Who's ready for the Should've Been a Cowboy XXV Tour, kicking off May 27? For the best seats in the house, get your tickets now! tobykeith.co/TKcowboy25 #TKCowboy25 | Toby Keith

Toby Keith - Should've Been a Cowboy | All Things Country

25 years ago, Toby's debut single “Should’ve Been A Cowboy” hit the airwaves. The song became his first #1 and established him as one of country’s most prolific songwriters by becoming the most played song of the 1990’s. Toby wrote 8 of the 10 songs on the album that started it all, which has been remastered and paired with 3 unreleased tracks written by Toby between 1986 and 1990. The album is out Nov. 30. Pre-order with exclusive merch only at Toby’s store: https://UMe.lnk.to/ShouldveBeenACowb

Check out the new live video for “Should’ve Been A Cowboy." The video features dozens of clips from live performances, including several from Toby's 11 USO tours, in celebration of the 25th anniversary of the song that started it all. #TKCowboy25 | Toby Keith

The album that started it all! Should’ve Been A Cowboy (25th Anniversary Edition) has been remastered and features 3 rare songs from Toby’s personal vault. Listen now! https://UMe.lnk.to/ShouldveBeenACowboyGU | Toby Keith