Can the chairs hold 3 cups at a time? Also, do they allow wigs?

Just only 2.

So long as the wig is on your freshly shaved crotch and it's not exposed to the children your good to go... Why bother with a cup, use a bottle with long straw...you do not have to use your hands or fingers

Wigs yes. I saw a cosplayer at Thor. No problems.

No 2 cups at time. For cups. Wigs no idea