I lost my anal virginity when I was 15, when one of the school day prefect's called Rob made me his personal nookie toy. Later Rob mentioned our fuck session to his divorced father. Apparently Rob and his father had a good human relationship although Rob lived with his mother after his parents were divorced. Rob and his Dad's relationship was a penny-pinching one mainly due to their high sex driveway. Rob and his Dad used to masturbate each other. Rob's use to suck his Dad's hammer, but Rob was more butch than squawk and preferred to be sucked and fuck rather than be fucked. Rob's Dad was always turned on by seeing woman or men wearing scanty, Rob use to fatigue panties to delight his Dad when they had their wanking school term, but Rob preferred wearing underpants and seeing girls or other boys wearing them.

So you can imagine how delight Rob ‘ s Dad was to try that Rob's had his own panty wearing footling cum slut. Rob 's father took a heavy interest and encouraged Rob to bring me to satisfy him at their home. I still remember that day, when Rob took me over to his house and introduced me to his forefather, Rob quickly left leaving me alone with his Fatherhood, who led me to the upstairs bedroom where there on his bed all laid out were a beautiful selection of panties. He told me Rob said I was the best sissy boy he'd ever fucked and wanted him to parcel in a piece of ass.

Being a man's joy toy was no surprise for me, my great Uncle had helped initiate me previously, he was an old knight bachelor ; instead of treating me as his not bad nephew he preferred me to be his niece, which included learning things sissy boys needed to do to please previous men. After my Uncle's passing it was then Rob's Dad continued to learn me how to be a proper feminine boy, his independent fetish was sissified boy, 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 home.

Anyway up till I was xiv all my sexual shimmer was viva voce ; I continued my teaching of orally pleasing a man from my great uncle. Rob's Dad offered to take Rob and me along for a hebdomad of boating, swimming and just fun away from the sign of the zodiac. Unknown to me Rob was dropped off at his Mom's house, Rob's Mom was away so Rob had arranged for an older matrimonial woman to detain with him the weekend, Rob being a Lester Willis Young horny studhorse with an instable need for sex whether it was a puss or an cocksucker, his constant quantity erection could gratify any need woman's lust, Rob's Dad says the woman was a complete nymphomaniac, and that he's also fucked her lots of metre, Before Rob left us he turned to me and said I'd better satisfy his Dad's stopcock 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 time of day we stopped near a remote control public toilet, Rob's Dad told me to strip down to my pantie, and accompany him into the toilet.

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 peter, until I came him, Rob asked the men if they wanted a pantywaist boy suction.

The excitement and my lusty youthfulness couldn't refuse the chance to breastfeed three males turncock, 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 imbibe the two older men's dick, the new guy just watched he slowing masturbating himself, then Rob's Dad asked the untried guy did he desire to sleep with my odoriferous ass, Rob ‘ s Dad knew the younger guy's cock was humble than the two honest-to-goodness men's. While sucking two immense succulent cocks, Rob come behind me yanked my skimpy knee breeches down and started to lubricate my fuck cakehole by digit fucking my asshole with his indicator digit. I moaned and groaned with ecstasy, when the Brigham Young man's cock reached its full erection he guided his hammer inside me, this young man was eager to fuck and took wax advantage of my boy pussy, wham bang it was for ten arcminute, not let up just continuous gyration, I'm screamed out a mates 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 pleased with me ; Rob's Dad invited the two former men in turns to have a go at it me, by now they were ready to issue their overloaded balls, I reached that distributor point I couldn't get enough cocks inside me.

We left and finally reached our address, the first night sleeping I began our usual oral biz. 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 pantywaist. He said I was one of only a few with my limited talent. The only difference that nighttime was his new pastime in playing with my posterior as well as my sucking his cock. He kept rubbing it and running his digit along the shot stopping at the lilliputian hole and pressing. He asked me if it was all right and I just nodded in credence of this new wonderful feeling. Then I noticed his finger's breadth was all gooey and his pressure on my hole was getting unfluctuating. All I could do was beseech back as it felt so in force. He then asked me to wrick putting my face in front of his stopcock. 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 bet, totally with my, as he called it, my sweet slit.

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 situation over an time of day. So he took over an hour to loosen me up enough to push his finger in. It surprised me but soon I just could not focus on suction, 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 pull it out, the back in again. The rhythmic question was so exciting. He asked how it felt and all I could do was groan. I wanted more. He put more of whatever he was using on his finger and pushed it in all the way in one degenerate move. I may have been nine but I was a shrink mass in intimate pleasure. I never knew something could palpate so commodity. 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 daughter could do to delight her man. He wanted to put his hammer in my puss 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 pantywaist boy could.

He had me get on my knees with my elbows down and my nates in the air. He again pushed in his finger's breadth and by this time it was easily going in. He added a second. I was lost in luxuria even as a new sissy boy. He pulled them out and the sudden emptiness saddened me. Then there was a real sharp pain sensation. I felt something much bigger that his finger pressing into me. He was rubbing my cigaret and whispering how grand it felt. He was telling me how beautiful I was. This he said was what pantywaist was meant to do, put up their physical structure completely to their victor. I so wanted to do that that I just had to stomach with the sting and please him. I needed to show him I was a respectable petty sissy by giving him my body for his pleasure he would see and believe it. It took what seemed like minute but soon I felt his dick hair's-breadth against my buns. He was leaning over kissing my backrest. He kept saying over and over how hot it was inside me and how tremendous I was. He then said I was truly and without any doubtfulness the secure sissy 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 Lapp cum I had many times tasted when I sucked his stopcock was now in me as it should be. He said that he had fucked me as a man should get laid a girl and filled me with his cum. He had me roll 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 eubstance and he put in me that gift, a gift both he and my Uncle always said was a man 's natural endowment to his girl. I slept so soundly that night as I knew no subject what anyone said or whatever they showed me, I was a milksop, I had proved it.

The next day, our third base, my tail end was a bit sore but I was just glowing. I could not hold back till bed clip and what he had said we did, `` fucked '', and to do it again. That night he said I should break my twat remainder, so I sucked him till he came in my rima oris. He kept telling me to stop pouting ; all I wanted was to feel him in me again. Too take me with his cum. well the remnant of the weekend there I did everything I could no count what time of day to get his cock inside me. I was hooked ; I loved as he said `` fucking '' He told me I was a born. From that day till I was in my twenties I loved him and loved him deep in me, fucking me long gruelling and deep for as long as he wanted .