High Drama: The 50 most dramatic punches in boxing history

By Matt Bozeat


50) MICHAEL BENTT v TOMMY MORRISON

October 29, 1993

Morrison decided beating up Michael Bentt would be a good way to sharpen his tools before fighting Lennox Lewis for his heavyweight belts. The opening minute went as planned with Bentt being dazed and driven to the ropes. The moment Morrison stopped punching, however, Bentt hit him back with a right to the chin and the fight changed. Morrison was stunned and Bentt went on to drop him three times and stop him in 93 seconds.


49) MIKE TYSON v REGGIE GROSS

June 13, 1986

Gross threw the kitchen sink at Tyson in the opening round. He landed a punch and then opened up, aiming 20 punches at Tyson, landing a couple, but missing most as Tyson twisted his upper body one way then the other. Gross paused for a split second before throwing his next one and Tyson pounced. He needed only one punch, a left hook. Gross landed on his back, got up and was dropped again before it was waved off.


48) CHARLEY MITCHELL v JOHN L SULLIVAN

May 14, 1883

As Sullivan remembered in his autobiography, Mitchell was sent from England – Birmingham to be exact – “to knock out the Boston giant.”

Mitchell did the unthinkable in the first and put Sullivan on the canvas with what was described as “a short right hand to the face.” Sullivan would always insist he had been caught off balance and said he “got up immediately and went at him like a bull at a red rag.” Officials jumped into the ring to pull Sullivan off Mitchell in the third.


47) TYSON FURY v DILLIAN WHYTE

April 23, 2022

There were 94,000 fans at Wembley Stadium and Fury gave them the exclamation mark finish they wanted by detonating a right uppercut on Whyte’s chin in the sixth.

Whyte got up on very shaky legs and referee Mark Lyson agreed with Fury that the fight had to be stopped.


46) SUGAR RAY LEONARD v MARVIN HAGLER

April 6, 1987

Seven years earlier, Leonard had wound up a bolo punch against Roberto Duran in their rematch and not thrown it.

Against Hagler, he let it go in the fourth round. The right uppercut appeared to land a shade low, but there were no complaints from Hagler. He was more vocal at the end, after two of the judges scored for Leonard.


45) ROBERTO DURAN v KEN BUCHANAN   

June 26, 1972

The record books should really state that Buchanan kept his WBA lightweight championship at Madison Square. Duran really should have been disqualified for driving a right into the Scot’s groin after the bell to end the 13th round. Such was his pain, Buchanan had to be half carried back to his corner, but Duran went unpunished by referee Johnny LoBianco and Buchanan lost his world title because he was unable to continue. “Every time I think of Duran,” Buchanan said later, “my balls hurt.”


44) FLOYD MAYWEATHER v JUAN MANUEL MARQUEZ 

September 19, 2009

Out of the ring for 21 months, Mayweather soon got his boxing brain working again. Marquez decided the best way to deal with the hard stabs Mayweather aimed at his body was to deflect them with his right arm. Mayweather noticed and, in the second, he shaped to jab at the Mexican’s body and then turned his punch into a left hook at his jaw. The punch connected, sending Marquez to the canvas for a short count. Mayweather went on to win on points.


43) NAOYA INOUE v NONITO DONAIRE 

November 7, 2019

Only Donaire knows how he got up after Inoue ripped a left hook into his liver in the 11th round of 2019’s best fight. Donaire took a couple of steps back hoping the pain would ease – and it didn’t. He went down for 9 and ¾ and went on to lose on points.


42) DEONTAY WILDER v TYSON FURY

December 1, 2018

Wilder spent all night trying to find Fury’s chin with his right hand. When he connected in the 12th round, Fury landed flat on his back, taking a left hook on his way to the canvas. The fight wasn’t over. Rather, one of the great rounds in heavyweight history was about to ignite. Fury won the rest of the round and was then denied victory on the scorecards, Wilder keeping his belt with a draw.


41) SUGAR RAY LEONARD v ROBERTO DURAN

November 25, 1980

Five months after brawling with Duran and losing on points, Leonard took a different approach to the rematch.

This time, he would box Duran and he found it suited him better.

