Stiffened Sailor

To have sex, on a boat, in the middle of a lake or out at sea

Person 1: What’d u guys on the boat for so long?
Person 2: Well, we were talking for a while, then we went to the middle of the lake and did a Stiffened Sailor

by Carl0sSp1cyWeiner May 26, 2022

peppermint stiffy

When a girl puts a peppermint into her mouth when she is giving a man a blow job. The minty coolness causes extreme pleasure and gives the man what is called a "peppermint stiffy."

Bobby- "Guess what happened last night."
Jim-Bob- "What?"
Bobby- "Cheryl gave me a peppermint stiffy."
Jim-Bob "NO WAY! Was it awesome?"
Bobby- "Yah man, it was filled with minty pleasure."

by Amanda Seyfried August 2, 2010

moon stiffing

The act of having your penis accidentally slip out of a vagina during intercourse and then, in an attempt to re-enter the vagina, entering the anus.

"The sex was going good until I moon-stiffed her and then we both screamed."
"Damn, moon stiffing sucks."

by BobbyGoodrapes April 30, 2014

Rod Stiffington

A Joke name used in crank calls that insinuates a man with an erection. Name first used by Richard Christy and partner Sal the Stock broker of the Howard Stern Show

Hi I'm Rod Stiffington do you have any cumquats for sales?

by Wayne Slappy December 13, 2015

Tiffy Makes Me Stiffy

when Tiffany makes your dick hard

Person 1 : TIFFY MAKES ME STIFFY HUH
Person 2: ikr she is so hot

by ItsPromo December 6, 2018

Stiffen

To stiffen someone means to give someone a right good beating so they are stiff in the morning. If you stiffen someone they won't know what's hit them. Said to have originated in Glasgow, Scotland.

Example 1:
Jock: Here mate did you see stiffen Bobby last night?
Div: Oh aye, he will be stoatin about this morning!
Example 2:
Jock: Shut it or all stiffen you!
Davy: Awright the come ahead ya fud!

by Jock McTavish March 22, 2013

Stiff Situation

to be told to stand up while you have an erection.

George was in a stiff situation, because he had a boner when the teacher told him to present his Power Point.

by rootbeerguy1212 December 14, 2014