the thiccest clown of them all. people might say he's scary, but he's just scary cute. When people say he's disgusting, they mean he's disgustingly cute. Please marry me pennywise. Thank you!
A very smart person with a good taste: pennywise is the thiccest of them all!

A dumb dumb: eww, Pennywise is scary!

A very smart person with a good taste: The only thing scary here is how it has taken your father 15 years to buy some milk.
by nasty birch November 14, 2019
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Pennywise is an extremely sexy, dancing clown from the Stephen King book, and Movies IT.
Pennywise: Wanna float
Me: You can float me wherever the fuck you want daddy Pennywise.
by pennywiseisdaddy May 19, 2020
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When you are banging a chick you pull out nut on a cherry pie , then hand her a balloon to distract her , you say " hello Georgie " to get her attention and smash the pie in her face to resemble being bloody . You say you'll float too and take off.
Did you hear about Joe he gave that stripper a pennywise surprise last night
by Turtle9376 September 19, 2017
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pERSON 1: PeNnYWiSe sMuT1!!!1!!!!!!11!!!!1!!
Person 2: wtf man ur going 2 hell
by TumblrTrashHelpMe February 21, 2018
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A dirty pennywise is when someone is sucking dick and overstimulating the person until 'their soul leaves their body' or until they simply cant take it anymore.

the name comes from the soul-eating demon clown, pennywise, from the popular movie 'IT' by stephen king, hence the name, dirty pennywise.
bro i nearly died last night when my wife gave me a dirty pennywise!
by bloody octagon September 17, 2021
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