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Chloë Sevigny babysat… -

Actress Chloë Sevigny grew up in Connecticut and babysat a future TV star.

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Topher Grace -

The 'That '70s Show' actor later admitted to having a huge crush on Sevigny at the time.

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Andy Warhol babysat… -

To think of the eccentric artist babysitting anyone is a comical thought, but he did indeed take care of his rock star friend’s daughter.

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Jade Jagger - Mick and Bianca Jagger’s daughter gets to brag not only about having the coolest babysitter, but also about having urinated on Andy Warhol’s artwork.

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Billie Holiday babysat… -

Billie Holiday was signed to Commodore Records when she agreed to occasionally look after the son of the label’s co-owner, Jack Crystal.

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Billy Crystal -

That boy would turn out to be a Hollywood star, and Holiday may have influenced that as she was reportedly the first person to take young Billy Crystal to go see a movie—'Shane' in 1953.

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Michael Bolton babysat… -

The singer-songwriter had recently moved to LA when he met a girl whose younger sister needed a babysitter.

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Paula Abdul -

After reaching fame of her own, Paula Abdul told Jimmy Kimmel that Bolton was not a very attentive babysitter and that he spent most of his time jamming with musicians who lived in the building.

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Zac Posen babysat… -

The famed fashion designer grew up in Soho, New York City, alongside a now-famous TV actress.

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Lena Dunham -

The 'Girls' creator had Zac Posen as a babysitter, and he reportedly even made her clothes!

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Kiefer Sutherland babysat… -

While working at a theater in Massachusetts, the '24' actor met a woman who asked him if he could babysit her daughter.

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Gwyneth Paltrow -

That woman turned out to be actress Blythe Danner, Gwyneth Paltrow’s mother!

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Tia and Tamera Mowry babysat… -

Tia and Tamera Mowry would often visit a certain TV show set because their brother Taj had landed a role on it. There, they met another set of twins who needed some looking after.

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Mary-Kate and Ashley Olsen -

Twins babysitting twins! The Mowry sisters later landed a role on 'Full House' themselves, and both sets went on to achieve greater fame.

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William H. Macy babysat… -

While living in Chicago, the not-yet-famous actor needed some cash, and befriended a certain family at a local theater who needed a babysitter.

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Joan Cusack -

Macy had befriended the parents of two soon-to-be Hollywood stars (don't forget Joan's famous brother, John Cusack).

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William H. Macy also babysat… -

Macy had made other friends in Chicago as well, including Byrne Piven, who hired him to do odd jobs for him that involved occasionally looking after his son.

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Jeremy Piven -

Piven’s son grew up to become well-known for his role as Ari Gold in the TV series 'Entourage.'

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Laura Dern babysat… -

With a father like Oscar nominee Bruce Dern, naturally the actress (herself now an Oscar winner) was in the Hollywood crowd from a young age. Bruce Dern was close friends with Jon Voight, who also had a daughter...

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Angelina Jolie -

While Voight was off filming movies, Laura Dern would reportedly step in and watch his daughter, none other than Angelina Jolie. How awkward it must have been years later, when Billy Bob Thornton left Dern for Jolie...

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Wayne Gretzky babysat… -

The hockey star was famously babysitting an up-and-coming singer the night he was traded to the Los Angeles Kings.

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Robin Thicke -

Gretzky was doing Alan Thicke a favor by looking after his son while he was away filming 'Growing Pains.'

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Alice Cooper babysat… -

While recording in Toronto, Cooper stayed at a house across the street from the studio and befriended a costume designer who lived on the same street and who is the mother of a now-famous actor.

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Keanu Reeves -

The iconic rocker met Keanu Reeves’ mother! She had to leave her son while she was at work, so Cooper offered to babysit him.

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Cher babysat… -

The singer, then with Sonny, babysat a young boy who would grow up to become a famous rocker.

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Anthony Kiedis -

The Red Hot Chili Peppers front man admitted that he watched the icon undress in his autobiography 'Scar Tissue'.

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Bethenny Frankel babysat… -

Before she became a famous TV personality, Frankel worked for a certain wealthy family.

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Paris Hilton -

The Hilton family! And Frankel’s duties included occasionally babysitting Paris and Nicky.

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Christopher Hitchens babysat… -

The late famous UK author and journalist once babysat a now-famous actress who took her name from a famous literary figure.

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Olivia Wilde -

Hitchens reportedly said that Wilde was a very headstrong girl, and that he knew that she would end up in film or TV.

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Liza Minnelli babysat… -

The legendary actress and singer was quite fond of the kid she was babysitting, who would soon be a famous child actor.

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Ron Howard -

Ron Howard grew up to also be a successful filmmaker, and Minnelli reportedly said she would babysit any of his children and grandchildren.

See also: Then and now–Hollywood's most iconic child stars.

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