8. Fireworks Smuggler
This occurs in the episode "Whistle While Your Wife Works". When Quagmire returns home from a holiday in Florida, he heads to tell Peter that he has smuggled some fireworks into Quahog by hiding them in his anus (as you do...), showing up on Peter's doorstep holding a big box of them. Peter tells him that fireworks aren't illegal in Quahog, so he didn't need to hide them in his anus and could have just brought them in normally, but Quagmire doesn't see any fun in doing that and dismisses the idea - essentially saying that he knew it wasn't necessary and simply enjoys shoving things up himself.