CKY started when Margera and his friends were in the same graphics arts class at school in West Chester, Pennsylvania.

The first video stars the main crew, as well as Ryan Gee (aka The Gill), Mike Maldonado, Chris Aspite (aka Hoofbite), Kerry Getz, brothers Mark and Chris Hanna, and Rake's younger brother Art Webb.

The CKY videos brought Bam and his friends to the attention of Jeff Tremaine who drafted them into the cast of Jackass which aired for three seasons on MTV, from 2000 until 2001.

Most Jackass skits featuring the CKY crew were lifted from previously released CKY material or were recorded by the crew in West Chester, Pennsylvania, while the Los Angeles-based faction of the Jackass team featuring Johnny Knoxville, Chris Pontius, Wee Man, Dave England, Preston Lacy, Ehren McGhehey, and Steve-O filmed in California.

Finally, Dunn and a team of helpers helped the participant redo their friend's room to fit what the evildoer had done to them.

A one-episode MTV special, titled Blastazoid, featured Brandon DiCamillo, and Rake Yohn, creating a "live action Donkey Kong", based on the 1981 video game with the same name.

Landspeed presents: CKY, the first film in the series, was released on March 1, 1999, featuring Bam Margera and Brandon DiCamillo on the cover.

The video features a trip to Iceland, the rental car, a baseball game, "Bran's Freestyle", and other random items.

[6] During the hearing, a County Court Judge ruled that images of the plaintiff "must be deleted from future versions" of the video.

The crew performs a variety of stunts, including guys riding on furniture on the road as a sled, featuring music by Orbital playing "Halcyon + On + On".

With the car, Bam Margera attempts crazy reckless driving maneuvers, knocking over orange cones and skidding turns.

CKY 4, the fourth and final film in the series, was released on November 10, 2002, featuring Ryan Dunn rolling off a roof in a barrel with Bam Margera recording on the cover.

However, it also features a lot of older video material, some unseen, some extended and some off-cuts from previous CKY films.

On November 2, 2014, MTV premiered a special in dedication of the CKY videos, featuring new interviews of the crew, as well as unreleased footage documenting the series as a whole.

[11] Joe Frantz announced on a 2011 episode of Radio Bam that he was set to remaster the CKY series in HD.

On January 19, 2014, Frantz gave an update on the project via his Facebook page, stating:I'm in the process of raising funds and a cutting distribution deal to bring HAGGARD 10 YEAR ANNIVERSARY EDITION to hi definition.

[12] On December 2, 2018, Frantz gave an official update on the project, stating that production is now underway.

On May 15, 2021, Frantz announced on his Instagram and Twitter accounts that he will be uploading the HD re-releases for free on YouTube.