John Spellman/Retna; John Shearer/WireImage
Josephine Cusumano
Nov 16, 2015 @ 6:30 am

Hollywood royalty, Maggie Gyllenhaal, is celebrating her 38th birthday today! We're kicking off the star's new year with a trip down memory lane by looking at her transformation dating back to 1991.

Gyllenhaal hails from an entertainment family: Mom is Naomi Finer, an Oscar-nominated TV producer, and dad is Stephen Gyllenhaal, an Emmy-nominated film director (ergo the Hollywood royalty). Not to mention, she's an older sister to brother Jake Gyllenhaal.

While the 38-year-old actress and her brother dipped their toes in the acting pool with appearances in their father's films like Waterland and Dangerous Woman, it wasn't until the actress' breakout roles in Riding in Cars With Boys, Donnie Darko and the critically-acclaimed film, Secretary, which earned Gyllenhaal her very first Golden Globe nomination, that made her a household name.

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Gyllenhaal continued earning well-deserved acclaim for her work in films like Crazy Heart, for which she was nominated for an Oscar, The Dark Knight, and most recently, a pivotal role in the television miniseries, The Honourable Woman, which won her the Golden Globe for Best Performance by an Actress in a Miniseries or a Motion Picture Made for Television.

So what's next for Gyllenhaal? She's getting gritty for an upcoming role as a Time Square prostitute, Eileen "Candy" Merrell, in the new HBO pilot, The DeuceCelebrate Gyllenhaal's 38th birthday by reliving her various looks through the years!

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