15 Embarrassing Stephanie McMahon Moments

9. Off With Her Top

https://www.youtube.com/watch?v=qpFn-5KKahQ&feature=kp New Year's Day 2001 was to be a great night for Stephanie McMahon. She was put in charge of Raw by her father, whose sexual escapades with Trish Stratus left him unable to appear on the flagship program. After being drenched in beer by Steve Austin four days earlier on SmackDown, it was understandable that the primary focus of her wrath would be good ol' Stone Cold. She attempted to humble him by making him work as a vendor for the night but, as he did so many times before to her father, Austin turned the tables on Stephanie. He sprayed mustard all over her shirt and generally disobeyed every order given to him. To say the Billion Dollar Princess was becoming more and more frustrated with every passing minute would be an understatement. Austin made his way to the ring later in the evening's program and claimed to have sold all of the beer and hot dogs that he had been given. It was revealed that the APA and Jacqueline were the buyers before Austin demanded the WWE title match that he had coming to him. Stephanie, one step ahead of Austin, said that he could have a No. 1 Contender's match against William Regal later in the night. Not thrilled by the decision, Austin saw the opportunity to get one over on the boss' daughter. He put the vendor tray on her, "just to see what it looks like." As she protested and ordered him to take it off, he did, ripping her top off with it. For the first time in her life, Stephanie was left exposed and humiliated. She ran to the back, trying desperately to cover her bra with her hands, the crowd erupting into a huge ovation as she did so. It was a great moment and one that proved that, as long as there were McMahon family members left, Austin would be there to torment them.