Hip-hop has a long, complicated relationship with Donald Trump. Before he was a racist presidential candidate turned racist president, he was famous for being profanely rich. So naturally, a lot of rappers bragged about their wealth by comparing themselves to Donald Trump.
And boy oh boy, it is awkward as fuck now.
Nowadays, it’s a very bad idea to compare yourself to Trump. I would never compare myself to Trump. The only thing me and Trump have in common is we both wanna bang his daughter.
I don’t need to go into detail about why Donny is a dumpster fire. Anyone reading this article with double-digit brain cells already knows that he’s a moronic, racist sexual predator who looks like a deflated basketball with syphilis.
He’s like a genie turned a “No Fat Chicks” t-shirt into a person.
But once upon a time, Trump was an icon of ballin'. Hell, a few rappers—Mac Miller, Jeezy, Young Thug—even have songs named after the man. Back when America had a president who spoke in complete sentences was the real golden era.
And on that note, here’s an awkward history of rappers making references to Trump before he was President Trump.
Big Sean — "Get It (DT)" ft. Pharrell (2010)
“I’m tryna stuff ‘em until they can’t fit no more, I’m talking Donald Trump level”
We used to say “Donald Trump level” to measure wealth, now we use it to measure racism. “How racist is he?” “He’s REALLY racist. Like, Donald Trump level.”
Ol’ Dirty Bastard — "Protect Ya Neck 2 the Zoo" (1995)
“Soon to be paid like Donald Trump”
If ODB knew that Donald thought there was a president of the Virgin Islands, maybe he would have chosen another rich person for this. Maybe.
Yung Joc — "It’s Goin’ Down" ft. Nitti (2006)
“Boys in the hood call me black Donald Trump”
Technically, I'm pretty sure the closest thing we have to a black Donald Trump is Bill Cosby.
Phife Dawg (A Tribe Called Quest) — "Skypager" (1991)
“Beepers goin' off like Don Trump gets checks”
If they knew that Donald Tru-..wait did he just say beeper?
Kanye West — "So Appalled" ft. JAY-Z, Pusha T, CyHi The Prynce, RZA & Swizz Beatz (2010)
“I’m so appalled, Spalding ball, balding Donald Trump takin' dollars from y’all”
I’m a hypocrite. I'm always like “fuck EVERY Trump supporter,” but when Kanye made a baffling announcement that he supports Trump I was like, “Come on, guys, we need to respect his opinion...”
Cypress Hill — "Can I Live" (2001)
“We tryna get money so we can be livin’ like Trump”
Back then, “livin’ like Trump” meant yachts and mansions, not using Twitter to cause a nuclear holocaust.
Ludacris — "Hip Hop Quotables" (2003)
“I have meetings with Donald Trump”
A song from the perspective of Russian intelligence.
Mac Miller — "Donald Trump" (2011)
“Take over the world when I'm on my Donald Trump shit”
This used to be a catchy banger and not a terrifying prophecy.
Lil Wayne — "Racks" (2011)
“Get money like Donald Trump”
Tha Carter 5 or Trump’s tax returns—which one gets released first?
And of course, my personal favorite...
Fat Joe — "Jealousy" (2006)
“We fuckin' with Donald Trump now”
On top of all the references to Trump, rappers used to also love to brag about hanging out at Trump Tower:
- Kool G Rap "Mafiaso" (1998) — “Can’t stop until I got a casa up in Trump Plaza”
- Mos Def "Speed Law" (1999) — “Rocked the Trump Tower”
- JAY-Z "What More Can I Say" (2003) — “I’m at the Trump International”
- R. Kelly "Playa’s Only" (2005) — “Bet she ain’t never seen a penthouse at the Trump”
- Lil' Kim "Shut Up Bitch" (2005) — “I’m at the Trump International”
- Rick Ross "This Is The Life" (2008) — “I’m in Trump Towers, amongst earners”
- Nicki Minaj "I Wanna Be With You" (2013) — “At the Trump, you bitches at the Radisson”
Now, the only valid reason to go to Trump Tower is to take a dump in the lobby or to sneak into Donald’s bedroom and spray paint “JEFF BEZOS IS RICHER THAN YOU” on the walls.
But Drew, you forgot about… yeah, I know, the list goes on and on: Ice Cube, Nas, Master P, Diddy, E-40, Raekwon, UGK, Pete Rock. Really, damn near every MC to grip a mic name-dropped 45 back before he started devouring hamburgers in the Lincoln Bedroom.
It’s crazy how Trump went from a random, iconic celebrity to the despised leader of the free world. From a cameo in Home Alone 2 to defending Neo-Nazis.
What a time to be alive.