NJCon2024 Jensen singing the Whipping Post as the answer to the last question.
10:57
Jensen Ackles Sings S.O.B & Whipping Post At The Vancouver Saturday Night Special 2018
1:03:30
(4K) Creation Austin 2024 Jared Jensen main panel
3:28
Jensen Ackles sings Wondering Why - JIB14 Monday Concert
2:14
#SPNIndy2022 Cute over-excited fan, I tried so hard not to laugh because I'm recording!
7:42
Closing ceremony of the Dark Light Con 6 with the cast of Supernatural
5:19
Jensen Ackles with Louden Swain Everybody Hurts
4:41
Jensen Ackles talks about working with Jared Padalecki
15:24