Surely one of the greatest hypothetical but just harmless fantasy match ups in boxing, while only hypothetical — would have been Sugar Ray Leonard vs Floyd Mayweather.

At welterweight 147 lbs. in their primes.

The reality is we’ll never know how it would have went but Ray Leonard said of the comparison recently in a friendly joking way:

What a fight it might have been.

Two all time greats in the sport.

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