For some time, Jerry Jackson has suspected that he was more than just a wimp, a sissy as they called him in grammar and then high school. But he didn't know if he was gay or straight or something in between. He's been picked on and humiliated a lot in high school and had a very humiliating experience at Boy Scout camp, but it wasn't until he went off to college that he found out for certain about his inner-self. He thought he was going to pledge for a fraternity. Instead it was a sorority.
Michael lets David talk him into the latest Internet challenge. It is for young boys, specifically 14-year-olds, like Michael. Completing the challenge means getting paid $1000, or more. Failing is unthinkable. Failing means having your entire challenge released to the Internet unedited, with your identity intact. The challenge is to take a Rambone all the way into your rectum while doggie on your friend's bed, naked. Will Michael do it?
The Farm Stable manager Jane meets with trainee Katey at the barn and together introduce a newly certified female sow to the milking shed. All other sows are hooked up for their standard daily milking as well.
Paul becomes enthralled by his apartment neighbor down the hall and submits more-or-less willingly as she turns him into her personal maid. But then she gets a boyfriend, the boyfriend has needs, and things get weird...