[m] So I stumbled upon a Yaoi a few years ago and I don't remember the name. The story was about these, maybe high school guys... Anyway one of them had short dark hair and glasses and he was kind of an asshole. He liked to be the taken, but was always talking down on his flings. Well, he finds someone who likes the dirty talk and they end up being a perfect match.

Sounds like the first story of Ai no Kotoba mo Shiranaide by Honjou Rie. The uke blackmails the ones he sleeps with.