8. Gabriella Sabatini
Trump had a very brief fling in 1989 with the pro tennis star from Argentina. They were introduced at an event, hit it off and began a whirlwind relationship. At the time, Sabatini was one of the top ranked players in the world.
Gabriella Sabatini retired in 1996 as a Grand Slam winner and was later elected to the Tennis Hall of Fame. She also had flings in that time period with singers Ricky Martin and Michael Bolton.
Trump’s relationship with the South American beauty lasted only a month before he returned to his full-time mistress Marla Maples.
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