1. Wayne Gretzky & Robin Thicke Via wikipedia.org Wayne Gretzky was babysitting an 11-year-old Robin Thicke when he got the news he was traded from the Edmonton Oilers to the Los Angeles Kings. 2. Alice Cooper & Keanu Reeves Via wikipedia.org Keanu Reeves' mother was a costume designer, and her client Alice Cooper occasionally watched Keanu when he was in town. 3. Cher & Anthony Keidis Via wikipedia.org Cher babysat a 13-year-old Anthony Keidis, who apparently watched while she got undressed before bed. 4. Bethenny Frankel & Paris Hilton Via wikipedia.org Before she was famous, Bethenny Frankel was a nanny to Paris and Nicky Hilton. 5. Andy Warhol & Jade Jagger Via wikipedia.org Andy Warhol often babysat Mick Jagger's daughter, model Jade Jagger. 6. William H. Macy & Jeremy Piven and Joan Cusack Via wikipedia.org Before they were co-stars on Shameless William H. Macy babysat Jeremy Piven and Joan Cusack (along with brother John Cusack), having acted in plays with their respective fathers. 7. Tia and Tamara Mowry & The Olsen Twins Via wikipedia.org The stars of Sister, Sister babysat the Olsen twins on the set of Full House. 8. Michael Bolton & Paula Abdul Via wikipedia.org When he was still an aspiring musician, Michael Bolton babysat Paula Abdul and often sang her to sleep. 9. Kiefer Sutherland & Gwenyth Paltrow Via wikipedia.org Kiefer Sutherland babysat the future GOOP founder when he acted in theater with her mother. 10. Chloë Sevigny & Topher Grace Via wikipedia.org Former That 70s' Show star Topher Grace admits to having had a huge crush on babysitter Chloë Sevigny. 11. Michele Bachmann & Gretchen Carlson Via wikipedia.org The future GOP candidate babysat the future Fox and Friends host. 12. Laura Dern & Angelina Jolie Via wikipedia.org Laura Dern babysat a young Angelina Jolie. Things got weird when Angelina later married Laura's boyfriend Billy Bob Thorton. 13. Zac Posen & Lena Dunham Via wikipedia.org Lena Dunham tweeted at her former babysitter, designer Zac Posen, “You were the best babysitter . . . you did my hair ‘like a newscaster’ and made me a frayed leather skirt.” 14. Kelly Rowland and Michelle Williams & Blue Ivy Carter Via wikipedia.org Former Destiny's Child singers Kelly Rowland and Michelle Williams have taken turns babysitting Beyonce's daughter, Blue Ivy, backstage when performing with Beyonce. 15. Billie Holiday & Billy Crystal Via wikipedia.org Billy Crystal's father was a co-founder of Commodore Records, Billie Holiday's label in the 1940s.