What game is your most painful loss to a/your rival?

I don't know any for the Iron Bowl. Most of our losses were expected and we were controlled throughout the game. With the DSOR it is more about the repetition of losing.
 
1985 Apple Cup ... UW lost 21 - 20 vs Washington State thus being knocked out of the Rose Bowl. I listened to that game on the radio at work during a snowstorm.
 
Worst loss was a tie ("The Choke at Doak")
Worst screw job ("The Swindle At The Swamp")
Worst giveaway ("Run, Lindsay, Run")
 
I am waiting on some Bama fans to start debating Kick 6 vs the Camback.
those two are the most recent, I remember watching 17-16 punt Bama punt live.. , Bo over the top kinda sucked,, Bill Curry's 3 year span was the first time in a long time that the barn had multiple consecutive wins,, I remember the game Brody got sacked 103 times,, but auburn winning 6 in a row with tubervilles smug ass was probably the lowest ....
but the most embarrassing losses were not to a rival, its the ones we were supposed to win,, La Monroe tops that list, UCF is next, and a rainy night in Birmingham when I watched a southern miss team beat a dubose led Tide team,, and looong ago,,, Memphis beat a Bear Bryant led team ...
 
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