10 Most Cringeworthy WWE Backstage Segments

9. The Boogeymen

The world's broad astonishment at Donald Trump's rank indifference towards his critics is not one shared by wrestling fans that witnessed his problematic swing through the organisation in 2007.

Not a man that appears overly keen on compromise or understanding, the future President agreed to be subjected to the vignette treatment shortly before his WrestleMania 23 'Battle Of The Billionaires' walk-out with Bobby Lashley, but it looked to be on his own terms to an almost farcical degree.

Whinging on the phone about a lack of food flanked by the silent and forlorn former Miss USA Tara Conner, Trump's droning moan was suddenly disturbed by comedy weirdo The Boogeyman. Staring down the worm-munching monster like a man that had clearly witnessed things far more horrific, Trump no-sold the threat and diffused the punchline with all the subtly of one of his uppercase-only Tweets. "Get me some food, okay?" was all he offered the man from the 'Bottomless Pit' - Boogeyman himself had no choice to perform the duty after his swamp was drained.

The humourless billionaire talked down to Little Boogeyman to close off the most unfunny and unproductive minute of one of the company's most-bought cards.

Contributor
Contributor

Michael is a writer, editor, podcaster and presenter for WhatCulture Wrestling, and has been with the organisation nearly 8 years. He primarily produces written, audio and video content on WWE and AEW, but also provides knowledge and insights on all aspects of the wrestling industry thanks to a passion for it dating back over 35 years. As one third of "The Dadley Boyz" Michael has contributed to the huge rise in popularity of the WhatCulture Wrestling Podcast and its accompanying YouTube channel, earning it top spot in the UK's wrestling podcast charts with well over 62,000,000 total downloads. He has been featured as a wrestling analyst for the Tampa Bay Times, GRAPPL, GCP, Poisonrana and Sports Guys Talking Wrestling, and has covered milestone events in New York, Dallas, Las Vegas, Philadelphia, London and Cardiff. Michael's background in media stretches beyond wrestling coverage, with a degree in Journalism from the University Of Sunderland (2:1) and a series of published articles in sports, music and culture magazines The Crack, A Love Supreme and Pilot. When not offering his voice up for daily wrestling podcasts, he can be found losing it singing far too loud watching his favourite bands play live. Follow him on X/Twitter - @MichaelHamflett