8. He Regretted Posing In Playgirl Magazine
Story: Michaels posed in Playgirl Magazine in 1996 at the time when he received the biggest push of his WWE career as a first time WWE Champion. He figured that Playgirl magazine was aimed towards women like Playboy is supposed to be for men. What he found out that is that it's mostly gay men that read it, so he regretted doing it. It's also something that he has been teased about quite a bit in his career. Whether it was Bret Hart ripping him for it as a way to get heat in their storyline or Triple H mentioning it in a joking manner during DX skits, it's been used on WWE TV a few times. Did he know that it was intended for gay men instead of women? According to him, he had no idea.
Why People Believe It: He's the most famous wrestler to pose in it. Others don't do it. It's understandable that he would have regret about it.
Should We Believe It: Most likely he regretted it and had no idea what the magazine was really about. However, he probably had to clear it with management. Somebody should have let him know what the magazine was really about it in order for him to decide if he wanted to pose in it.