The first woman that comes to my mind is Kris Jenner. She has to be a active cuckoldress. She loves the BBC and its common knowledge she encourages her girls to all go get the BBC as well. Rumors swirled that she was most likely cucking Robert kardashian with OJ. So it wouldn't surprise me any if down the line it comes out she was actively cucking Bruce as well with BBC when they were married. This cuckolding and possible sissyfication could be what pushed bruce into becoming Caitlyn. Kris is pretty hot still for her age and the 1st celeb I think of as a cuckoldress.