Christine Jorgensen
Christine Jorgensen (May 30, 1926 – May 3, 1989) was an American transgender woman who was the first person to become widely known in the United States for having sex reassignment surgery. Jorgensen grew up in the Bronx, New York City. Shortly after graduating from high school in 1945, she was drafted into the U.S. Army during World War II. After her military service, she attended several schools and worked; it is during this time she learned about sex reassignment surgery. Jorgensen traveled to Europe, and in Copenhagen, Denmark, obtained special permission to undergo a series of operations beginning in 1952. Description above from the Wikipedia article Christine Jorgensen, licensed under CC-BY-SA, full list of contributors on Wikipedia.
Cast

Reel in the Closet
Self (archive footage)

We... Who Are Sexy!
Christine Jorgensen

Casa Susanna
Self (archive footage)

Disclosure
Self (archive footage)

Christine in the Cutting Room
Self (archive footage)

What Sex Am I?
Self

Paradise is Not for Sale
Herself

Dawn: A Charleston Legend
Self (archive footage)

A Point of No Return
Herself