Just as Pepper's dating life hits a dry spell, in walks Grady Harper, Chicago's incredibly famous, and available, quarterback. Pepper and Grady are enjoying a romantic dinner when Charlie, Grady's biggest fan, unexpectedly crashes the meal, but Charlie soon notices he is receiving all of Grady's attention. Pepper confronts Grady about his sexual orientation and, along with Charlie, encourages the famous football star to make a big public announcement. Meanwhile, Pepper attends Chick's high school reunion, where music superstar Liz Phair performs.
The freezing weather and the dangerous icing takes its toll on board the Cornelia Marie, when one of its deckhands, Dave Gilbert becomes the first victim, by falling on the deck. Also the Time Bandit atempts to navigates the northern ice pack and the Maverick must attempt a jury-rig repair of the shattered stiff arm.
Janet decides to meet with Tommy after not speaking with him for months since the sudden death of their son. Uncle Teddy refuses to allow anyone to help him get out prison. Tommy is shocked when he accidentally discovers just who his nephew has been sleeping with.
Svetlana disturbs the peace by telling tales out of school, and a possible visit by Paula's abusive ex-boyfriend causes a reaction among the roommates.