There's Something About Miriam (2004) Episode 1

There's Something About Miriam was a British reality television show filmed in 2003, created by Remy Blumenfeld and Gavin Hay and originally broadcast in the United Kingdom in February 2004. Hosted by Tim Vincent, it featured six men wooing 21-year-old Mexican model Miriam Rivera without revealing that she was transgender until the final episode.

https://en.wikipedia.org/wiki/There%27s_Something_About_Miriam

for a fascinating collection of Transgender documentaries go here
https://concen.org/torrents?title_op=allwords&title=transgender%20collection&title_1_op=not&title_1=&seeds=1&order=title&sort=asc