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50 shades of ass

To suck bad at whatever you're doing at the moment
*boy shoots a basketball and airballs*
"Damn bro you're 50 shades of ass right now! Sit on the bench!!"
by KurtBrusselsprouts December 13, 2015
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50 Shades of Tovala

@LmaoLover write an erotic story about Pizza and Slantough having steamy gay sex next to the fireplace while their Tovala Smart Oven steams, bakes, and broils their gay dinner to perfection
I just finished reading 50 Shades of Tovala. The rich story and graphic sex scenes left me gaping and moist. I am so broken.
by slantoughneezy cheezy December 12, 2022
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50 shades of May

1; Performing advanced erotic (sometimes dangerous) sexual acts to Kayla-May.

2; to broaden Kayla-May's sexual horizon, and knowledge of her sexuality through the demanding instructions, and stern discipline of her "Master".
"Man last night was lit af, she let me go 50 shades of May on her ass with some nylon rope, a bullwhip, and a gag ring!"

Kayla-May patiently waited for her Master to begin the days "50 shades of May" lesson.
by Batsquirrel May 13, 2019
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50 Shades of AIDS

A crude term for an individual with an alarmingly large number of STD/STIs or love bugs, regardless of whether they show signs of them or not.
Shit Monkey: "That whore of a man, Testicle Tim, has slept around so much that he's finally contracted every STD known to man."

Fuckhead Fred: "Hey, he be gots them 50 Shades of AIDS!"

Shit Monkey: "You fucking dumbass, there are way more VDs than AIDS."
by Testostices McSourpenis August 30, 2019
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