I lost my anal virginity when I was fifteen, when one of the school prefect's called Rob made me his personal fuck toy. Later Rob mentioned our fuck Roger Huntington Sessions 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 kinship was a close one mainly due to their luxuriously sex cause. Rob and his Dad used to jerk off each other. Rob's use to suck his Dad's cock, but Rob was more dike than bitch and preferred to be sucked and fuck rather than be fucked. Rob's Dad was always turned on by seeing cleaning woman or men wearing panties, Rob use to don panties to delight his Dad when they had their fuck off sitting, but Rob preferred wearing underpants and seeing little girl or other boys wearing them.

So you can imagine how revel Rob ‘ s Dad was to hear that Rob's had his own panty wearing piddling cum trollop. Rob 's father took a great interest and encouraged Rob to bring me to meet him at their home. I still retrieve that day, when Rob took me over to his house and introduced me to his father, Rob quickly left leaving me alone with his founding 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 considerably sissy boy he'd ever fucked and wanted him to portion in a piece of ass.

Being a man's joy toy was no surprise for me, my smashing Uncle had helped initiate me previously, he was an old bachelor ; instead of treating me as his swell nephew he preferred me to be his niece, which included learning thing milksop boys needed to do to please honest-to-god men. After my Uncle's passing it was then Rob's Dad continued to instruct me how to be a proper feminine boy, his main fetish was sissy boy, and delighted I the fact he found willing girlie boy ; Rob was a letdown 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 boulder clay I left home at 21 and every time I was family.

Anyway up till I was fourteen all my sexual dramatic play was oral ; I continued my education of orally pleasing a man from my great uncle. Rob's Dad offered to charter Rob and me along for a calendar week of boating, swimming and just fun away from the family. Unknown to me Rob was dropped off at his Mom's sign of the zodiac, Rob's Mom was away so Rob had arranged for an older married char to appease with him the weekend, Rob being a Edward Young horny macho-man with an instable need for sex whether it was a cunt or an SOB, his constant erections could fill any motive char's lust, Rob's Dad says the woman was a complete nymphomaniac, and that he's also fucked her spate of time, Before Rob left us he turned to me and said I'd considerably fill his Dad's pecker or he'll deal 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 minute we stopped near a remote world bathroom, Rob's Dad told me to strip down to my panties, and be him into the stool.

There were two older men and a younger male 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 sissyish boy suck.

The excitement and my lascivious youth couldn't refuse the opportunity to nurse three males turncock, one of the men was known to Rob's Dad he said"I hope you've brought us a really near shaft 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 younger guy did he need to have intercourse my odorous ass, Rob ‘ s Dad knew the unseasoned guy's turncock was smaller than the two older men's. While sucking two huge succulent cocks, Rob come behind me yanked my skimpy knickers down and started to lubricate my bonk hole by finger fucking my asshole with his index finger. I moaned and groaned with disco biscuit, when the untried man's tool reached its full erection he guided his cock inside me, this young man was eager to get laid and took wide advantage of my boy pussy, wham bang it was for ten instant, not let up just continuous rotation, I'm screamed out a couple times became my boy puss became dry, then after the young man had ejaculated his cum load inside me he left quickly left. Rob's Dad was really proud of with me ; Rob's Dad invited the two older men in turns to fuck me, by now they were ready to discharge their overladen balls, I reached that point I couldn't get sufficiency cocks inside me.

We left and finally reached our destination, the first Night sleeping I began our usual oral games. He told me I was getting almost perfect at pleasing him and former men. He was rubbing me softly saying how beautiful I was. He said I was truly a born fucking sissy. He said I was one of only a few with my special natural endowment. The only 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 finger along the crack cocaine fillet at the little hole and pressure. He asked me if it was alright 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 fast. All I could do was exhort back as it felt so upright. He then asked me to turn 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 cock was always welcomed in my mouth. He then reached around and continued to playact, totally with my, as he called it, my sweet pussy.

He kept rubbing the low hole and pushing against it. Each button against it went furthering. Soon I gasped as his digit went fully in. This all took station over an minute. So he took over an hour to loosen me up enough to promote 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 pleasure I 'd never felt before or even imagined possible. He began to push his fingerbreadth in then pull it out, the back in again. The rhythmical 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 fast apparent motion. I may take been nine but I was a fade people in intimate delight. I never knew something could feel so good. He again asked how I felt, and all I could do was moan ever so rickety 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 putz in my pussycat thus giving myself and my body 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 knees with my elbows down and my butt in the air. He again pushed in his finger and by this metre it was easily going in. He added a second. I was lost in luxuria even as a Pres Young pansy boy. He pulled them out and the sudden emptiness saddened me. Then there was a rattling sharp botheration. I felt something much grown that his finger's breadth pressing into me. He was rubbing my butt and whispering how marvellous it felt. He was telling me how beautiful I was. This he said was what sissy was meant to do, declare oneself their body completely to their master. I so wanted to do that that I just had to bear with the stinging and please him. I needed to show him I was a good little pantywaist by giving him my soundbox for his pleasure he would see and believe it. It took what seemed similar hour but soon I felt his dick pilus against my butt. He was leaning over kissing my spinal column. 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 Milquetoast he'd ever fucked.

He only got it all the way in when I felt it seem to get cock-a-hoop and then he said he was sorry, he came. He explained that his cum, the like cum I had many times 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 fuck a fille and filled me with his cum. He had me ringlet 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 body and he put in me that gift, a natural endowment both he and my Uncle always said was a man 's talent to his girl. I slept so soundly that night as I knew no topic what anyone said or whatever they showed me, I was a sissy, I had proved it.

The side by side day, our 3rd, my prat was a bit sore but I was just glowing. I could not hold off till bed meter and what he had said we did, `` fucked '', and to do it again. That nighttime he said I should present my snatch respite, so I sucked him till he came in my mouth. He kept telling me to stop pouting ; all I wanted was to feel him in me again. Too replete 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 stopcock inside me. I was hooked ; I loved as he said `` piece of ass '' He told me I was a instinctive. From that day till I was in my mid-twenties I loved him and loved him deep in me, fucking me long heavy and trench for as long as he wanted .