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You know this is for the best. It's what we both want." She pressed the head of the dildo against his tight asshole. He jerked forward. "What's the matter?" "It hurts" "It always hurts at first silly," she said. "We discussed that. But it will feel better once its inside you. A lot better. I promise." She pressed the large knobbed head of it against his tight asshole. "Now just relax, push out a bit, let it happen sweetheart." The head slipped inside him. "Ohhh." "That's it baby," she encouraged. "Now don't tighten up on me. Let it go all the way in nice and easy." She worked the dildo all the way in until the rubber scrotum was touching the smooth cheeks of his ass. "You did it honey. You took all seven inches. I'm so proud of you!" she said. "How does it feel." "It still hurtsa little" he gasped. "But I feel so." "I know. That's how all girls feel. Complete. Fulfilled." "I'm so ashamed" "Don't be darling. You should see the look on your face. It's so soft and . Although it was late evening, eventually I heard someone walking down the street. I was a little apprehensive, wondering if passersby may see her as in distress. It was a couple out for an evening stroll. They did not stop, but certainly slowed to peer through the darkness to comprehend what they were seeing. Deb’s face was buried in her knees. This really turned me on to know the degree of humiliation a girl of Debs’ upbringing was experiencing. After about 20 min. I went out to bring her in the house. While re-applying the blindfold, she whispered she had to pee. I led her to the back yard , and unknown to her, led her to the square of light being cast on the lawn from the bedroom window where the ceiling lights were on. I told her I wanted to watch her stand & pee, so she’d better spread her legs. I heard a ‘tut’ and told her it was pitch black & no-one could see. It was very exciting to think the neighbours backing onyo my property could be watching. I walked her into the house.
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