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Its when a woman is tied up like a pinata and her pussy is stuffed with sucker type candy (jolly ranchers, life savers, etc) and the man beats the woman's pussy with his cock until the candy falls out.
Last night my wife and I tried the Mexican Halloween. Mints add extra excitement for the woman.
by xfactanother November 14, 2009
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8
A sexual position in which the man is taking the woman from behind, aka doggie style, while he is wearing a sombrero, she is wearing the Mexican flag tied around her neck and he’s holding like reigns, and he is screaming “¡Andalé!” and she is screaming “¡Bueño!”.
Him with his boys next day at school: “Damn, my back hurts so bad. I Mexican Halloweened my girlfriend real good last night.”

Them: “That makes me hungry for tacos!”
by Ellis Monroe March 23, 2019
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9
Popularized by the program Two And A Half Men (Season 9, Episode 10, The war against gingavitis):
The act of performing a drug deal with someone of mexican descent.
Berta's doorbell rings, she hands over a package, receives some cash in exchange and says "gratsias, adios".
Alan asks what that was about, Berta replies "It's Mexican Halloween".
by JT The Super Greek November 10, 2012
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10
Having intercourse on Halloween, and/or doing so while wearing costumes.
"Dude, i Just engaged in a Mexican Halloween with this random chick. I was Ace Ventura and she was Wonder Woman or some shit."
by Maddzstep August 21, 2011
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11
mexican halloween is when a dude gets a blowjob from a chick with a mouth full of hot tamales candy , and then ejaculates on her face while yelling trick or treat
dude was dissapointed that his girlfriend didn't have any hot tamales so he only got a regular blow job instead of celebratina mexican halloween
by dirkus October 29, 2009
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12
The sexual act in which the female is so unattractive that the male partner requires her to wear the sheet over her head, giving her the appearance of a ghost, as he munches upon her pink taco.
She would only go down on me if I returned the favor, but that bitch was so ugly, I had to resort to the Mexican Halloween.
by earlgrae November 03, 2009
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13
Having a girl ride your dick (because we all know Mexicans are lazy) and have her wear a pumpkin on her head, as you cum, you smash another pumpkin, into her pumpkin, breaking them both or just one depending on how hard you hit her.
I gave that bitch a Mexican Halloween last night.
by YahookaIRCkr3w May 20, 2010
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