Leonard started to toy with ‘Hands of Stone’ in the seventh. He wound his right arm round and round like a windmill, but rather than land the bolo punch as suggested, Leonard stuck a fast left jab in Duran’s face.

Duran was humiliated and the following round, he turned away and refused to carry on fighting.


40) RICKY HATTON v KOSTYA TSZYU

June 4, 2005

Hatton had been put on his knees in the seventh by a low blow and was given time to recover from another in the ninth. Referee Dave Parris waved them together and Hatton fired a left hand to the champion’s groin, leaving him on the floor in agony. “It was very important,” recalled Hatton. “I didn’t want to show any weakness.” He battered Tszyu throughout the 10th and 11th and he didn’t come out for the last.


39) MICKY WARD v ARTURO GATTI

May 18, 2002

Say ‘Round Nine’ to any boxing fan and they will know the subject is the first Ward-Gatti fight.

After ending the eighth under fire, Gatti was dropped early in the next by a left hook to the liver, Ward’s trademark punch. It was the catalyst for one of the greatest rounds in history. Gatti got up, survived the subsequent onslaught before mounting his own. The final twist in an unforgettable three minutes came when Ward landed a right hand to Gatti’s jaw.


38) BERNARD HOPKINS v OSCAR DE LA HOYA

September 18, 2004

“He caught me right on the button,” was how de la Hoya described the short left hook to the body that left him writhing in agony on the canvas in the ninth round in Las Vegas. “Believe me, I tried getting up, but I couldn’t.” Some still don’t believe him to this day.


37) LENNOX LEWIS v MIKE TYSON

June 8, 2002

Lewis waited years to get his hands on Tyson and when they finally met, he outboxed him, beat him up and then laid him out with a sweeping right hand in the eighth round.


36) DONALD CURRY v MILTON McCRORY

December 6, 1985

The argument over who was the world’s best welterweight was effectively ended when Curry landed a brilliant left hook on McCrory’s chin midway through the second round, sweeping him off his feet and taking his senses. McCrory got up but Curry needed only one more punch, a right hand to the jaw.


35) FRANK BRUNO v MIKE TYSON

February 25, 1989

The punch that got a nation out of their seats. On the 25th anniversary of Cassius Clay stunning Sonny Liston, Bruno faced similar odds in Las Vegas. There was a lot of money bet on Bruno not lasting a round and it looked a decent investment after Tyson dropped him in the opening seconds. Bruno got up, hung on so desperately he was docked a point and then punched with Tyson, landing a left hook that buzzed the champion. “He’s hurt Tyson!” screamed BBC commentator Harry Carpenter. “Get in there Frank!”


34) JOE CALZAGHE v CHRIS EUBANK

October 11, 1997

Eubank was having his 22nd world-title fight, Calzaghe his 23rd pro fight.

Was the Welshman ready? He took all of 20 seconds to answer. Calzaghe banged the Brighton eccentric with a southpaw left, sending him to the canvas for only the fifth time in his 49-fight career. Eubank quickly scrambled to his feet, looked over at Calzaghe and nodded in appreciation. “I remember thinking: ‘It looks like a long night,’” said Joe, who went on to win on points.


33) RICKY HATTON v JOSE LUIS CASTILLO

June 23, 2007

“I moved him into position and got all my weight behind it,” remembered Hatton of his fourth-round, body shot KO. “If he’d have got up, I’d have jumped out!”


32) BARRY McGUIGAN v EUSEBIO PEDROZA

June 8, 1985

Pedroza was making his 20th defence of his WBA featherweight title and McGuigan tore into him. In the seventh, McGuigan found the Panamanian’s jaw with a sweeping right and dropped him. “That was the moment when I knew the fight was mine,” said McGuigan. “That only doing something absolutely stupid would stop me from winning the title.”

McGuigan kept himself together and won on points over 15 rounds.


31) TEOFILO STEVENSON v DUANE BOBICK

September 5, 1972

THE sight of American hope Bobick hugging the canvas after 20-year-old Cuban Stevenson dropped him with a long right signalled the start of a new era in amateur boxing. Bobick had won his previous 60 bouts – including a victory over Stevenson at the previous year’s Panamerican Games – but the Cuban flattened him in Munich on his way to the first of three Olympic golds.


