3. Sammy The Tranny
Henry became attracted to Chyna towards the end of 1998 and into 1999. It led to a storyline that was memorable for all of the wrong reasons. Chyna teased Henry for a while and then she brought in her friend Sammy with the idea they were going to have a three way. During the Raw broadcast on January 18, 1999, Chyna went into the ring to show what happened with Sammy. Henry didn't want it to happen especially because his mother (not really her) was at ringside. The tape rolled. http://youtu.be/fqbRBqmQgFI The tape showed that Henry was getting a little frisky with Sammy when all of a sudden he realized that Sammy was a transvestite. Yeah that's right, Sammy had a penis. Henry freaked out and threw up in the toilet while Sammy took off her wig. Of course the name was "Sammy" since men and women have used that name. Chyna ended up giving Henry a low blow while Henry's mom was seen disciplining his son. It was the ultimate humiliation for Henry, who was made to look like a fool all the time. Once again this was a moment in Henry's career that we're sure that WWE wants us to forget, he wants to forget and those of us that watched this want to forget that it ever happened.