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🇺🇸United States · 1999Prenups & Agreements

Donald Trump & Marla Maples: The Prenup That Trapped 'The Other Woman'

She went from 'the other woman' to ex-wife — and a prenup ensured she left with almost nothing

Key Facts

Settlement:$1–2 million (prenup terms)
Marriage Length:3.5 years (1993–1997, divorced 1999)
Prenup:Yes — with time-based triggers
Her Claim:$25 million (denied)
Children:1 (Tiffany Trump)

What Happened

Marla Maples entered public consciousness as the woman who broke up Donald and Ivana Trump’s marriage. After years as Donald’s girlfriend — and the birth of their daughter Tiffany in 1993 — the couple married in December 1993 at the Plaza Hotel in a lavish ceremony attended by 1,000 guests.

But the marriage was troubled from the start. Donald reportedly told friends he regretted the marriage almost immediately. He insisted Marla sign a prenuptial agreement that was far more restrictive than Ivana’s: if the marriage lasted fewer than five years, Marla would receive only $1 million plus a $100,000 annual payment for the first few years. Even if it lasted longer, her payout was capped at approximately $5 million.

In May 1997 — just two months before the five-year mark that would have unlocked more favorable terms — the couple separated. The timing was widely noted. Marla attempted to negotiate beyond the prenup’s terms, reportedly seeking $25 million. She ultimately received between $1 and $2 million, the amount specified in the prenup for a sub-five-year marriage.

The case became a cautionary tale about the power dynamics of prenuptial agreements. Marla had gone from being the glamorous other woman to a single mother with a modest settlement. She later moved to California, largely out of the public eye, while Donald married Melania Knauss in 2005. Legal experts frequently cite this case as an example of how prenups can be structured with time-based triggers that create enormous incentives around the timing of separation.

Legal Breakdown: Prenuptial Agreements

Time-Based Prenup Triggers

The Trump-Maples prenup included escalating payouts based on marriage duration. The separation two months before the five-year trigger was widely seen as strategic. Such time-based provisions are legal but courts will scrutinize whether one party manipulated timing to minimize payouts.

The 'Other Woman' Stigma in Court

While courts are supposed to be impartial, the circumstances of how a marriage began can subtly influence proceedings. Marla’s public image as the affair partner may have reduced public sympathy and potentially affected settlement leverage.

Prenup Negotiation Power Imbalance

When one party is vastly wealthier and the other is eager to marry, prenup negotiations are inherently imbalanced. Courts look at whether both parties had independent counsel, adequate time to review, and full financial disclosure.

What This Means for Your Divorce

  • Read your prenup carefully — time-based triggers can dramatically change your entitlement depending on when you separate.
  • If your prenup has a milestone that increases your payout, be aware your spouse may try to separate before that date.
  • Always have independent legal counsel review a prenup. Never sign under pressure or without full understanding.
  • The circumstances of how your relationship started may affect public perception but should not affect your legal rights.

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This article is based on publicly available court records, news reports, and legal analysis. It is provided for educational purposes only and does not constitute legal advice. No attorney-client relationship is created by reading this content.

Divorce laws vary by jurisdiction. Always consult a licensed attorney in your area before making legal decisions.