Waylon and Jessi sang on a duet with fellow country singer Randy Travis on Randy's first gospel album "Inspirational Journey".
In the mid 80's he joined old friends Johnny Cash, Kris Kristofferson and Willie Nelson in a country supergroup called The Highwaymen.
When Buddy Holly offered him a spot in his touring band playing bass guitar, Waylon didn't know how to play bass.
His autobiography Waylon was published in 1996.
His hometown of Lubbock, Texas has a Walk of Fame that includes Buddy Holly & Mac Davis as well as Waylon Jennings.
The compilation album Outlaws featuring Waylon, Jessi, Willie Nelson and Tompaul Glasser, was the first country music album to ever be certified platinum.
Waylon appears uncredited as one of the gamblers in the Mel Gibson movie Mavrick.
Stevie Nicks wrote the hit song "Leather and Lace" for Waylon and his wife Jessi Colter to perform. Although they recorded an album called Leather and Lace they never made a studio recording of Nicks' song.
Waylon appeared in the Sesame Street movie Follow that Bird.
In 2002, due to complications from diabetes, he had to have one of his feet amputated.
Waylon Jennings' grave can be found in the Mesa City Cemetery, Mesa, Arizona.
Waylon recorded a number of successful duets with fellow Texan Willie Nelson including the mega-hit "Mamas Don't Let Your Babies Grow Up To Be Cowboys".
He was the father of country/rock singer Shooter Jennings.
He played a distinctive leather covered guitar that made him recognizable even when his face was not shown as narrator of The Dukes of Hazzard.
Although Waylon dropped out of high school, he got a GED (high school equivalency) in 1989, when he was 52 years old.
When he first moved to Nashville, Waylon's roommate was Johnny Cash.
For decades afterward, Waylon regretted his final words to his friend Buddy Holly. After finding Waylon had given up his seat on the plane, Buddy said he hoped the bus stalled. Returning the joke, Waylon said, "I hope your darn plane crashes."
Waylon was six foot one half inch tall.
While playing bass for high-school friend Buddy Holly, bus trouble led Holly to rent a small airplane to get to the next gig. Waylon gave up his seat on the plane to J.T. Richardson (the Big Bopper) because he had a very bad cold. The plane crashed shortly after takeoff killing Holly, Richardson and Richie Valens.
In 2001, he was inducted into the Country Music Hall of Fame.
Waylon had 60 singles hit #1 on the country charts throughout his career.
Waylon married country music star Jessi Colter on October 26, 1969 at her mother's church.
In 1975, Waylon was named Male Vocalist of the Year by the Country Music Association.
His first single was produced by his high-school friend Buddy Holly.