4. Quagmire Tries To Rape Brooke
In season seven, Quagmire and Brian Griffin take part in the reality TV series 'The Bachelorette' in the episode Brian the Bachelor. Brian is at first stand-offish about the whole thing and considers the starlet, Brooke, to be vain and air-headed, until he is proven wrong and genuinely falls for her. Quagmire meanwhile isn't interested about winning Brooke's heart and has only one thing in mind. When the two are enjoying a hot tub together, Glenn pours Brooke her champagne, and slips in a date rape drug. Glenn is then seen dragging her unconscious body into his room, forgetting he's on a reality TV show and that a camera is filming him. Forced to improvise an excuse, he then pretends that he was merely saying goodnight to Brooke by shaking her flailing leg before entering his room alone, but not before grabbing one of her flip-flops and giving it a good sniff.