Sideways Santa

A sexual act involving 3 men, where one man inserts a candy cane up his anus and the other 2 men give oral sex to the first man. As the first man ejaculates, he pulls out the candy cane, yells merry Christmas, and gives the candy cane to the other 2 men who must promptly eat it.
My asshole still tastes like peppermint after that Sideways Santa I did last week.
by murica69 December 14, 2013
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get it sideways

Party hard as fuck
Snort lines of cocaine with the boys
The act of doing hardcore drugs at a party
Yo Dequavis, you tryna get it sideways tn?
I need some cocaine Jeff, we bouta get it sideways?
by bootylicker1420 April 16, 2019
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Sideways Land

It's when when a show has reached the point of being totally unbelievable as in the final season of Lost.
When the A Team built a cabbage thrower to help protect the abused migrant workers from the bad union guys the show went to Sideways Land.

Also related to "Nuke the fridge" and "Jump the shark tank"
by kevbo8 May 25, 2010
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Sideways Susan

When a sex partner performs oral sex to there lover while laying on their side.
I gave Jonathan a fantastic "sideways susan"last night after we had our date.
by muddbutt the nasty wolf June 18, 2018
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Sideways Snail

A sexual position where a man penetrates a woman while vertical, but she is on her side. While ejaculating somewhere on her body, he drags the tip of his penis across her body, leaving a snail trail.
Damn girl, you just got sideways snailed.
by YesPapa47 April 06, 2021
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Sideways pineapple

In the mid 17th century, pineapples were a status symbol and used to represent royalty. French priest Father Du Tertre christened them the "king of fruits", likening the top of the fruit to a crown. A sideways pineapple symbolizes the toppling of a monarchy or the beginning of a revolution.
by Optimus0608 January 12, 2022
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Sideways Shirt

A sideways shirt is something you do to go against the norm. It is something that is abnormal but you do it just to say, "Fuck the system".
"I don't like sugar in my coffee."
"Why?"
"I don't know, it's my sideways shirt"
by jadedkitty July 20, 2016
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