10 Times Wrestlers Cried And Made Everybody Feel Really Awkward

9. Ric Flair (Monday Night Raw, March 31st 2008)

vince mcmahon crying
WWE Network

Totalling up the amount of times Ric Flair has cried on WWE would probably result in a list bigger than Chris Jericho's, but none of his wobblier moments compare to his complete emotional collapse the night after his WrestleMania 24 retirement.

In that beautifully draining clash, Flair broke down mid-ring as he prepared to willingly take the bullet Shawn Michaels had regrettably promised to put in his career. Willing the 'Heartbreak Kid' to finish the job with Sweet Chin Music, Flair's game tears were inch perfect, making him look every bit the old man that had reached his expiration date.

He'd not recovered from the sentiment of it the next night, and perhaps never has.

Sent to the ring for Raw's closing segment to say goodbye to the fanbase one last time, Flair was interrupted by Triple H and his tear ducts knew the fix was in.

Breaking down at 'The Game's mere presence, Ric wasn't recoverable as Hunter brought out more and more friends and rivals from his legendary career. Wrestlers would fall to their knees in worship of 'The Man', only making it more awkward when the weeping icon barely had the composure to take in the gesture.

It was genuinely lovely. Weird and uncomfortable, but lovely.

Contributor
Contributor

Michael is a writer, editor, podcaster and presenter for WhatCulture Wrestling, and has been with the organisation over 7 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 30 years. As one third of "The Dadley Boyz", Michael has contributed to the huge rise in popularity of the WhatCulture Wrestling Podcast, earning it top spot in the UK's wrestling podcast charts with well over 50,000,000 total downloads. He has been featured as a wrestling analyst for the Tampa Bay Times and Sports Guys Talking Wrestling, and has covered milestone events in New York, Dallas, Las Vegas, 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