Skip Nav
Photo 14 of 20


Paris Hilton, 21

Paris Hilton was briefly engaged to fashion model Jason Shaw in 2002, when she was just 21. The couple broke up in 2003 before they got a chance to walk down the aisle. Despite their breakup, Paris and Jason remained close over the years and linked up again in 2010 after Paris had split from then-boyfriend Doug Reinhardt.

Image Source: Getty / Chris Polk
All the Latest From Ryan Reynolds