Toby Keith - Should've Been A Cowboy (Official Music Video)
3:30
Toby Keith - Should've Been A Cowboy (Official Music Video)
78.6M viewsJun 17, 2009
YouTubeTobyKeithVEVO
Toby Keith - Should've Been a Cowboy Live XXV
5:26
Toby Keith - Should've Been a Cowboy Live XXV
10.5M viewsNov 13, 2018
YouTubeTobyKeithVEVO
🇺🇸 Toby Keith - Should’ve Been a Cowboy #1993 traditional country, country and western 🤠 “Should’ve Been a #Cowboy” was #Toby #Keith’s debut single, released in February 1993 from his self-titled debut album, Toby Keith. Keith wrote the song himself, drawing on the romantic image of the Old West and the legendary cowboys he admired growing up. It was an extraordinary introduction to a new #country artist. The song immediately established Keith as a confident songwriter with a strong tradition
3:13
🇺🇸 Toby Keith - Should’ve Been a Cowboy #1993 traditional country, country and western 🤠 “Should’ve Been a #Cowboy” was #Toby #Keith’s debut single, released in February 1993 from his self-titled debut album, Toby Keith. Keith wrote the song himself, drawing on the romantic image of the Old West and the legendary cowboys he admired growing up. It was an extraordinary introduction to a new #country artist. The song immediately established Keith as a confident songwriter with a strong tradition
285 views1 day ago
TikTokdjkmags
Should've Been A Cowboy
3:30
Should've Been A Cowboy
69.9M viewsNov 29, 2018
YouTubeToby Keith - Topic
Toby Keith's First #1 Hit: 'Should've Been a Cowboy' (1993)
0:17
Toby Keith's First #1 Hit: 'Should've Been a Cowboy' (1993)
329.5K viewsJun 6, 2023
TikToktobykeithofficial
Toby Keith - Should've Been A Cowboy (Live on SoundStage - OFFICIAL)
4:28
Toby Keith - Should've Been A Cowboy (Live on SoundStage - OFFICIAL)
579.6K viewsJan 8, 2016
YouTubeSoundStage
Toby Keith & Blake Shelton - Should've Been A Cowboy (Live from the 53rd ACM Awards)
1:00
Toby Keith & Blake Shelton - Should've Been A Cowboy (Live from the 53rd ACM Awards)
344.5K views9 months ago
YouTubeACM - Academy of Country Music
3:39
Toby Keith & Blake Shelton - Should've Been A Cowboy (Live from the 53rd ACM Awards)
295.5K views11 months ago
YouTubeACM - Academy of Country Music
3:32
Should've Been A Cowboy
154.7K viewsFeb 16, 2023
YouTubeToby Keith - Topic
3:30
Should've Been A Cowboy
4.7K viewsJul 24, 2025
YouTubeToby Keith - Topic
3:30
Should've Been A Cowboy
2.6K viewsNov 21, 2024
YouTubeToby Keith - Topic
1:00
Toby Keith - Should've Been A Cowboy: A 90s Country Classic
1.3K views5 days ago
TikTokmaddie54520
3:26
Should've Been A Cowboy (VAVO Remix)
176.3K viewsJul 31, 2025
YouTubeToby Keith - Topic
4:13
Jason Aldean – Should've Been A Cowboy [Toby Keith Tribute] (Live from the 59th ACM Awards)
1.5M viewsMay 17, 2024
YouTubeJason Aldean
4:10
Jason Aldean – “Should've Been A Cowboy" Toby Keith Tribute (Live from the 59th ACM Awards)
525.8K viewsMay 19, 2024
YouTubeACM - Academy of Country Music
3:23
Mama Come Quick
178.3K viewsNov 29, 2018
YouTubeToby Keith - Topic
3:53
Toby Keith on How He Wrote ‘Should’ve Been a Cowboy’ | The Big Interview
59.1K viewsMay 30, 2023
YouTubeAXS TV
9:18
Should've Been A Cowboy - EASY Beginner Lesson | Toby Keith
67.4K viewsJan 21, 2025
YouTubeLearn Guitar Favorites
5:02
Should've Been A Cowboy (Live)
250K viewsSep 15, 2018
YouTubeToby Keith - Topic
2:50
A Little Less Talk And A Lot More Action
4.3M viewsNov 29, 2018
YouTubeToby Keith - Topic
Toby Keith - Should've Been a Cowboy
1.6K viewsAug 6, 2023
YouTubeFake Your Death18
3:54
Toby Keith - "Should've Been A Cowboy" 25th Anniversary
33.8K viewsDec 19, 2018
YouTubeToby Keith
3:34
Valentine
169.3K viewsNov 29, 2018
YouTubeToby Keith - Topic
3:25
1992 Dallas Cowboys "Shoulda Been A Cowboy" by Toby Keith
80K viewsFeb 23, 2011
YouTubeJuanDiez111222
3:27
Should've Been a Cowboy - Toby Keith
134.5K viewsJun 21, 2022
YouTubeKaren Watson
3:06
He Ain't Worth Missing
7.6M viewsNov 29, 2018
YouTubeToby Keith - Topic
0:20
Should've Been a Cowboy (Toby Keith Cover) | Kyler Sullivan
201 views3 days ago
YouTubeKyler Sullivan
3:27
Wish I Didn't Know Now
10.8M viewsNov 29, 2018
YouTubeToby Keith - Topic
4:02
Toby Keith - Should've Been A Cowboy
14M viewsAug 11, 2009
YouTubeaksapphire
1:01
Should’ve Been a Cowboy Toby Keith
8.2K views9 months ago
YouTubeTheatrical Garbage
See more
Static thumbnail place holder