Bruce Willis and Emma Heming
His most high-profile relationship was undoubtedly with Demi Moore, but deep down, Bruce Willis loves himself a model.
1999: Briefly dated Spanish model Maria Bravo Rosado
2001 - 2002: Dated New Zealand-born supermodel Rachel Hunter
2003 - 2004: Dated former fashion model and Baywatch star Brooke Burns
2005: Briefly romanced Venezuelan model Aída Yéspica
2007: Dated the “#2 Sexiest Playmate of the 1990s,” Karen McDougal
2007 - Present: Married to lingerie model Emma Heming
Though dates can not be confirmed, Bruce has also been rumored to have had sexy flings with supermodel Janice Dickinson, Italian model Flavia Vento, and model-turned-actress Emily Sandberg.