As we all know by now the Dallas Cowboys lost an absolute heartbreaker to their bitter NFC East rivals, the Philadelphia Eagles, in a primetime game at Jerry World with future playoff implications on Sunday night. I think I speak for all of Cowboys nation when I say, “at the time, I can’t remember a game that hurt as badly as this one did.”
Jerry World, Philadelphia Eagles, heartbreaker, and loss.
That’s just plain and simply the worst, and on top of that, Eagles fans act like they’ve never won a game before.
YES JORDAN FUCKING MATTHEWS FUCK YOU COWBOYS FUCK YOU FUCK YOU FUCK YOU YEAAAAAAAAAAAA FUCK THE REFS AND THE COWBOYS
However, after watching Jordan Matthews go over the goal line, run past the star and chuck the ball up into Cowboys Nation while it seemed like thousands of Eagles fans roared in glee, it’s clear it wasn’t the first time we’ve seen a narrative similar to this one before.
That brings me to a guy whose name not only brings joy to our lives whenever we hear it but also sounds like the owner of your local Italian restaurant. Antonio Ramiro Romo. Miss him yet, Cowboys Nation?
How about now?
Yeah, I do too. But while Tony Romo should go down as one of the most clutch Quarterbacks this league has ever seen, he also will go down as the Quarterback responsible for some absolutely gut wrenching and heartbreaking losses over the years.
We at Inside The Star figured it would be a great time to rank the top 5 most heartbreaking losses of the Tony Romo era because this is as low as it’s been in years for Cowboys Nation. While reliving these moments will be hard for all us, this will make watching Tony Romo and our Boys finally hoisting that Lombardi trophy over their heads that much more bittersweet.
So let’s get this over with…
New York Giants @ Dallas Cowboys 12/12/2011 – Week 14
Well, this one was brutal, and against Eli Manning and the Giants no less.
The Cowboys had 2 things go their way in this one and that was Sean Lee bringing in a great interception and Mario Manningham dropping that ball. Aside from that, it was the Giants getting some dumb luck and Eli Manning chucking up prayers off his back foot to convert a critical 3rd and 1.
Oh and Brandon Jacobs dancing like an absolute dunce on the star was chill.
Washington Redskins v. Dallas Cowboys 12/30/2012 – Week 17
Of all of the week 17 debacles the Dallas Cowboys had over the years, this one is by far the worst and most heartbreaking. RGIII running in for a score, Dan Snyder cheering in his skybox like a buffoon, Dez walking gingerly off the field, and Romo throwing that gross interception late were all equally cringeworthy.
Tough to top this one, but alas there are 3 more that are easily worse.
Green Bay Packers v. Dallas Cowboys 1/11/2015 – NFC Divisional Playoffs
Dez caught it.
Seattle Seahawks v. Dallas Cowboys 1/6/2007 – NFC Wild Card Playoffs
I remember watching only the second half of this one at a friends house fresh off of a hockey tournament game I had played earlier that evening. I have been a Cowboys fan since day 1 Cowboys Nation, but this game right here was where I really grew close to the team that I love and I’m sure some of the younger fans are right with me.
This one speaks for itself, though, and anyone who has followed the NFL or hated the Cowboys knows what happens in this one. I’ll let the highlights speak for themselves.
Good thing Martin Gramatica laid a key block.
New York Giants @ Dallas Cowboys 1/13/2008 – NFC Divisional Playoffs
I know this list may cause some controversy, but this is by far the most heartbreaking loss the Dallas Cowboys have suffered on Tony Romo’s watch – hands down.
Die hards of Cowboys Nation know that this was supposed to be “our year.” The Giants were just the little kid with an ice cream cone at the beach on a hot day, and the Cowboys were one of the O’Doyle brothers just passing by.
Just one year removed from the terrible heartbreak the Seahawks handed the Boys, this just pushed the stake in our hearts even further.
That wasn’t so hard was it, Cowboys Nation? Ok, yes, it was. But you know what? One day the Dallas Cowboys are going to raise that Lombardi Trophy over their heads in victory once again and we are going to look back at all of these moments and just smirk.
You wanna know what else?