A homosexual; a gentleman who enjoys clearing out a fellow gentleman's "chimney". The exchange of monies is not always necessary. The term is derived from the chocolate colour of the "chimney"
"Shut up Steve, you chocolate chimney sweep." or "Go sweep some chocolate chimneys you fudge packing ass bandit."
by Andy M December 4, 2003
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When youre doing a sloppy chick from behind while shes smoking a cigarette, and you take the cigarette out of her mouth and blow some smoke up her ass. You then proceed to put out the cigarette in her ass and follow up with a nice dirty fucking.
*optional*- when you finish up, you the cigarette butte down her gaping asshole.
"Did you get with that sloppy bitch at the party last night?"

"Yeah i gave her a real nice dirty chimney sweep."
by Chicago Wood August 9, 2009
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A Jamaican Chimney Sweep is when you take a girl up the pooter, pull out, and make her do a handstand (you can also prop her up against a wall or table). Then, put a sock over your hand and vigorously fist her in the anus.
Man, Shelley was pissing me off, so after sex i gave her the Jamaican Chimney sweep.
by Master_T_ October 11, 2006
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The act of sucking fecal matter off of a penis immediately after anal sex.
So my boyfriend gave me a Chicago chimney sweep...I was surprised when I found out it was basically ass to mouth.
by Kzooprophet October 14, 2009
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The act of covering, submerging, or lathering the penis in warm hair wax and inserting the penis that has been fully lathered in the wax, into an anus. When the penis is pulled out, the anal hair follicles will remain on the shaft, causing a clean, possibly bloody, hairless anus. Waring this act may cause one hell of a pink sock.
I gave this girl one hell of a Brown Chimney Sweep the other night, but she died from a pink sock
by Creampie Holcum July 28, 2011
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When you love someone very much, here's what you do:
Rubber glove, elbow length. Lube that shit up dawg. Then, ram your fist up that asshole, fingers extended, and clean that chimney yo. Close your fist, pull out, and offer the prize you have found in the cavern where the sun don't shine. Not only is it super intimate, but it's also an effective alternative to a bidet.
Fukboi: Yo girl, lemme sweep that chimney.
Grl: Oh yes, plz give me the Mexican Chimney Sweep
by OkayestBassist616 February 1, 2017
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