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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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 October 20, 2015
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When a person is extremely intoxicated on every possible thing in their reach.
Daniel was 50 shades of fucked up at the party lastnight.
by aviloigtrwhi October 19, 2022
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A group of three girls whose bond can never break no matter what.
Girl1: our bond can never break
Girl2:yea cause we crazy
Girl3: Naw cause were 50 shades of ghetto haha
by MisstalkalotO May 24, 2018
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@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 13, 2022
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