The Fight That Never Ended: Benn vs Eubank Sr Lives On
September 2025The Fight That Never Ended: Benn vs Eubank Sr Lives On – Benn vs Eubank Boxing history
Some rivalries never die. For boxing fans, Nigel Benn vs Chris Eubank Sr wasn’t just a clash of fists, it was a war of worlds. Two warriors with opposite styles and personalities defined an era of British boxing in the 1990s. Today, that fire burns again—through their sons, Chris Eubank Jr and Conor Benn… let’s dive into the Benn vs Eubank Boxing history.
This isn’t just another boxing match. It’s a generational saga.

The Legends: Chris Eubank Sr & Nigel Benn
Nigel “The Dark Destroyer” Benn—raw aggression, ferocious power, and a man who fought like every bout was his last.
Chris Eubank Sr, the showman, the tactician, the provocateur with a stiff jab and an even stiffer upper lip.
Both men rose through the ranks of British boxing in the late ’80s and early ’90s, capturing world titles and the public’s imagination. But their true legacy was forged when their careers collided.
The Clashes That Defined a Generation

Fight 1: November 18, 1990
The O2 Arena could barely contain the tension. Eubank Sr stopped Benn in Round 9 in a shocking upset, snatching the WBO middleweight title and silencing critics.
Fight 2: October 9, 1993 – ‘Judgement Day’
A sold-out Old Trafford crowd watched as the two met again. This time, the result was a controversial split draw. Fans and experts argued for years, but Eubank Sr has since admitted on stage that Benn probably deserved the win.
Controversies, Mind Games & Mayhem
The drama didn’t end in the ring. Accusations of sabotage, psychological warfare, and post-fight interviews added layers of animosity.
They nearly came to blows again on a UK reality TV show, in a viral moment where old grudges flared up on camera:
Watch it here:
The Four Kings Documentary on Netflix
To understand just how much this rivalry shaped UK boxing, watch Four Kings—a brilliant documentary featuring Chris Eubank, Nigel Benn, Lennox Lewis, and Frank Bruno.
Watch it on Netflix: Netflix – Four Kings
Where Are They Now?
Chris Eubank Sr
Still the enigma. He’s spoken out both in support and concern over his son’s career, even publicly stating that Benn won the second fight back in the day. Despite personal tragedies and estrangement at times from Chris Jr, he remains a strong presence in British boxing lore.
Nigel Benn
Now based in Australia, Benn has turned to faith and family, offering wisdom to Conor. He’s also expressed hopes that the new generation’s rivalry doesn’t repeat their mistakes outside the ring.
Enter the Sons: Chris Eubank Jr vs Conor Benn
When these two clashed, it was more than hype—it was legacy.
Their First Fight
Chris Eubank Jr won decisively by unanimous decision. The build-up was chaotic: failed drug tests, weight drama, rehydration clauses, and a famously bizarre press conference where Chris Jr claimed he’d been sabotaged by… You guessed it… an egg.
The Rematch is Coming
Date: November 15, 2025
Tottenham Hotspur Stadium
Tickets & Details: Eubank vs Benn 2 – Prestige Events
This isn’t just about revenge. It’s about fathers, sons, and who truly owns the legacy.
Legacy Is On the Line
What began in the ’90s with Nigel Benn and Chris Eubank Sr hasn’t faded… It’s evolved. Their sons carry not only their DNA but their unfinished business. Fans old and new are watching closely. The past is prologue, and history may repeat itself… only louder.
Get your hospitality tickets here.
FAQs
Who won the fight between Nigel Benn and Chris Eubank Sr?
Eubank Sr won the first fight in 1990; the 1993 rematch ended in a draw.
Did Nigel Benn beat Eubank in their second fight?
Officially, it was a draw, but Eubank Sr has said Benn deserved the win.
Where can I watch the Four Kings boxing documentary?
You can stream Four Kings on Netflix.
Are Chris Eubank Jr and Conor Benn fighting again?
The rematch is scheduled for November 15, 2025, in London.
Where can I get tickets for the Eubank vs Benn rematch?
Grab tickets at Prestige Corporate Events