It's been awhile, so I apologize for the lack of details. All I can really remember is that the main character is a high school (maybe college?) boy, who is kinda nerdy. Somehow, a female genie (at least I think she's a genie) decides/is ordered to help this boy either become popular, reach some sort of goal, or just graduate (maybe all the above). The genie is nice but kinda flighty and I remember her being really happy-go-lucky. There's a scene in which she shrinks herself and hides in a stein in the bathroom (a rather gross and awkward scene, but apparently memorable as I can recall parts of it). I think toward the end, the boy and the genie end up becoming friends or they fall in love or something like that.
I believe I saw this on MTV, VH1, or Comedy Central a very VERY long time ago. I seem to remember it had that 90s look to it, though I can't be sure (some early 2000 movies have the same look). I don't know any of the actors or the character names. I wouldn't call it an "adult film" but it's definitely an adult comedy (the reason the bathroom scene is memorable and the reasons leading up to that scene, etc.) I do remember the genie was and the boy were cute and both awkward in their own ways.
Oh gosh, at least I hope this was a movie... it couldn't have been a show, could it? No, I'm fairly certain it was a movie. Oh gosh.