Heavy D is. to use an old fashioned expression, simple. The time he's spent with Lewis and Bear has influenced him to think if he wants a woman, all he has to do is claim one. Like a caveman. And in the house, he's seen that formula work. So he possibly thinks, as Chloe said she's single, he could get the same sexual favours the creeps have been boasting about. Ya know, you have a birthright, as someone with a dick, for chicks to service you.
I'd say he maybe didn't demand it from Chloe aggressively, but he is backward enough to hope it might result in something if he mentioned it in the robot task.
If Chloe said, yeah alright, do you think he would have turned it down?
His revenge when she rebuffed

his advances was to make her wash his filthy underpants. Nice fellow.