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Gossip Burst Report

The Undertaker Seen Holding Two Alcohol Glasses in 1 Hand In Rare Photo With Dennis Rodman and Ric Flair

Author

Robert Clark

Published Mar 26, 2026

The Undertaker maintained his kayfabe for over three decades to protect his character. Due to that, fans saw only the side of The Deadman that he portrayed. However, very few knew his real personality.

Once Taker started appearing in interviews, we got to see who Mark Calaway was in real life. Taker also attended family functions, and events without worrying about his kayfabe. However, in one of those functions, we got to see the unique ability of Taker.

A few years back in 2018, The Undertaker was one of the WWE stars to attend the wedding of Ric Flair. Moreover, during this time, The Phenom started appearing in public. However, at the wedding, we saw Taker holding two glasses of whiskey in one hand.

Cageside Seats a few years back shared the picture on their Twitter account. In the picture, The Deadman is holding two whisky glasses in his left hand. Moreover, he is posing for a picture with the groom Ric Flair and former NBA player and nWo member Dennis Rodman.

Surprisingly, this picture quickly got viral among wrestling fans on Twitter. They shared their reactions to the photo with some questionable and hilarious comments.

The Undertaker Is Set To Reveal Plethora Of Secrets He Kept Hidden And Protected To Maintain Character’s Mystique For Three Decades

Many reacted on The Undertaker holding two glasses in one hand and posing.

Not gonna point out that Taker is double fisting with one hand?

— Kyle Dillon (@kyledillonisme) September 13, 2018

Under Taker is naturally pissed

— PalletKingsUg🇺🇬 (@PalletKingsUg) September 14, 2018

The question that made fans scratch their head is who is the man behind and why is he afraid?

The weirdest part of the photo is the guy in the back. Man looks scared.

— Jim (@jmilb10053) September 14, 2018

This was a sight to see for many fans. Despite of The Phenom was an active WWE star that year, he came to the wedding. He attended as he is a close friend of The Nature Boy.

The Undertaker was present at Ric Flair’s last match

Ric Flair’s last match, which happened on 31st July 2022, was a mega-event in wrestling. It was a joint show by where wrestlers from AEW, GCW, Impact Wrestling, Lucha Libre AAA Worldwide (AAA), MLW, NWA, NJPW and from many other promotions took part.

However, The Undertaker made his presence felt at the show, which was a shocking scene. WWE was not a part of this event, yet Taker attended along with his wife Michelle McCool and daughter Kaia Calaway. He was present for his friend and to witness the last match as a fan of The Nature Boy.

Apart from The Deadman, other WWE Hall of Famers Bret ‘The Hitman’ Hart, Mick Foley, Diamond Dallas Page also showed up at the event. In the end, after the match, Taker hugged Flair and said some words in his ears.

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