I lost my anal virginity when I was fifteen, when one of the school prefect's called Rob made me his personal shtup toy. Later Rob mentioned our do it seance to his divorced father. Apparently Rob and his father had a good relationship although Rob lived with his mother after his parents were divorced. Rob and his Dad's human relationship was a shut down one mainly due to their high sex driving. Rob and his Dad used to masturbate each early. Rob's use to soak up his Dad's dick, but Rob was more butch than gripe and preferred to be sucked and fuck rather than be fucked. Rob's Dad was always turned on by seeing woman or men wearing panties, Rob use to bear panty to please his Dad when they had their she-bop sessions, but Rob preferred wearing underpants and seeing girls or other son wearing them.

So you can guess how enrapture Rob ‘ s Dad was to hear that Rob's had his own panty wearing fiddling cum hussy. Rob 's father took a great stake and encouraged Rob to bring me to foregather him at their base. I still think of that day, when Rob took me over to his family and introduced me to his father, Rob quickly left leaving me alone with his Father-God, who led me to the upstairs bedroom where there on his bed all laid out were a beautiful selection of pantie. He told me Rob said I was the in force milksop boy he'd ever fucked and wanted him to contribution in a piece of ass.

Being a man's joy toy was no surprise for me, my keen Uncle had helped initiate me previously, he was an old bachelor-at-arms ; instead of treating me as his great nephew he preferred me to be his niece, which included learning things sissy boys needed to do to please older men. After my Uncle's passing it was then Rob's Dad continued to teach me how to be a proper feminine boy, his main juju was pantywaist boys, and delighted I the fact he found uncoerced girlie boy ; Rob was a dashing hopes to him because he turned out to be a butch boy, but appeased his Dad by introducing me to him. I saw him most everyday public treasury I left home at 21 and every clip I was home.

Anyway up till I was fourteen all my intimate play was viva voce ; I continued my education of orally pleasing a man from my great uncle. Rob's Dad offered to read Rob and me along for a week of yachting, swimming and just fun away from the house. Unknown to me Rob was dropped off at his Mom's house, Rob's Mom was away so Rob had arranged for an older hook up with cleaning woman to abide with him the weekend, Rob being a youthful horny stud with an instable need for sex whether it was a cunt or an motherfucker, his never-ending erections could satisfy any pauperism char's lust, Rob's Dad says the woman was a over nymphomaniac, and that he's also fucked her lots of fourth dimension, Before Rob left us he turned to me and said I'd better fulfill his Dad's cock or he'll quite a little with me later. Rob's Dad and I continued our journey he said"It's just you and me now sissy boy, after a few hours we stopped near a outside world sewer, Rob's Dad told me to pillage down to my panties, and watch over him into the toilet.

There were two honest-to-god men and a younger manly standing at the urinal with their jeans and underpants dropped down, all three were wanking each other and looking at each other cocks, until I came him, Rob asked the men if they wanted a sissy boy suck.

The inflammation and my concupiscent youthfulness couldn't refuse the opportunity to suck three males cocks, one of the men was known to Rob's Dad he said"I hope you've brought us a really good cock lollipop, I was instructed to kneel down and suck up the two older men's cocks, the younger guy just watched he slowing masturbating himself, then Rob's Dad asked the vernal guy did he want to fuck my sweetened ass, Rob ‘ s Dad knew the new guy's cock was little than the two sometime men's. While sucking two huge succulent cock, Rob come behind me yanked my skimpy knickers down and started to lubricate my fuck hole by finger fucking my shit with his exponent digit. I moaned and groaned with ecstasy, when the Pres Young man's prick reached its wide erecting he guided his stopcock inside me, this young man was tidal bore to fuck and took entire advantage of my boy pussy, wham bang it was for ten minutes, not let up just continuous gyration, I'm screamed out a couple multiplication became my boy cunt became dry, then after the Loretta Young man had ejaculated his cum burden inside me he left quickly left. Rob's Dad was really pleased with me ; Rob's Dad invited the two previous men in turns to hump me, by now they were ready to release their overloaded balls, I reached that point I couldn't get enough pecker inside me.

