1. Sisterhood of Sin -- 25 -- The Gift Of Sister Pain


    Date: 6/7/2016, Categories: Spanking, Author: LastWife

    ... penguin suit takes a while to get right. When I'm dressed, she gives me the paddle, the ropes, and the antique wooden ruler with the inset metal edge. I follow the loose script as I enter the room, staying silent as he should be expecting. Claude is standing naked in the corner. He sees me dressed as I am and he doesn't look at all surprised. Clearly he is expecting Lini to be dressed this way and I have passed his cursory identity check. I don't say anything to him. Lini has told him that Soeur Douleur, that is the french name for Sister Pain, has taken a vow of silence and will be displeased with him if he doesn't follow the hand signal commands that she has taught him and me. I place the ropes and ruler on one bed and display the paddle in my hand. I issue the command for 'kneel on point, knees spread, hands behind back, eyes down' and he quickly comes forward to the point I indicated and assumes the position. His cock is beginning to harden. It does not look as if it will get very big. On the other hand, his balls are enormous. I remember Lini's words. "He's very proud of his big balls. Don't hurt them, but put enough pressure on them to make him grunt." So I walk around behind him and put the tip of my shoe up under his nutsack and lift it up until he makes a very satisfying sound of discomfort and raises up. I remove the pressure, but smack him in the shoulder with the paddle. "Je suis désolé , Soeur Douleur." He is sorry. I walk back around him, point to the other ...
    ... bed with the paddle and give him the signal for 'elbows and knees at the point, chest down, ass raised'. This is the spanking position, but it is also the position for 'milking' a 'male cow', masturbating a man to orgasm while massaging his prostate in a humiliating position of compliance. When he complies, I get behind him again and tap his inner thighs with the paddle to make him spread his legs further. I take a photo with Lini's cell phone. His huge balls nicely complement the green jewel hiding his anus. It is a very nice 'before' picture. I reach between his spread thighs and gently massage his balls and then give his cock a few strokes. he's fully hard now, and his cock is maybe just a little over five inches long, but at least it is normal thickness. With the hand that is holding the paddle, I wiggle the new butt plug that Lini has given him for this occasion. I want him to worry that I will remove it and milk him before the spanking, both ruining his orgasm and the 'fun' of the evening. But I have no intention of being so cruel. I simply wipe the precum that is suddenly present from the tip of his cock and smear it around his buns before delivering the first hard smack. "Une!" By the time I have delivered twenty, his ass looks quite red and he is clearly in great pain. Lini says the paddle does not sting as much as an open hand, but I deliver the final twenty with less force. "Quarante!" It is not one for each year of his age. Lini stopped going higher when he passed ...
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