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Home » The Emmy Awards Joke Archive: 1995–2025 » 2009 Legacy: The Jon Cryer Upset

2009 Legacy: The Jon Cryer Upset

Why did he win Supporting Actor for Two and a Half Men? Because after six years of playing a “loser,” the Academy decided he’d suffered enough.

Part of the 36 Emmy Awards Jokes: The 2009 “Modern Family’s Arrival, Mad Men’s Dynasty & The Conan vs. Jay Shadow” Edition archive. Historically Verified

🔥 Top 10: The Emmy Awards Joke Archive: 1995–2025

2025 Legacy: The 2025 Final Emmy Vibe
Why the "Year of Big Returns"? Because after years of streaming c...read more »
2025 Vintage: Outstanding Lead Actress (Drama)
Why Britt Lower? For being Helly R and proving that rebelling aga...read more »
2025 Vintage: The Roku Channel Surprise
Why the mention? For being the only free service that still belie...read more »
36 Emmy Awards Jokes: The 1995 “Frasier, Friends & ER’s First Shift” Edition
In 1995, the 47th Primetime Emmy Awards proved that the small scr...read more »
2024 Vintage: The Baby Reindeer "Sent from my iPhone"
Why was it the joke of the night? Because Richard Gadd proved one...read more »
34 Emmy Awards Jokes: The 1997 “Lawyers, Aliens & The End of an Era” Edition
In 1997, the 49th Primetime Emmy Awards signaled a massive shift ...read more »
2025 Legacy: The Beef Season 2 Rumors
Why the whispers? Because Oscar Isaac and Carey Mulligan were see...read more »

😜 More from category: The Emmy Awards Joke Archive: 1995–2025

2025 Vintage: Outstanding Drama
Why Severance? For making a "Waffle Party" the most coveted (and ...read more »
2024 Archive: The Slow Horses Writing
Why did Will Smith (the writer) win? For proving that spies who s...read more »
2025 Vintage: Outstanding Lead Actress (Comedy)
Why Jean Smart? Because an Emmy statue in her hand now looks like...read more »
2025 Vintage: The Andor Final Bow
Why did Star Wars win major awards? Because Diego Luna showed tha...read more »

⏳ Time Capsule: This is how we rolled in the first two decades of the internet

@Pokemon_Blue05/25/2009 04:36Caught it! A wild funny joke appeared!
@Clueless_Cher07/06/1999 12:33As if! This is too funny.
@Encarta_Explorer10/09/2004 18:13I looked up "funny" and it showed me this page.
@Dorm_Room_Hero05/20/2013 16:51My roommate and I are dying laughing right now!
@Yugioh_Duelist09/07/2000 20:40You’ve activated my trap card! (It’s a funny joke).
@Terran_Marine04/06/1995 12:33Go, go, go! More jokes!
@Maplestory_Kid01/13/2010 20:28@@@@@@@@@@@@ HA HA HA!
@Habbo_Hotel_Fan02/17/1997 16:36Great joke! Meet me at the lobby!

Yearly Joke Archive

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