This is the opposite of the other thread. Basically, what wins did your team pull out that you just know was a gut punch to fans of the other team?
Broncos:
1. Super Bowl XXXII - I am pretty sure most Packers never even entertained the idea that a 12-point underdog would beat them, especially given the Broncos' previous Super Bowl history, but when it happened, it was the best thing ever for Broncos fans, and it had to be the worst thing ever for Packers fans.
2. The Drive - Need I say more? In fact, The Drive and The Fumble might as well be 2a and 2b.
3. January 2012 AFC Wild Card game: Broncos beat the Steelers in OT. Tebow to Demaryius Thomas for the win, and agains the number 1 D in football. Ouch for Steelers fans.
I'd have to ask a Browns fan, but I'd expect The Fumble to have been a bigger gut punch than The Drive. The Fumble had the added pain of being the second straight season, and The Drive didn't even win the game (just sent it to overtime).
If we're ignoring the stakes and just looking at which wins wound up being the most improbable...
Honorable mention: Tim Tebow vs. the Bears (aka the Marion Barber game).
Really, pretty much any game Denver won with Tim Tebow under center qualifies for honorable mention status, but the Bears game was the most insane. Chicago has a 10-0 fourth quarter lead, and Denver has done nothing on offense all day. Denver gets the ball with 4:34 left in the game, and Tebow marches them down for a touchdown with 2:15 left. Chicago recovers the onside kick, and all they have to do is run three times and they'll give the ball back to Denver with just 20 seconds left. Instead, Marion Barber inexplicably runs out of bounds. Denver gets the ball back with a minute to go, marches down the field, and Matt Prater nails a 59 yard field goal to tie it. Chicago gets the ball first in overtime, gets into range for a long field goal, and Marion Barber fumbles the ball. Denver goes 30 yards, and Prater hits a 51 yarder to win it.
#3: STOKLEY!!! DOWN THE SIDELINE!!!
http://www.youtube.com/watch?v=I74BG0YFKUc - Gus Johnson said it all.
#2: Denver's comeback against San Diego this last year
San Diego became the first team to take a 24 point lead and still lose by double digits, as Denver just destroyed them in the second half. Had SD won, they would have been 4-2, Denver would have been 2-4, and San Diego would have had the first game of the series for tiebreaker purposes. Instead, Denver never lost again all season, and San Diego fell apart.
#1: John Elway vs. the Baltimore Colts
Baltimore took a 19-0 lead into the fourth quarter against the heavily-favored Broncos and the quarterback who had refused to play for them. John Elway led three straight touchdown drives to win it 21-19.
I don't know if the fact that so many of those games came in the last few seasons is recency bias, or whether Denver's just been making more thrilling comebacks recently.