Which boxer did the most damage to Mayweather? His physically toughest fight?

[Joe Beamish]

It was between Cotto and Maidana, but I have to say Maidana looked like he got to him more, After both those fights Floyd visibly looked like he was in a fight.

This. In both fights, Floyd looked like he was not enjoying himself, and his face showed it afterwards. The prime version of Floyd, even in the first Castillo fight, was totally unbothered, even when the going got rough.

Sugar Shane rocked him, but only briefly.

[Santa_]

Cotto without a doubt.

Mayweather confirmed this.

[punchr]

Cotto without a doubt.

Mayweather confirmed this.

That was before he fought Maidana, but yes Cotto was his toughest fight damage wise, but I want to hear what he says about Maidana

[Santa_]

That was before he fought Maidana, but yes Cotto was his toughest fight damage wise, but I want to hear what he says about Maidana

True, somebody needs to ask him again.

[punchr]

Santa_ @el***

Mayweather said Marcos "Maidana punches like he has steel in his gloves"

[Santa_]

Santa_ @el***

Mayweather said Marcos "Maidana punches like he has steel in his gloves"

Daaaamn. Imagine if Maidana was allowed to wear man gloves.

[Zn1]

Voted for Castillo but after him Cotto was the next.

This is how I feel too, and Castillo won their first fight IMO

[Zn1]

I think it was Cotto. I'm watching the Cotto fight and Mayweather was getting his monkey ass hit, Cotto was making contact with Mayweather's body and head.

[punchr]

Are you a blackarican? Don't be sensitive nigga

[champion4ever]

May has admitted on record that Cotto was the strongest opponent he has ever faced. So I will have to go with Miguel Cotto.