Jerry Lewis commissioned this painting of himself and his family and pets from Margaret Keane, who was the original artist of the big-eyed-waif-kid-holding-a-sick-kittycat genre. I'm not sure whose idea the harlequin tights was, but if you notice, Mrs. Lewis is not wearing them. I'm sure she'd had just enough of Jerry's shenanigans and crackpot theories for one day that day. I do know, or have read, however that this was the Lewis family's Christmas card one year.
Notice Jerry's apparent lack of genitalia under the tights in this painting, which I think is pretty odd, considering it probably takes a lot of balls to pose in jester tights.