The Paris Hilton Sleazy Boyfriend Pool
- Photo: Jennifer Graylock/Retna Ltd.3 of 15
In 2002, Paris was briefly engaged to Tommy Hilfiger spokesmodel Jason Shaw. We're somewhat surprised they broke up, considering their careers (we'll define Paris' as, say, Huckster Heiress) sound compatibly fluffy on a resume. His appearance in one of her sex tapes, however, lends some extra legitimacy to their relationship, seeing she only shares that with the most special-est ones.