Happy Gilmore is known for the way he takes 6-7 steps up to his golf ball before driving it further than humanly possible. Happy Gilmoring/Happy Gilmored piggy backs off this idea in that you take your fully erect penis and sprint right towards the bent over ass of the person you are trying to have sex with. The intent is to have your dick go further up the vagina/asshole than any other cock that has been in there in the past.
Dude: Yo man my chick drank so much and passed out leaning on the bed last night.
Friend: Did you do anything weird to her?
Dude: Weird? No. But I happy Gilmored the shit outta that ass. Got like 3 inches deep!
Friend: Did you do anything weird to her?
Dude: Weird? No. But I happy Gilmored the shit outta that ass. Got like 3 inches deep!
by Uncle Gary's Potato Farm May 18, 2017
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An awesome, beautiful girl who wants nothing from the world around her but her friends and peace, she is the best person you can find in your life. Once you find a Bella Gilmore, you should never let her go. Ever.
by Definitely Not Nike November 16, 2019
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Get the Rosie Gilmour mug.stupid slag who has a dirty boyfriend that doesn’t deserve her. she likes to have weeb sex with her silly weenie bf and die off one shot of vodka.
by Holasoydora101 November 23, 2021
Get the holly gilmour mug.Richard Gilmore a guy who’s obsessed with golf and annoying his daughter every time she has Friday night dinner
by Gilmoredays February 26, 2022
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she is scary when she is angry
and not funny when she tries to be
her jokes r not funny
she is scary when she is angry
and not funny when she tries to be
her jokes r not funny
by ima ghost (boo) April 1, 2022
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