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"Tell your stepmother Rita, how would like to hump her shoes,Pantywaist!" Caroline stammered, "Stepmother Rita please let me humpyour stiletto shoes and shot sissy cream into them!" Caroline lost hercookies at that point and Regina made here clean the inside of her heeland as well as the knee high.Caroline, begged Regina to milk her with a shoe again and she obligedthe pathetic sissy. Regina continued humiliating and castigating hersissy step grandson while letting him hump the toe end of her shoe. Shehad the sissy trained and held the shoe still and laughed as thepathetic pansy thrust his sissy hips. Caroline was thrusting his hipswildly so that the nylon encased sissy stick would make contact withthe inside of the pointed toe of her stiletto. "Look he followswherever I move the shoe." Regina said. "Oh, mother I can't believe howeffective shoe milking can be." Mrs. Monet commented.Regina kept pulling the shoe away as Caroline begged her stepgrandmother for relief. "Please,. Despite her fantasies she’s not a miniskirt and sexy tops type of woman. That’s why she was so embarrassed when after going through everything in her closet I settled on a tiny, silky black slip.When we were in her closet looking over her wardrobe she didn’t show me the little slip. She had no intention of keeping its existence from me. It’s just that wearing it as an outer garment would never have occurred to her. I was standing in her closet looking at what she has to wear. It’s a pretty disappointing selection. I gave up and turned to go back out into the bedroom and saw the slip hanging on a peg. I picked it up, went out, handed it to her and told her to put it on.I stood back and smiled as I watched her put it on without the slightest suspicion it’s all she’s going to get to wear. The slinky little garment is sexy as hell. The material over her breasts is just delicate looking lace. Through it I can make out her little nipples clearly. The hem is only two inches below her.
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