We were just roommates, and never had sex. My girlfriend had broken up with me, so neither one of us were getting laid. Her arms came around me, because she could relate. In efforts to relive our stress, the books closed, and the video games came out. They were loved by both of us, and we bonded over them too. After an hour, stress wasn't dying. Thoughts of my grades stayed on my mind. “Sorry, Stacy, I'm just not feeling it right now,” I let her know. We had become very close since junior high, so we were good friends, and it worked for us. No real sexual tension came up until that day. Her arms wrapped around me very tightly, before we both retired to our rooms. I tried to get started again, but I was unable to. I found myself with the need to talk to her again. I got up, and arrived at her door. I cracked it open, and the sight of her masturbating entered my vision. I immediately made my way to the living room. I know she didn't see me, because her eyes were closed. Forty-five. Relax so I can get this doneeasily."After what seemed like him to be an eternity, and feeling his bottom beingstretched like it had never been stretched before, the plug suddenlyslipped inside and he became aware that not only was it wider, but it waslonger than anything he had worn before. He felt her give it a finallittle push and then adjust the flange so that it sat comfortably betweenhis buttocks."I hope that is comfortable Prue. Do you like your new toy?" Yes mother."Then he felt the strap on his bottom - hard and hard again. It went onuntil he counted something like 20 strokes and all the time he wonderedwhat he had done to deserve this punishment."Mistress Jennifer to you sissy. Try again." Yes Mistress Jennifer. I like my new toy."She ran a hand through his blonde curls. "Good boy."He felt her rubbing something on him and he soon became aware that she hada cloth that was soaked in baby oil and that she was smearing the oil allover him. Soon he was covered in a light film of.
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