Top Definition
Flaccid penis + stubborn butthole + a thumb = Cincinnati Shoehorn.

1. the act of using one's thumb to assist in the insertion of a flaccid penis into a butthole.

2. East Portland Hipper than You-ing, except with a flaccid penis and a willing, non-hipster partner.
James: Hey man, how was your night?

Paul: Well I had a little whiskey dick, so I had to start off with the Cincinnati Shoe Horn, but it got the job done.

James: Gross man.
by NW PDXer January 09, 2012

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