features an old guy and his newest gold-digger. So I would say Lenny wins, but every single person involved in this video is shitty lol.