Jelly explained that Keith and songs like "Should’ve Been a Cowboy," "The Next Thing on My ... give Jelly his stamp of approval on the cover. "Toby’s son saw me at the CMTs and took me to ...

During the Nashville's Big Bash New Year's Eve special on Tuesday night (Dec. 31), the singer performed Toby Keith's 1993 debut single, "Should've Been a Cowboy" as part of a five-song set that ...

Toby Keith is the subject of a star-studded ... yet deep were the friendships maintained by the "Should've Been a Cowboy" and ...

Oklahoma native Toby Keith Covel got his first guitar as ... and its first single, "Should've Been a Cowboy," became his first No. 1. Since then, Keith's ridden a consistent streak of Top 10 ...

But the legacy of the "Should've Been a Cowboy" hitmaker continues to live on through his music and his family. The NBC special Toby Keith: American Icon was filmed at Nashville's Bridgestone ...

The late Oklahoma country music superstar Toby Keith will be honored with star-studded television tributes on CMT. An all-star homage to the "Should've Been a Cowboy" hitmaker featuring ...

Over 20 years, Toby Keith forged strong bonds with the ... Famers Brooks & Dunn crooning Keith's 1993 debut single "Should've Been a Cowboy," followed by Rock and Roll Hall of Famer Sammy Hagar ...

Parker McCollum gave a tip of the hat to late Country Music Hall of Famer Toby Keith when ... classics such as "Should've Been a Cowboy" and "American Soldier." In 2017, Keith performed "Courtesy ...

NORMAN — Country music superstar Toby Keith will be recognized posthumously ... His chart-toppers include "Should've Been a Cowboy," “How Do You Like Me Now?!,” “I Wanna Talk About Me ...

Legendary country singer Toby Keith said it best when he belted out, "I should've been a cowboy!" It seems that no matter where people grew up in the United States or how they view the world now ...