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They dated for a few months and married in Easter the following year, after Donald made her sign a pre-nup that gave her $20,000 for each year they were to be married.
As Donald's fortune grew, so did his desire for a large family.
He reportedly wanted five children, "then I will know that one will be guaranteed to turn out like me", Vanity Fair reports him saying.
Nine months after the wedding, the couple's first son, Donald Jr., was born, followed by daughter Ivanka and second son Eric Trump.
Ivana Zelnickova Trump, 67
Net worth: £48millionYears married: 15 (1977-1992)
Ivana left Donald in 1991 amid rumours he was having an affair with ex-beauty queen Marla Maples, who he'd met in 1989.
Speculation had been swirling for some time – and the two women even ran into each other on a ski trip. The Trumps' divorce was finalised in March 1992.
Marla Maples, 53
Net worth: £16millionYears married: 6 (1993-1999)
Marla, a TV personality who would go on to co-host Trump's Miss Universe Pageant, also starred in several films, including Maximum Overdrive and Executive Decision.
They separated in May 1997 and finalised their divorce in 1999.
Melania Knauss-Trump, 46
Net worth: £8millionYears married: 11 (2005 to present)
She met Trump at a Fashion Week party in 1998, while he was on a date with another woman.
He sent his date to the bathroom so he could flirt with Melania – but she refused to give him her number, and didn't go on a date with him until three months later.
Who else has Trump dated?
Gabriela Sabatini, 46
When: 1989
The Argentinean tennis champion was at the top of her game when she met Donald, who was on a break from his then-mistress Marla. Their fling only lasted a month before he returned to his future second wife.
Rowanne Brewer Lane, 52
When: 1990
The model met Trump at one of his many pool parties when she was 26, and the two launched into a whirlwind romance after the businessman asked whether Rowanne would like to borrow a swimsuit. He reportedly told her, "That's a stunning Trump girl right there" when she'd come back out to the pool wearing her borrowed costume.
Carla Bruni, 48
When: 1991
Despite being involved with Marla, Donald pursued the eventual First Lady of France after she split from Mick Jagger. Carla has denied these reports, but Trump has said she "[tried] to get me to leave Marla, something I had in mind anyway, and she was using every psychological trick in the book".
"In the end, Carla became a woman who is very difficult to even like," he added.
Allison Giannini, 46
When: 1997
Allison met Donald during his separation from second wife Marla, when he was 50 and she 27. They were set up on a blind date by a mutual friend, but their brief romance soon fizzled out. During their time together, "he talked about Marla and how much he loved her", said Allison.
"I know a lot of things are said about him, but to me he's a great, great guy."
Jackie Siegel, 50
When: 1998
Socialite Jackie, who starred in the recession-era property-porn documentary Queen Of Versailles, was briefly involved with Trump back in the late '90s. She claims they were never serious, but went on a "couple of dates" after he invited her to his parties.
She supported his electoral campaign in 2016 and once said of Trump: "He's a really great person. So much charisma. I’m so glad that we’re still friends."
Kara Young, 56
The supermodel was engaged to gossip columnist AJ Benza around the time she met Trump. There is audio of her calling in to Howard Stern's shock-jock radio show to explain the love triangle minutes after Donald himself had told listeners he and Kara were no longer together. Awkward.
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