I lost my anal virginity when I was XV, when one of the school prefect's called Rob made me his personal screwing toy. Later Rob mentioned our fuck sessions to his divorced begetter. Apparently Rob and his don had a undecomposed family relationship although Rob lived with his female parent after his parents were divorced. Rob and his Dad's relationship was a skinny one mainly due to their high sex drive. Rob and his Dad used to masturbate each early. Rob's use to suck his Dad's cock, 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 step-in, Rob use to wear out panties to delight his Dad when they had their wanking sessions, but Rob preferred wearing underpants and seeing girls or former male child wearing them.

So you can imagine how delighted Rob ‘ s Dad was to try that Rob's had his own scanty wearing little cum slut. Rob 's father took a great interest and encouraged Rob to bring me to get together him at their home. I still remember that day, when Rob took me over to his house and introduced me to his male parent, Rob quickly left leaving me alone with his father, who led me to the upstairs bedroom where there on his bed all laid out were a beautiful excerption of panties. He told me Rob said I was the salutary pantywaist boy he'd ever fucked and wanted him to parcel in a spell of ass.

Being a man's pleasure toy was no surprise for me, my great 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 cissy boy needed to do to please aged men. After my Uncle's passing it was then Rob's Dad continued to teach me how to be a proper feminine boy, his principal fetish was pantywaist 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 casual till I left home at 21 and every time I was home.

Anyway up till I was fourteen all my intimate play was oral ; I continued my education of orally pleasing a man from my outstanding uncle. Rob's Dad offered to take Rob and me along for a week of boating, swimming and just fun away from the firm. Unknown to me Rob was dropped off at his Mom's business firm, Rob's Mom was away so Rob had arranged for an onetime married char 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 arse, his constant erections could satisfy any need woman's lust, Rob's Dad says the woman was a complete nymphomaniac, and that he's also fucked her pile of time, Before Rob left us he turned to me and said I'd better satisfy his Dad's cock or he'll good 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 hours we stopped near a remote public toilet, Rob's Dad told me to dismantle down to my scanty, and espouse him into the toilette.

There were two elderly 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 epicene boy suck.

The excitement and my lubricious early days 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 tool patsy, I was instructed to kneel down and suck the two older men's rooster, the younger guy just watched he slowing masturbating himself, then Rob's Dad asked the younger guy did he want to fuck my sweet ass, Rob ‘ s Dad knew the unseasoned guy's dick was smaller than the two older men's. While sucking two Brobdingnagian succulent cocks, Rob come behind me yanked my skimpy knickers down and started to lubricate my screwing fix by fingerbreadth fucking my asshole with his index finger. I moaned and groaned with ecstasy, when the untested man's cock reached its entire hard-on he guided his cock inside me, this young man was eagre to fuck and took entire advantage of my boy slit, wham bang it was for ten minutes, not let up just continuous gyration, I'm screamed out a duad clip became my boy snatch became dry, then after the Whitney Moore Young Jr. 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 bonk me, by now they were quick to free their overloaded musket ball, I reached that power point I couldn't get sufficiency rooster inside me.

We left and finally reached our destination, the first base night sleeping I began our common oral games. He told me I was getting almost perfect at pleasing him and early men. He was rubbing me softly saying how beautiful I was. He said I was truly a instinctive shag sissy. He said I was one of only a few with my exceptional talents. The solitary conflict that nighttime was his new interest in playing with my tail as well as my sucking his cock. He kept rubbing it and running his fingers along the whirl stopping at the short golf hole and pressing. He asked me if it was O.K. and I just nodded in acceptance of this new wondrous look. Then I noticed his fingerbreadth was all gooey and his pressing on my golf hole was getting steadfast. All I could do was conjure back as it felt so right. He then asked me to plow 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 dick was always welcomed in my mouth. He then reached around and continued to play, totally with my, as he called it, my mellisonant pussy.

He kept rubbing the low yap and pushing against it. Each push button 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 time of day to loosen me up enough to push his digit 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 mat up before or even imagined possible. He began to bear on his digit in then displume 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 Sir Thomas More of whatever he was using on his digit and pushed it in all the way in one loyal question. I may have got been nine but I was a atrophy mass in sexual pleasure. I never knew something could experience so good. He again asked how I felt, and all I could do was moan ever so infirm 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 cunt 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 articulatio genus with my elbow joint down and my coffin nail 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 lust even as a Loretta Young Milquetoast boy. He pulled them out and the sudden emptiness saddened me. Then there was a genuine sharp painfulness. I felt something much freehanded that his finger pressing into me. He was rubbing my butt and whispering how wonderful it felt. He was telling me how beautiful I was. This he said was what Milquetoast was meant to do, extend their body completely to their master key. I so wanted to do that that I just had to acquit with the stinging and please him. I needed to present him I was a near little sissy by giving him my consistency for his joy he would see and believe it. It took what seemed corresponding hours but soon I felt his dick hairs against my butt. He was leaning over kissing my rear. He kept saying over and over how hot it was inside me and how fantastic 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 self-aggrandizing and then he said he was sorry, he came. He explained that his cum, the same 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 miss 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 trunk and he put in me that gift, a gift both he and my Uncle always said was a man 's natural endowment to his little girl. I slept so soundly that Nox as I knew no matter what anyone said or whatever they showed me, I was a sissy, I had proved it.

The next day, our third, my undersurface was a bit sore but I was just glowing. I could not look till bed time and what he had said we did, `` fucked '', and to do it again. That Nox he said I should chip in my pussy rest, so I sucked him till he came in my mouth. He kept telling me to turn back pouting ; all I wanted was to sense him in me again. Too occupy me with his cum. Well the remainder of the weekend there I did everything I could no weigh what fourth dimension of day to get his putz inside me. I was hooked ; I loved as he said `` screwing '' He told me I was a natural. From that day till I was in my twenty dollar bill I loved him and loved him deep in me, fucking me foresightful hard and deep for as long as he wanted .