"You will love this sissy, it has a pretty pink gem on the end" and I then felt her pushing a hard dildo into my ass, It wouldnt go in straight away and she had toslid it in and out for several minutes before it found its way completely in and my ass closed back around it, during that time I was moaning with both pain and pleasure."stand up sissyboi" she said I stood in front of her my nipples aching cock straining at it's cage while she was still sitting, holding my clothes."These look a bit manly for you to be wearing" she said, with that she quickly went downstairs, when she returned she was holding some stockings a suspender belt and a lacy thong. she had me step into the stockings, pulled them up and attached the suspender belt then had me step into the panties, which she pulled up and made sure my caged cock was sitting slugly inside."Well arnt you a pretty sissy" She said picking up my shoes and trousers "now come downstairs so you can pay for this" I followed her downstairs as. Jon’s a good shot with the cane and the expression on Vicky’s face told me that the fourth stroke was on, if not very close to his target. When the fifth stroke landed her orgasm was unmistakable. Her entire body spasmed, her widespread legs quivered uncontrollably and her hips undulated up and down as wave after wave of agony and joy coursed through her ravaged body. It took her the best part of ten minutes to come down from her pain-induced high. She remained almost motionless throughout the orgasm, save for an occasional “twitch” of her thighs or abdomen as the after-shocks diminished in intensity.I had cum just as the fourth stroke landed and after the fifth both Jon and me just watched her. It was amazing; I don’t think I have ever cum with intensity like that. I stood up and went over to her. She was covered in sweat. The skin on her butt wasn’t broken but the red marks were glowing, and you should have seen her pussy. The lips were swollen to about three times their normal.
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