The act of using a finger to slide a penis into a tight vagina, normally a vagina, imitating the act of using a shoehorn to slide your foot into a shoe.
by Jacky got shoehorned January 29, 2008

To "Shoehorn" is the ability and occasional obligation to assist a friend in charming and seducing a girl of their choosing.
A "Shoehorn" is the exact opposite of a "Cock Block". Rather than steal or discourage his/her girl you do your fucking best to get him/her a piece of that ass.
A "Shoehorn" is the exact opposite of a "Cock Block". Rather than steal or discourage his/her girl you do your fucking best to get him/her a piece of that ass.
by Martles the Great February 12, 2009

by lucic17 March 18, 2010

The act of inserting someone else's foot into your body cavity, normally the anus or vagina, for the purpose of stimulation and, eventually, climax.
I woke up and I couldn't move my legs. The guy from last night had woken up before me and was shoehorning me. After a couple minutes, he came on my shin, then left my apartment.
by TheVirtualTaco September 1, 2012

The act of prying open a womans anus with ones fingers to allow for a larger opening to insert an erect penis. Once the penis is inserted the fingers are slowly withdrawn in a similar manner to a regular shoehorn to allow for intercourse to begin
by seedy old man August 4, 2012

A sexual maneuver involving the insertion of a gentleman's testes and scrotum into a lady's vagina during coitus. The maneuver can be accomplished manually or with the aid of a shoehorn, giving rise to the maneuver's name as well as the oft-quoted saying "sometimes you just have to shoehorn them in there."
Steve: "I gave her the ole Spokane Shoehorn last night!"
Ryan: "Ladies love a man with flexible balls. Have you tried the anal Spokane Shoehorn?"
Steve: "The Spokane Valley Shoehorn?! I thought that was a myth."
Ryan: "No, it's real. My brother's friend's dad performed the first one in 1974."
Ryan: "Ladies love a man with flexible balls. Have you tried the anal Spokane Shoehorn?"
Steve: "The Spokane Valley Shoehorn?! I thought that was a myth."
Ryan: "No, it's real. My brother's friend's dad performed the first one in 1974."
by Bobby A. Smith August 20, 2013

A driving term for an offensive lane change where a driver puts their car into a space where it doesn’t fit but their coming over anyway.
I was just in Chicago last weekend and three drivers pulled a Chicago Shoehorn on me. I had to yield or get in a wreck.
by R-Dickulous August 28, 2019
