Former world heavyweight champion Larry Holmes shared the ring with some of the greatest heavyweights in boxing history, including Mike Tyson.

He boasts victories against the likes of Muhammad Ali, Ken Norton and Earnie Shavers, holding the heavyweight championship for seven years from 1978 to 1985, when he lost his crown to Michael Spinks.

Despite the incredible success he achieved throughout his illustrious 29 year career, there was one man that Holmes could not get the better of, which was none other than Tyson.

It was January 22 1988 when Tyson knocked out ‘The Easton Assassin’ in the fourth round of their showdown in Atlantic City. Another destructive performance from ‘Iron Mike’ who still holds the record as the youngest ever world heavyweight champion.

Speaking to Sky Sports’ Ringside, the 75 year old was asked if ‘The Baddest Man On The Planet’ could have survived in that golden era of heavyweights, claiming it would take George Foreman just seconds to get the job done.

“I ain’t knocking Mike Tyson… No! Joe Frazier would beat him up at his own style. Ali? Slap him all day with the jab. Kenny Norton? Too strong.

George Foreman? 2 seconds!”

58-year-old Tyson made a sensational yet controversial return to boxing last month when he faced YouTube star Jake Paul in Texas.

In an eight round contest at the AT&T Stadium, the heavyweight icon struggled throughout and was seen to be physically exhausted when the final bell rang. Following the defeat to Paul, ‘Iron Mike’ initially revealed his plans to continue boxing, but has since made a u-turn and is expected to go back into retirement.