We left and finally reached our goal, the first night sleeping I began our usual oral games. He told me I was getting almost perfect at pleasing him and other men. He was rubbing me softly saying how beautiful I was. He said I was truly a rude fucking sissy. He said I was one of only a few with my extra endowment. The entirely difference that night was his new interest in playing with my posterior as well as my sucking his cock. He kept rubbing it and running his fingers along the whirl stopping at the little hole and press. He asked me if it was fine and I just nodded in acceptance of this new wonderful feeling. Then I noticed his finger was all gooey and his pressing on my hole was getting unshakable. All I could do was press back as it felt so good. He then asked me to turn putting my facial expression in front end of his cock. He wanted me to take in him as he had taught me. I loved doing this and went right at it. His cock was always welcomed in my back talk. He then reached around and continued to playact, totally with my, as he called it, my dessert pussy.

He kept rubbing the small hole and pushing against it. Each push against it went furthering. Soon I gasped as his finger went fully in. This all took place over an hour. So he took over an minute to loosen me up enough to advertise his finger in. It surprised me but soon I just could not concentrate on suck, only on what I was feeling back there. I was lost in a delight I 'd never matte before or even imagined possible. He began to press his fingerbreadth in then rive it out, the back in again. The rhythmic motion was so exciting. He asked how it felt and all I could do was moan. I wanted more. He put more of whatever he was using on his finger and pushed it in all the way in one riotous motion. I may receive been nine but I was a withering Mass in intimate pleasure. I never knew something could feel so good. He again asked how I felt, and all I could do was moan ever so weakly and nod my head yes. Then he asked if I wanted to do something only a girlfriend could do to please her man. He wanted to put his turncock in my pussy thus giving myself and my organic structure to the man who lusted after me. I said"yes"so excitedly, all I wanted to do was to please him in whatever way a sissy boy could.

He had me get on my knee joint with my cubitus down and my butt in the air. He again pushed in his digit and by this time it was easily going in. He added a mo. I was lost in starve even as a young pansy boy. He pulled them out and the sudden emptiness saddened me. Then there was a real acuate pain. I felt something much bigger that his finger pressing into me. He was rubbing my tush and whispering how wonderful it felt. He was telling me how beautiful I was. This he said was what sissy was meant to do, offer their body completely to their victor. I so wanted to do that that I just had to tolerate with the stinging and delight him. I needed to show him I was a full piddling cissy by giving him my body for his joy he would see and believe it. It took what seemed like hr but soon I felt his cock hairs against my butt. He was leaning over kissing my dorsum. He kept saying over and over how hot it was inside me and how wonderful I was. He then said I was truly and without any question the skilful Milquetoast he'd ever fucked.

He only got it all the way in when I felt it seem to get bigger and then he said he was sorry, he came. He explained that his cum, the Saami cum I had many multiplication tasted when I sucked his cock was now in me as it should be. He said that he had fucked me as a man should lie with a fille and filled me with his cum. He had me roll over still with his hammer up in me and I feel asleep with him in me. As I fell asleep I now knew I truly was a sissy boy I now really believed it. I had taken a man into my body and he put in me that talent, a gift both he and my Uncle always said was a man 's gift to his girl. I slept so soundly that Night as I knew no matter what anyone said or whatever they showed me, I was a sissy, I had proved it.

The adjacent day, our third base, my merchantman was a bit sore but I was just glowing. I could not await till bed meter and what he had said we did, `` fucked '', and to do it again. That Nox he said I should feed my pussy rest, so I sucked him till he came in my sass. He kept telling me to hold on pouting ; all I wanted was to palpate him in me again. Too fill me with his cum. Well the remainder of the weekend there I did everything I could no count what prison term of day to get his prick inside me. I was hooked ; I loved as he said `` fucking '' He told me I was a natural. From that day till I was in my twenty I loved him and loved him deep in me, fucking me long hard and deep for as long as he wanted .