10 Heartbreaking WWE Moments That Made You Cry

5. The Undertaker Retires In An Empty Arena

Roman Reigns crying

The Undertaker spent the last few years of his career searching for the perfect final match.

It seemed like his career was over at WrestleMania 33 after he lost to Roman Reigns in the main event. The Deadman placed his coat and hat in the centre of the ring, then disappeared into the hellfire and brimstone one last time... until John Cena coaxed him into a squash match the following year.

'Taker wasn't happy with the quality of his loss to the Big Dog, so he kept coming back for more. After disappointment against Triple H, D-Generation X, and Goldberg, WWE's longest serving wrestler called it a day with a match against AJ Styles at 'Mania 36.

The Undertaker officially bowed out at Survivor Series 2020, three decades after he made his debut at the same event. It started with 'Taker's most famous opponents, including Kane, Mick Foley, and Shawn Michaels. The Deadman even had his old Bone Street Krew friends out there; it was a wonderful moment that celebrated one of WWE's most beloved characters.

Eventually, after a touching speech by Vince McMahon, 'Taker walked slowly to the ring and declared "My time has come to let The Undertaker Rest in Peace," then posed with a hologram of the late Paul Bearer.

There wasn't a dry eye anywhere in the WWE Universe. What made the moment even more sad was that, because of the ongoing pandemic, a legend of 30 years had to say goodbye with no fans in attendance.


When I'm not trying my hardest to visit all 50 U.S. states, I'm listening to music from the 80s, watching TV from the 90s, and reminiscing about growing up in the 00s. I'm currently living in Melbourne, Australia so WWE premium live events are on Sunday afternoons for me; the absolute dream.