After making on-air jokes about the station's management and hookers, Jimmy and Carl get bumped to the graveyard shift. Without consulting Jimmy, Carl announces that they are quitting, so when Jimmy confronts Carl about making the decision without him, the two decide to go their separate ways. But when Jimmy contemplates taking a job in Alaska, Beth decides to intervene.

Months after Otis's birth, Beth still doesn't feel sexy, so Pam persuades her to take a striptease class after hearing the teacher, Erin, on Jimmy's radio show... much to their surprise, Kevin is also attending the class. Meanwhile, in an attempt to make the house safer for Otis, Jimmy and Carl accidentally baby-proof themselves in the bathroom, leaving Otis unattended.

When Jimmy's old girlfriend Stacey has dinner with Beth and Jimmy, Beth is shocked to learn that her husband had proposed to Stacey several years before. Jimmy's troubles worsen when it is revealed that he gave the same ring to both women. Later, as Jimmy attempts to redeem himself, hip-hop star Marques Houston, a guest on Jimmy and Carl's radio show, offers Jimmy some advice: Propose to Beth again and give her a new diamond ring.

Beth and Jimmy are determined to convince a prestigious preschool, Little Harvard, to admit Otis - so Jimmy agrees to emcee a auction for the school, but he soon finds himself being the target of school mascot Auggie the Octopus's aggression. Meanwhile, Carl tries to tell Pam that he loves her.

It's time for Otis's birthday party at Buffalo Buck's Kiddie Corral, but it's less than the perfect party that his parents had planned. Carl and Pam break up, so they try to one-up each other by arriving at the party with dates (hers being Tennessee Titans running back Eddie George). Kevin frets over the fact that it's his birthday too (though he winds up having the ""best birthday ever""). Jimmy drives everyone crazy trying to create the illusion of the perfect party for the videocamera, while Steve and Kelly anxiously await the time when someone will finally snap...