Looking for an Old-School Rap Song Suggestion for a Cover Band Medley

So my cover band is putting together an “Old School Rap Medley” to feature older rap from the late 80s and early 90s – mostly songs that were fairly bad yet incredibly popular.  Songs that you would diss in public, but you know you could recite all the words to them if there was a money bet on the line.

WELL … we have four songs picked and need a fifth.  That’s where you come in. 

1. “It’s Tricky” by Run DMC
2. “Can’t Touch This” by MC Hammer
3. “Ice ice Baby” by Vanilla Ice
4. “Baby Got Back” by Sir Mix-a-Lot
5 . _________________________ ?

Give me some suggestions!

By the way, thanks for your comments on my last cover band question: Should we play “Jack & Diane” or “Hurts So Good”?  The latter was the clear winner and the one I was leaning toward anyway.

Photo owned by B. Baxter.
“My my my my MUSIC …”

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35 thoughts on “Looking for an Old-School Rap Song Suggestion for a Cover Band Medley

  1. Wayne Cash

    The Grass Man, LLC says C&C "Everybody Dance Now"–C&C Music Factory
    It doesnt get any better than lyrics like "I’m just a squirrel tryin’ to get a nut to move your butt to the dance floor"? Classic right there…..

    If anything just for the lyrics alone….

    Just my 2 cents…..

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  3. Rebecca Thrower

    Also, as something of an Old School aficionado-you might take a listen to LIL TROY’S "WANNA BE A BALLER" or GHETO BOYS "MY MIND IS PLAYING TRICKS ON ME"….perhaps a little less fun-but on the same level as "THE MESSAGE" by GRANDMASTER FLASH.

  4. Rebecca Thrower

    Wow! You’re truly a man of many talents! One of my personal favorites-with a really frenetic beat is "FLY GIRL" by the fabulous BOOGIE BOYS (1985). It’s an underground party favorite-and can be AMPED UP HARD ROCK STYLE.

  5. Linley

    "It Takes Two"–Rob Base
    Everyone knows this one!

    "Everybody Dance Now"–C&C Music Factory
    How can you beat lyrics like "I’m just a squirrel tryin’ to get a nut to move your butt to the dance floor"? It’s genius.

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