Saturday Night Live
Returning to host for the second time, the Donald memorably dad-danced in this parody of Drake's "Hotline Bling" video.
Suddenly Susan
Check out the Skazzy cover boy. Anyone remember this now eerily prescient mock-up magazine cover from the Brooke Shields sitcom?
Wrestlemania 23
Trump and his WWE CEO frenemy Vince McMahon picked surrogates to battle it out for them, Hair vs. Hair, in 2007. Trump's guy won, resulting in McMahon having his head shaved on TV.
Eddie
The famed New Yorker says he always supported the idea of Whoopi Goldberg's contest winner coaching the Knicks all along.
Zoolander
Anybody who's anybody knows what a force in the male modeling world Derek Zoolander is.
The Associate
The real estate tycoon is ready to talk business with the big shot Whoopi Goldberg creates because she feels she has a better shot of success if she creates a male business persona.
Two Weeks Notice
Just a couple of rich New Yorkers needling each other at a cocktail party before Hugh Grant is swept off his feet by Sandra Bullock.
The Drew Carey Show
"What are you, morons?" he asks Kate & Co. when she fan-girls over him in the middle of the street.
The Job
He pops up just long enough in the short-lived 2001-02 sitcom to ask Denis Leary's addled detective if he's "banging" Elizabeth Hurley. Not weird at all!
The Fresh Prince of Bel-Air
When the Banks family puts their house up for sale, Carlton literally swoons when Trump and then-wife Marla Maples show up to break it to them that they're buying the house next door.

