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pudding roll

A sexual act, typically occurring in prison, involving several stages.
1) The aggressor wraps his member in cellophane, and anally violates the recipient (who is usually a rotund individual), usually after meal time, so that a large amount of fecal material is present.
2) The aggressor then removes the feces-coated cellophane, and inverts it, creating a "roll", filled with "pudding", which he then squeezes out, in a fashion similar to a cake decorator, to create emojis for the recipient's amusement.
3) The recipient then consumes the "pudding", while quoting Bill Cosby Jello pudding pop commercials
Greg hasn't been the same since Will fed him a pudding roll. Now he stares at the wall, and doesn't say anything until you show him a smiley face, then he just yells out, "It's so rich and creamy!"
by Dickshunairy April 19, 2018
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Roll in the Pudding

A slang used to announce you'll be participating in sex with a lovely woman, her booty will shake like strawberry lime jello.
"Hey, you gonna go see Bon Qui'Qui later?"
"Ya I'm going for a roll in the pudding'."

or

""Just call me Mr. Cosby!"
"So you going for a roll in the pudding?
"You can have fun and eat it too!"
by RabertaHouse February 9, 2010
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