Holly Woodlawn | Transgender Woman

Holly Woodland is one of the prominent actresses back in the ‘70s. She lived a bohemian childhood and is a native of Puerto Rico; and grew up in Miami and came out at a young age. Woodlawn changed her name to Holly, which is inspired by the film Breakfast at Tiffany’s.   Midway into her teens, Woodlawn traveled to New York in search of meaning. In 1969, she thought about making investments for a sex reassignment surgery but eventually decided against it. That same year she also picked up her last name Woodland, which she saw on an episode of I Love Lucy.

Holly changed her career for the better when she met Andy Warhol at his studio to screen the 1968 film Flesh. Andy connected her to Jackie Curtis, who would, in turn, cast her for the 1969 play Heaven in Amber Orbit. And since then, she constantly appeared in various plays and films and even sang for Gabriel Rotello during the mid-’80s.