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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
Read More Jason ShawParis HiltonWeddingCelebrity WeddingsMiley CyrusCelebrity EngagementsLiam HemsworthZayn MalikPerrie Edwards