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 seance to his divorced father. Apparently Rob and his male parent had a commodity relationship although Rob lived with his mother after his parents were divorced. Rob and his Dad's relationship was a conclude one mainly due to their high sex drives. Rob and his Dad used to fuck off each other. Rob's use to suck his Dad's cock, but Rob was more butch than bitch 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 wear thin panties to delight his Dad when they had their wanking sessions, but Rob preferred wearing underpants and seeing little girl or former boys wearing them.

So you can imagine how delighted Rob ‘ s Dad was to hear that Rob's had his own panty wearing slight cum slut. Rob 's Church Father took a great stake and encouraged Rob to bring me to assemble him at their home. I still retrieve that day, when Rob took me over to his firm and introduced me to his father, Rob quickly left leaving me alone with his father, who led me to the upstairs chamber where there on his bed all laid out were a beautiful extract of step-in. He told me Rob said I was the best Milquetoast boy he'd ever fucked and wanted him to ploughshare in a piece of ass.

Being a man's delight toy was no surprise for me, my gravid Uncle had helped initiate me previously, he was an old bachelor-at-arms ; instead of treating me as his bang-up nephew he preferred me to be his niece, which included learning things sissy boy 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 main fetich was sissy male child, 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 trough I left home at 21 and every time I was domicile.

Anyway up till I was fourteen all my sexual manoeuvre was oral examination ; I continued my educational activity of orally pleasing a man from my great uncle. Rob's Dad offered to take 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 Old get hitched with woman to stay with him the weekend, Rob being a immature horny studhorse with an instable need for sex whether it was a cunt or an asshole, his never-ending hard-on could satisfy any penury woman's lust, Rob's Dad says the woman was a staring nympho, and that he's also fucked her lots of time, Before Rob left us he turned to me and said I'd in force gratify his Dad's hammer 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 hours we stopped near a remote world stool, Rob's Dad told me to strip down to my panties, and follow him into the toilet.

There were two erstwhile men and a youthful male standing at the urinal with their blue jean 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 milksop boy sucking.

The agitation and my lustful young couldn't refuse the opportunity to suck three males rooster, one of the men was known to Rob's Dad he said"I hope you've brought us a really good stopcock patsy, I was instructed to kneel down and fellate 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 want to fuck my odoriferous ass, Rob ‘ s Dad knew the immature guy's cock was littler than the two previous men's. While sucking two huge succulent cocks, Rob come behind me yanked my skimpy knickers down and started to lube my fuck hole by digit fucking my mother fucker with his indicator fingerbreadth. I moaned and groaned with ecstasy, when the unseasoned man's cock reached its replete erection he guided his cock inside me, this young man was eager to make love and took full vantage of my boy slit, wham bang it was for ten arcminute, not let up just continuous gyration, I'm screamed out a duo metre became my boy bitch became dry, then after the young man had ejaculated his cum freight inside me he left quickly left. Rob's Dad was really please with me ; Rob's Dad invited the two elder men in turns to fuck me, by now they were quick to turn their overloaded ballock, I reached that item I couldn't get adequate 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 perfective 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 particular gift. The lonesome difference that Nox was his new interest in playing with my posterior as well as my sucking his prick. He kept rubbing it and running his fingers along the crack stopping at the short kettle of fish and pressing. He asked me if it was OK 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 firmer. All I could do was weight-lift back as it felt so good. He then asked me to turn putting my face in front of his cock. He wanted me to suck up him as he had taught me. I loved doing this and went right at it. His putz was always welcomed in my mouth. He then reached around and continued to play, totally with my, as he called it, my sweet twat.

He kept rubbing the lowly hole and pushing against it. Each push against it went furthering. Soon I gasped as his finger went fully in. This all took stead over an hour. 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 concentrate on suck, only on what I was feeling back there. I was lost in a delight I 'd never felt before or even imagined possible. He began to bear on his finger in then pull it out, the back in again. The rhythmic apparent 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 move. I may have been nine but I was a shrink mass in sexual pleasure. I never knew something could find so in effect. He again asked how I felt, and all I could do was groan ever so weakly and nod my head yes. Then he asked if I wanted to do something only a miss could do to please her man. He wanted to put his cock in my pussy 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 genu with my elbows down and my laughingstock in the air. He again pushed in his finger and by this prison term it was easily going in. He added a secondly. I was lost in lust even as a offspring Milquetoast boy. He pulled them out and the sudden emptiness saddened me. Then there was a really piercing pain. I felt something much expectant 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 pansy was meant to do, offer their dead body completely to their master. I so wanted to do that that I just had to expect with the stinging and delight him. I needed to usher him I was a good trivial milksop by giving him my body for his pleasure he would see and believe it. It took what seemed corresponding hour but soon I felt his gumshoe hairs against my butt. He was leaning over kissing my back. 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 upright pansy 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 same cum I had many times tasted when I sucked his shaft 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 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 emasculate boy I now really believed it. I had taken a man into my body and he put in me that gift, a gift both he and my Uncle always said was a man 's gift to his miss. 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 next day, our third, my can was a bit sore but I was just glowing. I could not hold back till bed time and what he had said we did, `` fucked '', and to do it again. That Night he said I should give my twat relaxation, so I sucked him till he came in my sass. He kept telling me to blockade pouting ; all I wanted was to palpate him in me again. Too replete me with his cum. wellspring the remainder of the weekend there I did everything I could no matter what time of day to get his cock inside me. I was hooked ; I loved as he said `` roll in the hay '' He told me I was a natural. From that day till I was in my twenties I loved him and loved him deep in me, fucking me long hard and deep for as long as he wanted .