Skip to main content

virginia gentleman 

A sexual maneuver whereby a female virgin demands that she and her partner engage in anal sex only, because she believes that she will remain a virgin if she avoids vaginal intercourse. The man, who if a gentleman, complies without objection.
Sally's says she wants to wait for marriage. She wouldn't let me hit the skins, so I gave her the Virginia Gentleman instead.
Urban Dictionary Merch
Your favorite words on things you can wear, drink from, read, or give to a friend.
The Urban Dictionary Store sells gifts you’ll have to explain.

Virginia Gentleman 

When a woman crouches above a man facing his feet and jacks him off with her pussy hovering above his face.
At a seedy hotel in Kentucky, Sally gave Woosh the Virginia Gentleman.
Virginia Gentleman by TNVolBaby August 7, 2017

Virginia Gentleman 

When a drunk friend asks for a glass of water while being extremely intoxicated and you hand them a glass of vodka.
Lisa was puking her guts out and Stevie kindly gave her a Virginia Gentleman.
More from Urban Dictionary
The number of years you are still sexually active
While our lifespan is the number of years we will live, our healthspan is the number of healthy years we will have and our sexspan is is the number of years we will continue to be healthy enough to continue having an active sex life.
sexspan by Dr Kat April 21, 2022
Word of the Day on October 28, 2026
A lighthearted reaction upon receiving disappointing news of some sort. Usually something that isn't a particularly a big deal, esp. when it primarily affects someone else - sort of a mild schadenfreude. Sometimes doubled or tripled, and possibly said in a sing-songy voice for added comedic effect to imitate a muted trumpet, which is how the meme originated.
You didn't get any napkins with your takeout pork fried rice? Womp womp.
womp by 175623226 November 3, 2011
Word of the Day on October 27, 2026
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026
Load more