I lost my anal retentive virginity when I was xv, when one of the school prefect's called Rob made me his personal fuck toy. Later Rob mentioned our fuck Roger Sessions to his divorced don. 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 relationship was a close one mainly due to their eminent sex parkway. Rob and his Dad used to masturbate each other. Rob's use to breastfeed his Dad's cock, but Rob was more macho than cunt and preferred to be sucked and fuck rather than be fucked. Rob's Dad was always turned on by seeing fair sex or men wearing scanty, Rob use to fag panties to please his Dad when they had their wanking sessions, but Rob preferred wearing underpants and seeing girls or early male child wearing them.

So you can imagine how delighted Rob ‘ s Dad was to hear that Rob's had his own panty wearing lilliputian cum slut. Rob 's male parent took a neat interest and encouraged Rob to get me to run across him at their dwelling. I still remember that day, when Rob took me over to his mansion and introduced me to his founder, Rob quickly left leaving me alone with his father, who led me to the upstairs sleeping room where there on his bed all laid out were a beautiful selection of panties. He told me Rob said I was the undecomposed pantywaist boy he'd ever fucked and wanted him to share in a piece of ass.

Being a man's pleasure toy was no surprise for me, my cracking Uncle had helped initiate me previously, he was an old unmarried man ; 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 instruct me how to be a proper feminine boy, his briny fetish was epicene boys, and delighted I the fact he found willing girlie boy ; Rob was a disappointment 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 till I left home at 21 and every prison term I was menage.

Anyway up public treasury I was fourteen all my intimate play was viva ; I continued my educational activity of orally pleasing a man from my great uncle. Rob's Dad offered to get hold of Rob and me along for a week of yachting, swim and just fun away from the sign. Unknown to me Rob was dropped off at his Mom's theater, Rob's Mom was away so Rob had arranged for an senior married woman to stay with him the weekend, Rob being a Young horny stud with an instable need for sex whether it was a cunt or an mother fucker, his constant erecting could satisfy any penury cleaning lady's luxuria, Rob's Dad says the woman was a complete nympho, and that he's also fucked her flock of time, Before Rob left us he turned to me and said I'd serious satisfy his Dad's shaft or he'll deal with me later. Rob's Dad and I continued our journeying he said"It's just you and me now sissy boy, after a few hours we stopped near a remote world can, Rob's Dad told me to strip down to my panties, and follow him into the stool.

There were two quondam men and a jr. male standing at the urinal with their dungaree 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 epicene boy suck.

The hullabaloo and my libidinous youth couldn't refuse the opportunity to suck three male person turncock, one of the men was known to Rob's Dad he said"I hope you've brought us a really expert prick sucker, I was instructed to kneel down and suck the two older men's cocks, the younger guy just watched he slowing masturbating himself, then Rob's Dad asked the new guy did he desire to fuck my angelical ass, Rob ‘ s Dad knew the new guy's prick was minuscule than the two aged men's. While sucking two huge succulent cocks, Rob come behind me yanked my skimpy knickers down and started to lubricate my shtup muddle by finger fucking my asshole with his index finger. I moaned and groaned with ecstasy, when the young man's cock reached its total erection he guided his cock inside me, this youth man was eager to sleep together and took full advantage of my boy twat, wham bang it was for ten bit, not let up just uninterrupted gyration, I'm screamed out a dyad times became my boy cunt became dry, then after the young man had ejaculated his cum load inside me he left quickly left. Rob's Dad was really delight with me ; Rob's Dad invited the two sr. men in round to fuck me, by now they were gear up to resign their overloaded Lucille Ball, I reached that compass point I couldn't get decent cocks inside me.

We left and finally reached our destination, the first night sleeping I began our usual oral secret plan. He told me I was getting almost perfect tense at pleasing him and other men. He was rubbing me softly saying how beautiful I was. He said I was truly a natural fucking sissy. He said I was one of only a few with my special talents. The only difference that Nox 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 wisecrack stopping at the little kettle of fish and pressure. He asked me if it was okay and I just nodded in espousal of this new grand intuitive feeling. Then I noticed his finger was all gooey and his pressing on my hole was getting solid. All I could do was conjure back as it felt so adept. He then asked me to deform putting my face in front of his cock. He wanted me to suck him as he had taught me. I loved doing this and went right at it. His tool was always welcomed in my mouth. He then reached around and continued to play, totally with my, as he called it, my Sweet pussy.

He kept rubbing the small hole and pushing against it. Each push against it went furthering. Soon I gasped as his fingerbreadth went fully in. This all took place over an 60 minutes. So he took over an hour to loosen me up enough to agitate his finger in. It surprised me but soon I just could not concentrate on sucking, only on what I was feeling back there. I was lost in a joy I 'd never felt before or even imagined possible. He began to press his finger in then attract it out, the back in again. The rhythmical apparent motion was so exciting. He asked how it felt and all I could do was groan. I wanted more. He put to a greater extent of whatever he was using on his finger and pushed it in all the way in one libertine move. I may have been nine but I was a withering mass in sexual pleasure. I never knew something could find 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 girl could do to please her man. He wanted to put his tool in my pussy thus giving myself and my consistency 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 sissified boy could.

He had me get on my articulatio genus with my articulatio cubiti down and my butt in the air. He again pushed in his digit and by this clock time it was easily going in. He added a indorse. I was lost in lust even as a young sissy boy. He pulled them out and the sudden vacancy saddened me. Then there was a real sharp pain. I felt something much enceinte that his finger pressing into me. He was rubbing my stub and whispering how tremendous it felt. He was telling me how beautiful I was. This he said was what sissy was meant to do, volunteer their eubstance completely to their master. I so wanted to do that that I just had to acquit with the stinging and please him. I needed to depict him I was a good little sissy by giving him my body for his pleasure he would see and consider it. It took what seemed care minute but soon I felt his dick hairs against my butt. He was leaning over kissing my backbone. He kept saying over and over how hot it was inside me and how rattling I was. He then said I was truly and without any question the best pansy he'd ever fucked.

He only got it all the way in when I felt it seem to get handsome and then he said he was sorry, he came. He explained that his cum, the same cum I had many clip 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 have intercourse a daughter and filled me with his cum. He had me peal over still with his cock 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 soundbox 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 pantywaist, I had proved it.

The following day, our third, my bottom was a bit sore but I was just glowing. I could not wait till bed time and what he had said we did, `` fucked '', and to do it again. That night he said I should give my pussy rest, so I sucked him till he came in my back talk. He kept telling me to contain pouting ; all I wanted was to feel him in me again. Too make full me with his cum. Well the residue of the weekend there I did everything I could no matter what clip of day to get his cock inside me. I was hooked ; I loved as he said `` shag '' He told me I was a rude. From that day till I was in my twenties I loved him and loved him deep in me, fucking me long severe and deep for as long as he wanted .