I lost my anal virginity when I was xv, when one of the schooltime prefect's called Rob made me his personal fuck toy. Later Rob mentioned our fuck sessions to his divorced father. Apparently Rob and his father had a good relationship although Rob lived with his female parent after his parents were divorced. Rob and his Dad's relationship was a closelipped one mainly due to their high sex cause. Rob and his Dad used to masturbate each early. 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 pantie, Rob use to wear thin pantie to please his Dad when they had their jerk off sessions, but Rob preferred wearing underpants and seeing miss or other male child wearing them.

So you can guess how please Rob ‘ s Dad was to hear that Rob's had his own panty wearing little cum slut. Rob 's Fatherhood took a great interest and encouraged Rob to bring me to adjoin him at their menage. I still remember that day, when Rob took me over to his business firm and introduced me to his father, 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 selection of panties. He told me Rob said I was the best pantywaist boy he'd ever fucked and wanted him to share in a man 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 bachelor ; instead of treating me as his cracking nephew he preferred me to be his niece, which included learning thing effeminate boys needed to do to please older men. After my Uncle's passing it was then Rob's Dad continued to learn me how to be a right feminine boy, his primary juju was sissy son, and delighted I the fact he found willing girlie boy ; Rob was a disappointment to him because he turned out to be a dyke boy, but appeased his Dad by introducing me to him. I saw him most everyday trough I left home at 21 and every sentence I was rest home.

Anyway up till I was fourteen all my sexual play was oral ; I continued my education of orally pleasing a man from my great uncle. Rob's Dad offered to ask Rob and me along for a week of boating, swim 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 older get married woman to stay with him the weekend, Rob being a young horny stud with an instable demand for sex whether it was a snatch or an asshole, his unceasing erecting could satisfy any demand woman's luxuria, Rob's Dad says the woman was a unadulterated nymphomaniac, and that he's also fucked her lots of time, Before Rob left us he turned to me and said I'd better satisfy his Dad's turncock 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 60 minutes we stopped near a remote public toilet, Rob's Dad told me to plunder down to my pantie, and follow him into the john.

There were two elder men and a vernal 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 sissy boy suck.

The upheaval and my libidinous young person couldn't refuse the opportunity to suck three males pecker, one of the men was known to Rob's Dad he said"I hope you've brought us a really safe cock mug, I was instructed to kneel down and suck the two elder men's turncock, the immature guy just watched he slowing masturbating himself, then Rob's Dad asked the younger guy did he want to make out my angelic ass, Rob ‘ s Dad knew the young guy's cock was low than the two older men's. While sucking two Brobdingnagian succulent turncock, Rob come behind me yanked my skimpy breeches down and started to lubricate my fuck hole by digit fucking my asshole with his index finger. I moaned and groaned with go, when the young man's prick reached its full erection he guided his putz inside me, this immature man was eager to have sex and took full advantage of my boy pussy, wham bang it was for ten minutes, not let up just uninterrupted revolution, I'm screamed out a couple metre became my boy twat became dry, then after the young man had ejaculated his cum shipment 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 make out me, by now they were quick to publish their overload bollock, I reached that point in time 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 other men. He was rubbing me softly saying how beautiful I was. He said I was truly a cancel shtup sissy. He said I was one of only a few with my special talents. The exclusively difference that dark was his new pastime in playing with my posterior as well as my sucking his cock. He kept rubbing it and running his finger along the crack stopping at the niggling hole and pressure. 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 pressure on my yap was getting firmer. All I could do was push back as it felt so good. He then asked me to ferment putting my face in front of his hammer. 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 dessert cunt.

He kept rubbing the small hole and pushing against it. Each get-up-and-go 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 hour to tease apart me up enough to push 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 pleasance I 'd never matte before or even imagined possible. He began to push his finger in then pull 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 more of whatever he was using on his finger and pushed it in all the way in one profligate motion. I may have been nine but I was a atrophy great deal in sexual joy. I never knew something could feel so good. He again asked how I felt, and all I could do was groan 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 shaft in my twat thus giving myself and my soundbox to the man who lusted after me. I said"yes"so excitedly, all I wanted to do was to delight him in whatever way a sissy boy could.

He had me get on my stifle with my elbows down and my butt end in the air. He again pushed in his finger and by this time it was easily going in. He added a endorsement. I was lost in lust even as a young pantywaist boy. He pulled them out and the sudden emptiness saddened me. Then there was a real sharp hurting. I felt something much bigger that his digit pressing into me. He was rubbing my butt and whispering how fantastic it felt. He was telling me how beautiful I was. This he said was what sissy was meant to do, offer their trunk completely to their passe-partout. 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 beneficial lilliputian sissy by giving him my body for his pleasure he would see and believe it. It took what seemed like hours but soon I felt his dick hairs against my butt. He was leaning over kissing my spine. 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 interrogative the best milksop 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 cock was now in me as it should be. He said that he had fucked me as a man should get laid a young lady and filled me with his cum. He had me whorl 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 trunk and he put in me that gift, a talent both he and my Uncle always said was a man 's gift to his young woman. 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 following day, our third, my posterior 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 dedicate my puss rest, so I sucked him till he came in my sass. He kept telling me to check pouting ; all I wanted was to feel him in me again. Too fill 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 cock inside me. I was hooked ; I loved as he said `` fucking '' He told me I was a rude. From that day till I was in my mid-twenties I loved him and loved him deep in me, fucking me long voiceless and deep for as long as he wanted .