25 Most OUT OF POCKET WWE Attitude Era Moments

7. Shane McMahon Is Sick

Michael Landsberg loved interviewing WWE Attitude Era stars back in the day. The general thrust of each chat was that Landsberg would ask the wrestlers if they were corrupting the nation’s youth, they would say no, and he’d keep asking again and again until he got them to say something out of pocket. This gegenpress of an interview tactic yielded spectacular results the likes of which Landsberg couldn’t even dream of when chatting with the McMahon siblings. 

Not remotely media trained, and making an ultra-rare venture outside of the WWE realm at a time when they were both snot-green, this was destined to be extremely disconcerting in a very McMahonian way. It was. 

Landsberg broached the topic of breast augmentation surgery. He pressed Stephanie McMahon about what her limits were as a performer. Is there anything she wouldn’t do? 

Steph asked Landsberg to clarify. Not wanting to say it outright, Landsberg asked Steph if she’d do what Debra does. “Puppies,” a flustered Landsberg eventually said. He could not actually bring himself to say “Would you get them out for the lads?”

Steph said she’s not built like Debra. 

It was at this point that Shane, incredibly, went to bat for his biological sister’s sweater meat. “They’re just smaller puppies, that’s all,” Shane said, looking down at Steph’s rack. “They’re cute”. Cute? What? You shared the same womb! You can’t say that. That's insane. What the hell was he thinking?

“My sister doesn’t have tig old bitties, but they’re still diesel,” Shane might as well have said.