2. Quagmire Sleeps With Cleveland's Wife
Yep, along with being a porn fanatic, attempted (and actual) rapist and an overall malevolent person, Quagmire is also a home wrecker. Quelle Surprise. In season four, Glenn breaks the unspoken rule of NEVER having sex with one of your best friend's wives by sleeping with Loretta in the episode "The Cleveland€“Loretta Quagmire". While out on a fishing trip on Peter's boat, Quagmire catches a fish and accidentally hoists it out of the water and between Loretta's breasts, and, to his amazement, is invited to fish it out. Later, while playing charades, Loretta again propositions Glenn and things get hot and heavy. Instead of kicking his wife out of the house and demanding a divorce, Cleveland is instead kicked out by Loretta when she deems him pathetic, for not properly confronting her about the affair. Later, Cleveland decides to follow her advice and tries to kill Quagmire by chasing him around the house with a bat, but realises he can't hurt another person, despite them doing him wrong. Glenn and Cleveland are later reconciled in a spoof Rocky III watercolour montage after Cleveland asks Loretta for the divorce she deserves.