Did this ever happen?

Sid Caesar did it, I hear. Right cross.

 

Wellll, chok, I don't know about you, brother, but Sid Caesar has always been a champ in my book.

 

Its bull**** ,and, even if it were possible it would be completely unacceptable ,and cruel don't you think?

 

It depends, doesn't it, Boucher? I mean, some horses are pricks.

 

Some can be a nag, I grant you that.

 

It is very unlikely. A horse has a very thick skull.
A good professional boxer could hit hard enough to do it if he got lucky. But unless the horse was secured in some manner it would be very difficult to aim a good blow. Rumor has it that champion boxer Roberto Duran won a bet by knocking out a donkey with one blow.

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A horse walked into my bar,,,,,and I asked 'Why the long face'.

More long tails,,,,,,,,,,,
Pipino Cuevas ripping the speed-bag mount of its hinge.
Sonny Liston splitting head gear stitches.
Floyd Patterson catching two-flies, one with each hand simultaneously.
Carlos Monzon knocking out Joe Frazier in a sparring session.
Cassius Clay schooling Ingemar Johansson in a sparring-session.