Most famous person you ever played chess against.

Who was giving the simul?

Sasikiran and Negi in a simul

Aged 19, I had the great pleasure of playing against Sir Stuart Milner-Barry, in a county match. He played the Milner-Barry Gambit against me and thrashed me. He was a lovely, kind old gentleman, who was 60 years older than me.

Much later, I learned that he had played a very important role in breaking the German Enigma codes in World War 2.

Tal.

In a simul, at the World Open in Saint John, 1988.

We drew.

I played an IM in a simul. Can't rem his name as it was decades ago. Materially I was equal for the vast majority of the match. Only he had a central wedge of pawns and I had pawn islands all over the place..... you can guess the rest

Was he voraciously smoking at the time? Or at least drinking? I think that would be half the fun.

He sprinted for the tavern as soon as the game was over.

I noticed that one of his hands was just a claw.