I was recently at a brunch, minding my own business, and enjoying the hell out of some French toast that had the perfect amount of crunch to it. Seriously, it was amazing. The DJ was on one, playing some of the smoothest R&B music he could find. He hopped on the mic real quick and announced that he was about to take it back to the old school. I was ready. Maybe he would give us a little “Poison” by Bell Biv DeVoe, or the most annoying song in the world, Mark Morrison’s “Return of the Mac.” (It is the most annoying song ever. Fight me.) I quickly grabbed my mimosa, ready to bust an old school move, when I was jolted back in my seat in disbelief. This fool played “Doo Wop” by Lauryn Hill. Excuse me, Mr. DJ? I mean, I know the record came out a few years ago, but old school? Wasn’t that a stretch? I Googled the song, just to prove him wrong.

And the year read 1998.

That made me wonder what other songs now qualify as old school. For your listening pleasure, here are 20 songs that turn 20 this year.

1. “The Boy Is Mine,” “The First Night”

Xscape In Concert - Atlanta Source:Getty


2. “Ghetto Supastar”

BET Hip Hop Awards 2017 - Arrivals Source:Getty

Pras Featuring Mya & Ol’ Dirty Bastard.

3. “Come With Me”

Celebrity Sightings In Los Angeles - January 10, 2018 Source:Getty


4. “Hit Me Baby One More Time”

The 21st Annual Sir Elton John Oscar Party - Los Angeles Source:Getty

Britney Spears.

5. “I’m Your Angel”

'Sinatra 100: An All-Star GRAMMY Concert' - Show Source:Getty

Celine Dion.

6. “Deja Vu”

WE tv Hosts Exclusive Premiere Party For Marriage Boot Camp Reality Stars Season 9 Source:Getty

Peter Gunz.

7. “I’m Not A Player,” “Still Not A Player”

Big Pun And Fat Joe Source:Getty

Big Pun and Fat Joe.

8. “Are You That Somebody?”

Joe Album Release Party Source:Getty


9. “A Rose Is Still A Rose”


Aretha Franklin.

10. “Believe”

Cher Unveils New Fountains Of Bellagio Show Choreographed To Her Song 'Believe' Source:Getty


11. “Doo Wop (That Thing)”

2017 REVOLT Music Conference - Gala Dinner & Award Presentation Source:Getty

Ms. Lauryn Hill.

12. “When You Believe”

Amerikanische Sängerin Mariah Carey gastierte auf ihrer 'Sweet Sweet Fantasy'-Tour in der Lanxess-Arena Köln Source:Getty

Mariah Carey & Whitney Houston.

13. “The Arms Of The One Who Loves You”

2017 BET Awards - Backstage Source:Getty


14. “Nobody’s Supposed To Be Here”

Patrick McMullan Archives Source:Getty

Deborah Cox.

15. “Hard Knock Life”

Jay-Z 4:44 Tour - Nassau Veterans Memorial Coliseum Source:Getty


16. “Fly Away”

Lenny Kravitz Source:Getty

Lenny Kravitz.

17. “No, No, No Part 2”


Destiny’s Child.

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