The Outlaws, an LP on which Jennings was featured alongside his wife Jessi Colter, Willie Nelson and Tompall Glaser, became country music’s first platinum-certified LP, signifying sales of one ...

The first time Willie Nelson met Waylon Jennings, he told him to stay in Arizona. At the time, it was still early on in both country legends’ careers, and Jennings was performing at a bar in ...

On Nov. 3, Willie Nelson was one of 13 newly inducted Rock Hall of Famers -- he used his induction speech for stump for his fellow Highwayman, Waylon Jennings -- could that continue a potential trend?

Waylon Jennings and Johnny Cash worked together many times over the years, reaching No. 2 on the country chart with one ...

Willie Nelson saw Waylon Jennings perform at JD’s nightclub in Tempe in 1965 and was immediately impressed. Nelson and Jennings rebelled at Nashville's music restrictions, sparking the outlaw ...

WILLIE AND WAYLON were sitting around the other night, waiting for some makeup before going out to sing and joke with Conan O'Brien, and they got to talking about their outlaw days. "Whatever that ...

Before Waylon Jennings and Willie Nelson started the outlaw country movement, much of the Nashville music scene was controlled by record labels, producers and publishers. Frustrated by the lack of ...

In 1985, four icons of outlaw country — from left, Willie Nelson, Kris Kristofferson, Waylon Jennings and Johnny Cash — formed the supergroup the Highwaymen.

Johnny Cash, Willie Nelson, Waylon Jennings and Kris Kristofferson were out of fashion in 1980s Nashville, until they formed the Highwaymen.

In his 1996 memoir Waylon: An Autobiography, Jennings said that they first got together in 1984 while working on an annual Christmas special in Switzerland, and after gathering in a hotel room after ...

Willie Nelson began writing songs in the mid-'50s, ... "Good Hearted Woman" is a collaboration between Nelson and another icon of outlaw country, Waylon Jennings.