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’‘Mom!!!!’‘Look at me, son.’Timmy raised a reluctant face, but couldn’t meet her eyes.‘It’s nothing to be embarrassed about. Whatever it is, I’m sure it happens to all boys. If your Dad was here he would have told you about it long ago.’He looked up at her, a tad happier. ‘You think you know what it is, Mommy?’‘Yes, I’m sure. Go up to the bathroom.’In the bathroom, she knelt in front of him and untied his pajama bottoms. ‘Pull your foreskin back, ‘ she said as his pjs fell around his ankles.‘I’ve never done it before. Will it hurt?’Audrey hid her surprise at the question. Surely he must have masturbated at his age. ‘No, of course it won’t darling. Your foreskin is meant to slide back.’‘Oh!’ With tentative fingers he carefully pulled the foreskin back to reveal a mess of white flakes. ‘Urghh! What is it?’‘Smegma.’‘Is it dangerous? Looks bad.’‘No, not at all. Just needs to be washed off.’ She was about to tell him to clean it, but something stopped her. What’s the harm, she thought as. After four weeks she applied a chastity cage each morning before work, and after weeks of that, something changed. On this day, a Wednesday, when I got home she ordered me to clean naked (the place was freaking spotless) but she kept the cage on. My cock strained against it all night but she never removed it. This happened on Thursday too. By Friday, I was so horny I resorted to begging her to take it off. "I'll take it off, but you owe me too much money. I'm NOT going to give you any more hand jobs" she said, looking me straight in the eye. "What? No mistress, there has to be something I can do to earn it back. I NEED your hand jobs" I said in a whiny voice. It was embarrassing but what could I do? Her gay friend, David, walked in the door. "I've been telling my friend Dave about you, and he suggested I let him fuck you in the ass as a way of earning back all the money. I think it's fair. After all, you're an anal virgin" she said with a laugh.I'm nervous, but I'm so helpless anymore.
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