Handsome Harry 

(HAND-SUM-HARE-E) noun 1) The act of a penetrating a girl while she is dressed up in a dress of some type (this usually implies a slightly formal dress, but can be as casual as a sun dress). It typically implies flipping up the dress in a way that only allows access to vaginal area (top stays on)

After I chatted that bridesmaid up for an hour I took her back to my room and gave her a Handsome Harry half way through the reception.

Handsome Harry by ChaseKMiller October 27, 2011

happy harry hard on 

When someone takes a shit on someone's chest, in the shape of a smiley face, while sporting a raging boner.

Tonight I'm gonna introduce your sister to Happy Harry Hard On.

happy harry hard on by Elvis Cotner March 19, 2014

dirty harry 

shoot a chick in the abdomen then have sex with the wound

Yo dog I gave this chicken head a dirty harry for a 20 dollar rock

dirty harry by dirty ball licker February 15, 2009

Dirty Harry 

A drink made of whisky, martini extra dry and tonic (100/100/100) on the rocks.

He had one dirty harry too much last evening.

Dirty Harry by 403 October 5, 2004

hard luck harry

A person who's "Constantly" called to get one out of scrapes.

God I'm tired of being Sears' hard luck harry.

hard luck harry by dmccowan February 22, 2008

Pulling a Harry 

To be outmatched in a relationship, synonym for punch above your weight. Direct reference to Prince Harry of the United Kingdom & his relationship with Meghan Markle.

"OMG did you see that girl XXX pulled last night?"
"Yep, he was pulling a Harry, the lucky sonofabitch"

Pulling a Harry by mpddkmm4 March 9, 2020

Prince Harry 

A silent nazi of Britain's royals

He wants to bring back the German Reich again. So he dressed up as Feldmarshall Rommel, one of the biggest nazishwines.

Adolf would be proud of him

Harry: Sieg Heil, Herr Hitler!
english royal: You were supposed to dress up as a general or something!
Harry: Whatever! Wir müssen die Juden ausrotten!!!!

Prince Harry by Emu Lgator January 16, 2005