30) OLIVER MCCALL v LENNOX LEWIS

September 24, 1994

The bookmakers had McCall at a long 5/1 and Lewis got careless, wandering into the path of a right-hand haymaker that replays showed McCall slung with his eyes closed. The result was shocking. Lewis went down and though he struggled to his feet, he was shaky and the referee waved the fight off. It taught Lewis, who joined Emanuel Steward afterwards, a valuable lesson.


29) SERGIO MARTINEZ v PAUL WILLIAMS II

November 20, 2011

Martinez and Williams both put everything into their own southpaw left hands. Only Martinez’s hit the target. Williams was overheard saying to paramedics minutes after he had been peeled off the canvas: “I got hit by a punch?”


28) THOMAS HEARNS v ROBERTO DURAN

June 15, 1984

In 82 previous fights, Duran had only been dropped once, by Esteban De Jesus more than a decade before he went toe to toe with ‘The Hitman.’ Hearns had him down twice in the first and finished ‘Hands of Stone’ with a right to the jaw in the second that left him flat on his face.


27) JULIAN JACKSON v HEROL GRAHAM

November 24, 1990

Graham’s name will forever feature in lists of best British fighters to never win a world title.

Blame Julian Jackson’s right hand for that. Graham was well on the way to beating the Virgin Islander for the vacant WBC middleweight title before having his lights turned out in one of the most famous finishes of all time.


26) ANDY RUIZ v ANTHONY JOSHUA

June 1, 2019

There are those who say that, more than four years on, Joshua still hasn’t recovered from the punch Ruiz landed in the third round.

AJ dropped him for ‘six’ and when he went for the finish, Ruiz punched with him. Ruiz found his temple with a left hook that changed the fight and stunned all inside Madison Square Garden. Joshua lost control of his legs and never recovered. Ruiz dropped him three more times before the seventh-round finish.


25) TONY GALENTO v JOE LOUIS

June 28, 1939

Short, fat and balding ‘Two Ton Tony’ – given his nickname in recognition of his day job as an iceman – put all his weight into a third-round left hook and it connected with a stunning shot that awoke the champion – but not before flooring him.

Legend has it, ringsiders claimed Louis’ feet left the floor before he landed. He was up quickly – before the referee had even started to count – and went on to punish Galento and stop him in the next.


24) ANTHONY JOSHUA v WLADIMIR KLITSCHKO

April 29, 2017

After flooring Klitschko in the fifth and then finding himself on the deck himself in the sixth, Joshua needed something special to regain control after losing his way in rounds seven and eight.

In the 11th, Joshua missed with a right and then a left hook in the 11th.

The only punch he could throw next was a right uppercut – and it landed, cinematically and with tremendous force, knocking him dizzy. It was the shot that all but ended the fight.


23) JOE LOUIS v BILLY CONN

June 18, 1941

The instructions to Louis from his corner before the 13th round were straightforward enough. He had to knock out Conn to keep his world heavyweight championship. He found the punch he was looking for after two minutes of the round, a right uppercut staggering Conn. This time, Conn couldn’t find a response and Louis kept punching to drop him for the full count.


22) JAMES TONEY v MICHAEL NUNN

May 10, 1991

Nunn was 36-0 and heading for a superfight with Sugar Ray Leonard after they exchanged words in a nightclub. After 10 rounds, Nunn was well on the way to beating Toney, leading by eight, six and four rounds on the judges’ scorecards. In the 11th, Toney crashed a left hook off Nunn’s jaw, dropping him heavily. Nunn somehow dragged himself up but was soon dropped again and stopped.


21) JOE LOUIS v MAX SCHMELING

June 22, 1938

The deciding punch in their first fight two years earlier had been Schmeling’s right hand. He dropped Louis in the fourth with it and went on to stop him in the 12th. They met again with Louis the champion and the world on the brink of War. Louis edged Schmeling back to the ropes and smashed a right off his jaw that had the German reaching for the top rope to stay on his feet. Schmeling hung on to the rope with his back turned to Louis – and the champion kept punching. In the end, one of the most anticipated fights of them all lasted just 124 seconds.


20) GEORGE GROVES v CARL FROCH 

November 23, 2013

Groves spent the weeks before the fight teasing the proud champion and even warning Froch he



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