Top Definition
A sexual act in which the man inserts a Havana(or other type of Cigar) into the vagina of his female partner. He then smokes the cigar while blowing the smoke into his partners orafice.
I gave her a Sneaky Castro last night and now the place smells like a Cuban whorehouse.
by Zkilla January 30, 2006

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To perform oral sex on a woman with a Castro like beard to tikle her inner tighs and her ass(you must grow one or buy one, borrowing is not a good idea.). When the woman is reaching climax then insert a cuban cigar between the beard and into her ass("sneaky"). If you don't have a cigar handy use you finger(extra sneaky).
The last time I gave her a Sneaky Castro, I had to be hosed down.
by Urljam December 17, 2006

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To receive oral sex from a woman without kissing her beforehand.
Last night I got a sneaky castro from this girl, she was such a whore.
by CaptainCreamsicle September 11, 2011

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A sexual act in which the man inserts a Havana(or other type of Cigar) into the vagina of his female partner. He then smokes the cigar while blowing the smoke into his partners orafice. AKA Bill Clinton
Monica lunsky i did not inhale the sneaky castro.
by Jmann November 04, 2006

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While having sex in the doggy style position, slip a dildo in without skipping a beat. Sneak around carefully and give her your clue goo.
I sneaky castrod the squid.
by The Miz April 03, 2008

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When a man is having doggy style sex with a woman facing a window and his buddy sneaks in and without missing a beat they switch off. The man then gets dressed and leaves. And as he leaves tap on the window to get the girls attention and then waves goodbye as he walks off.
Me and my buddy pulled a sneaky castro on my girl last night.
by Beelzebub666 April 09, 2008

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A very erotic act where the male fills up a room with water (yes, an entire room filled to about the ceiling with water) and rides in on a canoe and then proceeds to have sex with the woman.
"So last Saturday, after a long night out, I gave my girlfriend a Sneaky Castro. Man, was that wet and messy."
by azigee March 12, 2006

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