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It would depend on your personal sense of decency or morality but one risque line from The Simpsons would be Bart at the breakfast table saying he could "walk around with Bart Junior hanging out". The implication being he's referring to his 'manhood' (or in his case 'boyhood'), but in actuality he's referring to a pet frog.

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At the end of a Christmas episode, that featured Katy Perry as a live guest star w/ puppet Simpsons characters.

The Moe puppet turns his back to the camera and kisses Katy on her on her bellybutton however Katy responds with the line, "That's not my bellybutton".

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From The Simpsons Movie there are few which is why it was rated PG13, seeing Bart completely naked while Skateboarding could be considered inappropriate. Marge saying "throw the God damn bomb" & Homer flipping the bird to the mob should be mentioned.

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Q: What is the most inappropriate thing in The Simpsons?
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