there's this student .... i think he's in college.
Guy's roommate finds out he's gay, and the roommate decides to set him up on a date with someone he knows.

the blind date turns out to be the dean i think

blah blah blah

they fall in love.

that's all i really remember

The blind date is a teacher rather than a dean, but Koi ni Nare! by Itsuki Kaname is the first that comes to mind.