1) Week 17 loss to Pittsburgh at the Ralph (2004) - the only winning season this team has had since '99, we had a Steelers team that was resting most of their starters coming into our home stadium with a playoff spot on the line. In typical Bills fashion, they suffer an embarrassing loss to a team full of mostly backups, and go on to miss the playoffs in hilarious fashion. This is by far the most gut wrenching loss of this terrible stretch of irrelevant football for me, as I was all but penciling them in for a wildcard matchup...I remember this game being Willie Parker's coming out party, as he torched a Bills defense that was regarded as a solid unit at the time. Just an all around "epic fail" of a game for long suffering Bills fans.
2) The Monday Night Miracle against Dallas - I don't even remember the year; this was the game where a no-name defense led b the likes of George Wilson and John DiGiorgio had multiple picks against a Dallas team that was considered elite heading in. Leading for most of the game, and with the entire country sans the population of the state of Texas hoping to see a Cinderella win, Buffalo did what Buffalo always does, and gave the game away at the end, in front of a national audience no less. Once again the the Bills are the proverbial butt of everyone's jokes, and it had to happen against the team that embarrassed us in consecutive Super Bowls years prior. *sigh*
3) The Monday Night Miracle in the season opener against New England - I once again forget exactly the year, hard to differentiate when all of the losing and mediocrity seems to glue together as one giant pile of wreaking failure. Once again the Bills found themselves as the giant underdog and media darlings as they were plugging away against an elite Patriots team in their own building, only for a mind blowing gaffe by Leodis McKelvin and subsequent defensive collapse to inevitably occur, resulting in, yet another, gut wrenching and utterly embarrassing loss on national television. Against our arch-rival, a team that seemingly never loses to us, no less. Oh joy. This game will always be remembered by myself, at least, for the trashing of McKelvin's front lawn the next day. Stay classy, Bills fans.
4) Season opener @ the Jets last season - this one really stung, which is surprising because at this point I had already grown numb to the constant letdown of being a Buffalo Bills fan. But that year, highlighted by the Mario Williams and Mark Anderson signings, had Bills Nation excited and touted by many media heads and NFL analysts as a potential playoff team. The Jets were the benchmark, a team we HAD to beat; a team we needed to have a statement victory against. Most naive Bills fans, including yours truly, were overly confident heading into this Week 1 matchup, and expected to see the Bills roll the clown show that was the NY Jets. Could we have been more wrong? Instead, our good ol' Bills were beat up, spit on, and left for dead by their division rivals. This game was over before halftime. A game highlighted by Mark Sanchez doing his best Dan Marino impression and torching the Bills' hapless secondary, highlighted by a long touchdown for their rookie 2nd round receiver Stephen Hill, who outclassed our 1st round rookie, Stephon Gilmore multiple times throughout the game. Also notable were a season ending injury to reliable possession receiver David Nelson (never played another down as a Bill) and Fred Jackson (after an arguable cheapshot by Landry). This one really stung.
Honorable mentions: White out disaster against the Jets (was that last year or two years ago?), most recent white out disaster against KC (Tuel's goal line INT just another laughable Bills moment to add to the memory bank), and the 6-3 loss to the Browns (or was it a win? does it really matter?) which could quite possibly go down as the worst game played in NFL history. Oh yea, and that brutal Stevie drop against PITT, how could I forget
Edited by Pitta, 06 November 2013 - 11:38 AM.