From pigtails and cowgirl costumes to grunge-era goddess to "Grey Gardens," 35-year-old Drew Barrymore has experienced more style (and career) transformations than most.

As heir to one of Hollywood's most famous acting dynasties, former child star with a tumultuous past, and current award-winning leading lady and director, Barrymore has endured nearly a lifetime in the business with confidence and her own unique personal style.

The actress is back on the big screen -- opposite real-life boyfriend Justin Long -- in the rom-com "Going the Distance," in theaters Sept. 3.

Browse the below gallery of her most memorable looks, both on and off the set.

Meanwhile, check out Helen Mirren's ever-changing style.