Lecturing his class on Paradise Lost, Mr. Jennings asks if "Milton was trying to tell us that being bad is more fun than being good?" He then immediately bites into an apple. It's a wonderfully subtextual gag.
When Bluto's spying on Mandy when she gets back from her date, it's pretty clear she's about to masturbate. Well, seeing as her boyfriend's not satisfying her and Otter apparantely wasn't the great, she's obviously frustrated enough to engage in it often.
On the road trip Otter stops by the women's college to score dates for himself and Boon, Pinto and Flounder, and bluffs his way in by claiming to be a recently killed girl's "fiance". He guilt-trips the dead girl's roommate into making out with him in the car, where she drops a hint that she and the dead girl were more than friends and that the roommate is using Otter for "grief sex".
