“- Montel Gordon: I lost my virginity with a sophomore in high school.
- Ray Castro: That's cool.
- Montel Gordon: Yeah, sweet.
- Ray Castro: Did he treat you good?”
Don Cheadle - Montel Gordon
Luis Guzmán - Ray Castro

“Collegegirls have three times more sexual partners than a regular girl.”
Gary Wolf - Snake

“Ah, you college men are all alike: all you think about is getting laid! I almost wish I was enrolling in school with you guys!”
James Cromwell - Mr. Skolnick

“- Thornton Melon: What's your favorite subject?
- Bubbles the Hot Tub Girl: Poetry.
- Thornton Melon: Really? Well, maybe you can help me straighten out my Longfellow.”
Rodney Dangerfield - Thornton Melon
Becky LeBeau - Bubbles the Hot Tub Girl

“- Dr. Lilian Thurman: Do you still think about girls a lot? How are things going at school?
- Donnie Darko: I think about girls a lot.
- Dr. Lilian Thurman: I asked you about school, Donnie.
- Donnie Darko: I think about fucking a lot during school.”
Katharine Ross - Dr. Lilian Thurman
Jake Gyllenhaal - Donnie Darko