Trump was a regular at 21 Club during the 1980s and 90s, per The Adventurist Magazine

“Back when power lunches were a blood sport, Trump held court at 21 Club—a place where the ceilings sagged under toy jockeys and the deals were even heavier. He was a regular in the 1980s and '90s, long before it became a nostalgia piece for the finance crowd.”