When Gator is guilt-forced to hire a new assistant that is handicapped, he is reluctant to fire the guy who turns out to be a jerk. Despite Gator's description, Kate starts dating the guy. Tommy finds love at jury duty with the convicted. And Freddy calls a helpline and ends up reconnecting with his ex-wife.
When Gator and Freddy meet two attractive Icelandic nannies, Freddy begs him to let them partake in what can only be imagined in beer commercials. So Gator agrees, but begins to relive his college drinking and glory days by getting completely wasted. Freddy is forced to take him to the hospital to get his stomach pumped. Yet the doctor on call is Kate's friend Gabby who Gator had hoped to date. Gabby is not impressed by Gator's childish, partying ways.
Gator's perfect new girlfriend has one minor physical flaw. She has a skin tag on her back, and Gator just can't get past it. He enlists Tommy to take drastic measures and slice it off her. Yet when Gator learns that the flap of skin reminds the girl of her dead mother, he tries to stop Tommy but it's too late.