Ichabod 

In reference to the Headless Horseman, an "Ichabod" is a man in an online personal ad who will show you every private part he's got, but not his face, resulting in an endless array of headless profile shots.

Wow, did you check out that profile!

Yeah, but he's probably got a face like a mud fence... Geez, put up a face pic! It's the 21st Century, Ichabod!

Ichabod by the modhatter September 23, 2011

ichabod 

A strap-on penis or dildo.

Whose turn is it to strap-on ichabod?

ichabod by ted December 12, 2004

ichabod 

A guy with a very small penis.

Forget that motion of the ocean shit girlfriend! You ain't getting anywhere with Ichabod in the boat!

ichabod by Sandy29 August 17, 2006

Ichabod 

A long, thin, gangly human - who loves to drink, smash girls and infect people with HIV.

Shouts a lot 'Ive got munny'

dude - youre an ichabod - take your dick out of the chicks

Ichabod by ichawhat? March 8, 2023

Ichabod 

Slang term for butt hole. Derived from Dr. Seuss’ ABC Book. “Itchy, Itchy, Ichabod”

My Ichabod is on fire after that hot poop!

Ichabod by Trojinus October 5, 2022

Ichabod Crane 

To cancel something because of weather, even if the weather conditions aren't that severe.

Expression originated in a school district just outside Albany, NY called Ichabod Crane Central School District ,which would cancel school for snow, even if there were two flurries, or better yet, even if there was no snow.

Everybody in the Albany area wished they went to Ichabod Crane in the winter.

Well, even though it didn't rain, they went ahead and Ichabod Craned the picnic.

Well, there's a 20% chance of snow, so I guess we'll have to Ichabod Crane the road trip.

Ichabod Crane by Zadok the beast April 11, 2009

ichabod crane 

During doggy-style anal penetration, smashing a pumpkin over your partner's head at the moment of climax. May result in paralysis or death.

Guy 1: Why is there jack-0-lantern goo all over the living room carpet?
Guy 2: Dude, I was banging the hell out of this chick over the arm of the sofa when I totally ichabod craned her.
Guy 1: Happy Halloween, bee-yotch!

ichabod crane by Washingtonirving666 August 5, 2008