Happy Gilmored

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!

by Uncle Gary's Potato Farm May 18, 2017

happy Gilmore

A golf rage quitter or has a running golf hit

He did a happy Gilmore

by yeetmeworld May 18, 2023

Gilmore

he is a man who always considers his actions and acts in a good and just manner.

He is a Gilmore.

by saxnt March 26, 2023

Sara Gilmore

A beautiful ginger female, whom has a son who is a burst of fire.

Did you hear that Sara Gilmore has the biggest glutes in the state?

by Taco bell master47 March 29, 2023

Richard Gilmore

He's a man... enthusiastic at times but can also be very strict. He is referenced as a fun-loving, suburban white father who enjoys golfing and watching paint dry. Loving father by day, raging narcissist by night. His favorite color is brown. He works as a banker and often smuggles money to fund his underground drug ring. He sends what little money he has left to his accounts in the Caymen Islands. What a man, living his best life. Despite common beliefs, Richard is not rich- he in fact does not put the "rich" in Richard. All this to be said, he is quite the guy and we respect his efforts to better our society.

Money is missing from my safe deposit box... must be Richard Gilmore again.

by notrichardgilmore February 11, 2023

Shawn Gilmore

the best boyfriend to Ashe will obly ever date her bc all other girls are so fucking ugky and stupid to him

Shawn Gilmore is Ashes only

by ashe gilmore December 28, 2023

Gilmore

Gilmore is a super funny person. He usually spends his time thinking about what he can do for another person, rather what he can do for himself. A Gilmore is pretty buff and tall, but acts sweet and nurturing. He is very intelligent, but likes to act dumb. He is a very trustworthy person and will never tell any of your secrets. Gilmore doesn't think too highly of himself, he puts everyone elses feelings before his own. He is a person who is willing to take ypur sadness away and give you all his happiness at his own expense. He is usually in the friend zone, but is impatient to wait for the right on. Overall, Gilmore is a person you need in your life becuase Gilmore can be the best thing to happen when your at your lowest.

Person 1: Life just sucks, I'm really sad.

Gilmore: Hey, its gonna be okay. I'll be right here for you, always.

Person 1: Thank you, I'm glad I know you, Gilmore.

by That_one_Guy_whom'st_knew-OJ November 6, 2018