How did "creeps" and socially awkward men become conflated?

[Flatulo]

56. As a perfect example of someone who actually is both creepy and socially awkward, I present

Stuart Pritchard, from the HBO series 'Hello Ladies'.

Pritchard, played brilliantly by Steven Marchand, is a web developer who is convinced that he is god's gift to women. Yet he's demanding, controlling, envious, and entitled. He wants only to date beautiful models, yet he himself is unattractive (he's 6'7" tall and about 120 lbs).

This show succeeds because it hilariously shows exactly how NOT to behave towards women.

In one episode, Stuart rents a limo to cruise around LA impressing women. He and his two socially-awkward-but-not-creepy buddies pick up three women, just plain-looking gals who are visiting LA looking to have a little fun. When Stuart gets an opportunity to drop into a posh nightclub frequented by the beautiful people, he immediately abandons the limo, and the three nice-but-not-gorgeous women they've picked up. But his loutish behavior gets him ejected from the club. He catches up with the limo and jumps back in, where he immediately begins hitting on one of the tourists. She turns to him and says "fuck off". Stuart goes home alone, as usual.

He's a pathetic character, but he brings his misfortune onto himself.