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crazy ivan 

When a jack ass driving on the highway realizes they are going to miss their exit at the last second cuts across three lanes of traffic to make it with complete disregard of other drivers on the road. Usually causing extreme cases of road rage. Taken from the movie The hunt for red October.
CRAZY IVAN!!!!! Jim did you see that as***le cut me off? I almost spilled my beer!!!
crazy ivan by wfbi March 17, 2011

crazy ivan 

When you are behind a women with a terrific ass...you are staring at it....she does the unexpected(it's like they have a sixth sense or something)turns around and catches you looking, making you feel like some kind of perv.

Comes from the unexpected turn a Soviet boomer would do to try to catch a U.S. sub coming up from behind.
Wow!! Did you see the turdcutter on that chick. I was enjoying the scenery but she pulled a crazy ivan on me!!
crazy ivan by Hunch December 6, 2006

crazy ivan 

In bicyclist's lingo, a jogger who suddenly turns around without looking after reaching a mileage goal, usually with headphones on. If the crazy ivan is executed just as a cyclist is passing, it can be a dangerous maneuver, as the jogger is changing lanes to go the other direction. A jogger with headphones on may not hear an audible pass warning from a cyclist.
On the trail today, some runner did a crazy ivan and almost hit me. Idiot!
crazy ivan by Grizzlybike May 10, 2015

Crazy Ivan 

Leave point A heading towards plan B.
Upon reaching A & 1/2, make a sharp right and head towards a Crazy Ivan-- i.e. plan C, or... the Crazy Ivan. Usually introduced by the most devious member of your clan...
1. Stick with the plan, or Crazy Ivan?

2. Last night we were headed to the Ruby Room, but we Crazy Ivan'd and ended up in Santa Cruz!!!
Crazy Ivan by eakthemonkey May 17, 2004

crazy ivan 

comrade, that was a wonderful crazy ivan last night. stalin would be proud.
crazy ivan by mantic March 19, 2003

Crazy Ivan 

A Fantasy Football team that routinely gets beat by the leagues token Mexican Team, regardless of roster moves this team always comes up short.
Despite numerous roster moves Crazy Ivan comes up short again against Martinez’s team.
Crazy Ivan by Mongol November 29, 2021