The Undertaker put his body on the line for the enjoyment of fans and most of them always appreciated that. He has gone through numerous changes over the years, but some momentary changes became infamous for amusing reasons. This includes the time he wore Python pants for a show – something that he thought would fit his character.

At the Survivor Series pay-per-view in 2000, The Undertaker squared off against Kurt Angle for the WWF World Heavyweight Championship. During the match, ‘The American Badass’ wore snakeskin pants – something that many fans didn’t like whatsoever.

While speaking about the attire in Six Feet Under podcast episode, The Deadman revealed that he pushed hard for the pants to be made, believing that they would look great on him and suit his character. As it turned out, that was not the case whatsoever.

Terry Anderson, she’s the one that did my ring gear, my whole career. She was always trying to get me to do something with my jackets. She always wanted to make them extraordinary, which she did, but I was always super conservative. I remember going to her, I’m the American Badass at this point. I go to her because she was like, ‘Hey, what do you want to do for Survivor Series?’ I said, ‘I want to do python skin pants.’ She looks at me, deadpan, ‘No you don’t.’ ‘They will be badass.

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Think about it. Snakeskin pants.’ ‘Mark, no.’ ‘Are you kidding me?’ I thought she would love the idea. ‘You’re too big. They will look ridiculous.’ ‘Noooo, this is going to be the absolute coolest look the American Badass has ever presented.’ ‘No, Mark, it’s not.’ She tried her hardest to talk me out of those pants, and I wouldn’t hear it. Then, it got to the day of. I didn’t have any back up. When I put them on and I looked. I was like, ‘Holy shit, you’re the main event tonight against Kurt Angle and you look like you have some pants that belong to the Godfather.

Kurt Angle would ultimately win the match using unfair means at Survivor Series 2000. Regardless, The Deadman will forever regret pushing hard for a pair of pants that simply looked ridiculous on him.

What do you think of what The Undertaker said? Do you feel this was the biggest mistake in his career? Let us know in the comments section below!

Subhojeet Mukherjee

Subhojeet is a professional wrestling fan for over 22 years. He got captivated by the sport during the Monday Night Wars and has a passion for it ever since. He also enjoys TV shows, movies, anime, novels and music, which broadens his perspective and appreciation for wrestling. He is a knowledgeable and respected voice in the industry.

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