The perfect storm hits Springfield causing the Simpson roof to leak. Marge doesn't approve of Homer's "Hot Wheels" gutter system and questions what type of father can't keep a roofover his family's head. A downtrodden Homer seeks companionship at Moe's;however, he is quickly driven away for accidentally announcing Lenny's surprise party. Homer's last option is Knockers, a Hooters style bar, where he befriends a beer andCurly Joe Derita loving roofer, Ray (voiced by Ray Romano). Ray and Homer attempt to repair the roof while Marge and the kids visit the Retirement Castle . While at the Castle, Santa's Little Helper gains immediate popularity and quickly takes on the geriatric qualities of the residents. After hours of drinking beer and shooting nails at Ned, Homer falls through the roof and lands in bed. Marge returns to discover Homer in bed alone under a gaping hole. The next day Homer runs into Ray at the hardware store who agrees to help finish the roof later that day. Ray never show's and just before Dr. Hibbert drugs him with a syringe, Marge sweetly tells Homer that Ray is a figment of his imagination. Homer awakes in a mental hospital to FIGHT CLUB styled testimonials from Bart, Ned and the Knockers' bartender (all people who allegedly saw Ray) that confirm the initial diagnosis. After a round of electric shock treatment, a cured Homer and family see Ray in the hospital lobby who explains the errors in the previous testimonials. An outraged Homer finds reparations as he and Ray sit on lawn chairs drinking beers while a malpractice shy Dr. Hibbert fixes the roof.