American Dad! (2005)

S8E4 The Worst Stan

Stan comes to terms with the possibility that he may never achieve his dream of being a Best Man, prompting him to persuade his last single friend, Principal Lewis, to marry the Superintendent and name him as his Best Man. In preparation for the wedding, Stan invites Lewis' former prison buddy, only to stumble upon a hidden truth that could derail the entire event. Meanwhile, Roger discovers an ideal pair of shorts, but a chance meeting with Ricky Martin leads him to doubt his own self-esteem.