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.
Guy: Dude did you hear about Jac?
Fag:No, What?
Guy:She got shoehorned by that dirty redneck.
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.
1. (noun) a young woman, usually under thirty, with the implication that her vagina is excessively small(tight) so that one may "need a shoehorn" to insert anything into it, i.e. a penis, finger, dildo, squash or coke bottle
"Nice...look at that shoehorn sitting over there."
"Laura was a shoehorn; I had to work it for 45 minutes until I could hit it."
When a man is about to cum, he pulls out and ejaculates into the heel of a particularly tight pair of dress shoes in order to ease the passage of his foot into said shoes.
I never thought I'd fit into my size 9's for the wedding until a Long Island Shoehorn provided the lube to fulfill this impossible dream.
there is a girl and a guy in the mountainman position. Under the girl is another girl eating her out. As she is eating her out, the guy puts his dick is the girl getting eaten out. Before he cums, he pushes the girls off the rockwall then sprays the cum down on their stomacks. He jumps down and rubs his belly in it