1997 Vintage: Best Rap Solo Performance

Why did Coolio lose to LL Cool J? Because “Hey Lover” was smoother than a velvet suit, and Coolio’s braids were starting to scare the voters.

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

Why did it go to the "Great American Songbook"? Because the Gramm...read more »

Why "360"? Because Charli XCX made a song that literally describe...read more »

Why Actual Life 3? Because Fred again.. proved that your iPhone v...read more »

Why did Cowboy Carter win Album of the Year? Because after 20 yea...read more »

In 1996, the 38th Grammy Awards proved that anger was a currency ...read more »

Why "Flowers"? Because Miley Cyrus proved that self-love is the m...read more »

Why was it the "Greatest Night"? Because it was the night the "Qu...read more »

Why Dan Nigro? Because he’s the secret architect behind every "sa...read more »

Why Tigers & Bears? Because the Grammys love a gritty story a...read more »

Why Bell Bottom Country? Because Lainey Wilson is the new sheriff...read more »

Why "Not Strong Enough"? Because the bridge of that song has more...read more »

Why What's In A Name? Because Dave Chappelle has a "Reserved" sig...read more »

In 2001, the 43rd Grammy Awards proved that the Academy still lov...read more »

Why Cowboy Carter? Because Beyoncé didn't just go country; she re...read more »

@Net_Addict_200006/10/2008 20:53My parents want the phone line back, but I am busy laughing.

@USB_Pioneer04/29/2003 12:37Plug and Play laughter!

@Nu_Metal_Kid05/01/2011 20:03I did it all for the nookie... and the jokes!

@MTV_Unplugged05/29/2009 06:52Pure, acoustic humor. No effects needed.

@Captain_Obvious11/30/2008 01:16This is a comment on a funny joke.

@Hashtag_Master11/12/1999 09:54#funny #joke #retro #90s