Why did he win Best Pop Album? Because the Grammys have a special rule that if Sting releases an album, he gets at least two trophies for being “sophisticated.”
Part of the 37 Grammy Jokes: The 2000 “Supernatural Santana & Christina’s Shock” Edition archive. Historically Verified
🔥 Top 10: The Grammy Awards Joke Archive: 1995–2025
2025 Archive: Best Comedy Album
Why Dave Chappelle? Because he’s the only person who can win a Gr...read more »
36 Grammy Jokes: The 1996 “Jagged Little Alanis & Mariah’s Snub” Edition
In 1996, the 38th Grammy Awards proved that anger was a currency ...read more »
2025 Classic: Chappell Roan’s Pink Pony
Why was she the star of the night? Because the "Midwest Princess"...read more »
2025 Legacy: Best Global Music Album
Why Shakira? No, it was Eazy-E? Wait, it was Tyla! For making "Wa...read more »
2024 Archive: Celine Dion’s Surprise
Why was the room so emotional? Because after her health struggles...read more »
2025 Vintage: Best Music Film
Why The Eras Tour? Because Taylor Swift turned a movie theater in...read more »
2024 Classic: Best Rock Song
Why "Not Strong Enough"? Because the bridge of that song has more...read more »
35 Grammy Jokes: The 2017 “Adele’s Heartbreak & Lemonade Justice” Edition
In 2017, the 59th Grammy Awards were a showdown between two of th...read more »
2024 Archive: Best Pop Solo Performance
Why "Flowers"? Because Miley finally got her flowers, and they we...read more »
37 Grammy Jokes: The 2013 “Babel, Bow Ties & Somebody We Used to Know” Edition
In 2013, the 55th Grammy Awards were a mix of old-school acoustic...read more »
😜 More from category: The Grammy Awards Joke Archive: 1995–2025
2024 Legacy: The Joni Mitchell Performance
Why was it so quiet? Because when a 80-year-old legend sings "Bot...read more »
2024 Archive: Taylor’s History Lesson
Why did Midnights win Album of the Year? Because Taylor Swift dec...read more »
2024 Classic: Lana Del Rey’s Shadow
Why was she Taylor’s date? To remind us that even if she doesn't ...read more »
36 Grammy Jokes: The 2018 “24K Magic & The Rap Battle” Edition
In 2018, the 60th Grammy Awards were a masterclass in funk, silk ...read more »
⏳ Time Capsule: This is how we rolled in the first two decades of the internet
Loading this took forever on 28.8k, but I am ROFLing now.
WIIIIILSOOOOON! Look at this joke!
Shuffling... and this joke came up first!
Ignorance is bliss, but this joke is better.
Ma-ia-hii, Ma-ia-huu! Laughing in my webcam!
All the search engines agree: this is funny.