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Boowgooge
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« on: July 01, 2010, 03:10:51 PM »

It will go quicker if we work together here hun," she said, and took another razor and began to shave my back.
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Well hun, you didn't like it at first the last time you were in Chelmsford if I remember rightly; but after a while; well I remember that time with me and Charlotte, and you spent all that time married to Davey before you got parole," she said matter of factly.
Brendan pushed me back and lowered me onto the bed without breaking our embrace, his hands running up and down my nyloned thighs and across my smooth nylon panties. I guided his erection against my leg so that his glans rasped against my
stocking-top whilst my hand stroked his shaft. He was shivering and whimpering and I knew he was close to orgasm; I wanted him to come soon before he figured out what I was up to.
"Michele this is Brendan; it's his first time doing this sort of thing so I thought I would give him to one of my more experienced girls ok?" she smiled sweetly at both us and then winked at me.
And don't bother trying to call and tell your sister to pack up and fuck off to wherever because my main man Danny will have her under surveillance. Not all of the time of course; but you will never know when."
"So you liked that mommies friends wore short skirts, nylons and high heels did you?" I teased, as I slowly stoked Brendan's hard cock.
As I walked over to E Block I felt a sense of foreboding; all of my fears returned. I concentrated on what I had learned in therapy and rationalised the situation. Eddie McManus was dead, E Block was deserted; I will be there with a work detail supervised by prison guards. There are only the ghosts of the past in E Block of Chelmsford Prison. I remembered the ghosts as the work detail clambered through the iron gate set into the fence surrounding the dark hulking building. A sign in large red lettering hung above the gate: ?No Entry ? Condemned,' it read
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I fucking hated being a transvestite and the thought of having to go through all that filth and depravity again disgusts me!"
I felt her cumming a split second before me. The heat of her cock spurting against my stomach drove me over the edge. I pounded my way up into her as deep as I could and spilled my hot cum into her ass. Then she was kissing me, her tongue invading my mouth, her lips on mine.
I felt my dick stir inside her again when I heard a honk. I picked up a wrench and crow bar and skulked off to the bathroom.
I cut a deal with the investigative body that was breathing down my neck. I gave up everyone else involved in my shady scheme for a one year sentence in a low security prison. I would do easy time with white-collar crims. Colour TV, gymnasium, single cell, conjugal visits; it would be a walk in park.
 It all went to shit when they found out about my previous conviction; "sorry Mike but the deal's off; the best we can do is two years hard time," they said. I took it. Then I found out that my hard time would be done in Chelmsford and the nightmares returned.
There was not a chance to say anything. One minute I felt her pulsing rod there against me and the next minute I was sliding into her tight ass hole. She sat down on my pole and ground her hips down. I could feel her balls hit my thighs. I thrust upward into her ass and bit her nipple hard at the same time. She moaned and I grew another half inch.
"Oh yeah, I love the way you are dressed even if you are a guy," he whispered.
"You get one chance to say yes or no; I will have your answer now
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There I was finished. I stood up and looked in the mirror. God it was uncanny! I looked just like the old Michele used to look. Sure I was eleven years older but I still looked quite attractive. Then I heard my cell door clatter open and the privacy curtain was wisped back. Carmel entered my workroom.
His hands moved back under me and he caressed my buttocks squeezing and massaging them through my silky panties and he pushed his body against me and I felt his penis begin to pulse and throb. He was now panting uncontrollably, his hands squeezing and kneading my buttocks, his crotch pushing hard with the rhythm of my strokes as I masturbated him.
 He forced the tip of his penis harder against my thigh so that my gossamer stocking excited him further. I knew this young man was living out the fantasy of getting his rocks off with one of his mommy's middle-aged girlfriends.
I couldn't believe it; Michele was back! A lot older sure; but just as sexy. The familiar routine of carefully applying makeup, and the taste, texture and feel of the makeup all came flooding back. I wanted to cry again but I knew I couldn't. It would only fuck up my makeup and I didn't have time to do it again, it had already taken me twice as long to do as it used to.
"I've already got enough girls working for me to get started. Noncers and homos that were blowing and fucking inmates for fun or chump change. A couple of them have gladly made the switch to becoming transvestite whores. And the others; well I made them an offer they couldn't refuse," he chuckled.
"You will be beaten every week. Not enough to put you in hospital and away from my grasp but enough to keep you in constant agony."
I didn't know what she had planned but I didn't want her to stop massaging my dick so I put my hand back on the steering wheel. Next thing I know, her red lips are encircling my cock. I almost slammed the brakes on, my legs went so stiff. She looked up at me with those glittering eyes and asked, "Does this feel good?" I groaned and bit out "Oh yeah."
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« Reply #1 on: August 03, 2024, 05:36:53 PM »

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