Raw in 1999 i believe; Rock did a bad blade job and covered his side of the ring with his blood. I forget the kind of match tho. It was caused by a HHH chair or chain shot i think.
Also, yeah Flair bladed a lot, if I remember correctly he even bled in Wrestlemania 8 during a no blading period and got fined quite a lot of money. (Also I think Bret Hart did too but didn't get fined because he was discreet about it or something)
Anyways, back on topic, Shawn Michaels got in a street fight with Edge on January back in 2007 that got bloody.
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