Over the last few years there have been some interesting commercials coming out that have transgender themes.
The IKEA 'Redecorate Your Life' one (Boy, I miss shopping at the IKEA back home)
The Holiday Inn 'Bob Johnson' Super Bowl ad. The Reichers screamed bloody murder to get it yanked off the air.
The Campari ad from Italy
South Korean transwoman Harisu in a Dodo makeup commercial