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That loser is such an Icabod
icabod by ryan January 26, 2005
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 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.
Someone high on meth or black moving uncontrollably..pacing ,uncontrollable jaw movement followed by strange faces
Maria was all lit and icabooing on the corner
icaboo by MR.CHEETS December 14, 2020

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 is itchy 

Derrogatory term often used by lesbians referring to males trying lame pick-up lines on them.
well...it appears that Ichabod is itchy
ichabod is itchy by RexDeus October 29, 2006