People are now really digging into the wayback machine.
In 1991 17 year old Monica Seles, one of the top tennis players in the world, mysteriously left Wimbledon and "disappeared". She was eventually found living in Mar A Lago saying she was overwhelmed with stress, needed to get away and Donald Trump let her stay there. Trump was 44/45 at the time and insisted it not a relationship. Shortly after Seles made a commercial where she referred to MAL as her Disneyland.
For the he wouldn't do that crowd, Trump also famously dated another tennis star briefly, Gabriela Sabatini, she was 19, he was I think 43, she's one of the under 21 year old girls he took gambling at one of his casinoes prompting the casino authority to show up and notify the guy running the casino they were aware of it and could literally shut down the casino if Trump did it again.