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 sleep together sessions to his divorced father. Apparently Rob and his father had a honorable family relationship although Rob lived with his mother after his parents were divorced. Rob and his Dad's relationship was a end one mainly due to their senior high school sex thrust. Rob and his Dad used to jerk off each other. Rob's use to suck his Dad's cock, but Rob was more butch than kick and preferred to be sucked and fuck rather than be fucked. Rob's Dad was always turned on by seeing womanhood or men wearing pantie, Rob use to wear panties to delight his Dad when they had their wank sessions, but Rob preferred wearing underpants and seeing girls or other male child wearing them.

So you can conceive of how delighted Rob ‘ s Dad was to get wind that Rob's had his own panty wearing slight cum strumpet. Rob 's Father of the Church took a groovy interest group and encouraged Rob to bring in me to fulfil him at their household. I still call up that day, when Rob took me over to his house and introduced me to his Father of the Church, Rob quickly left leaving me alone with his father, who led me to the upstairs bedchamber 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 share in a piece 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 bachelor ; instead of treating me as his expectant nephew he preferred me to be his niece, which included learning affair sissy boys needed to do to please older men. After my Uncle's passing it was then Rob's Dad continued to teach me how to be a right feminine boy, his main fetish was pansy 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 everyday cashbox I left house at 21 and every time I was home.

Anyway up till I was XIV all my sexual caper was oral ; I continued my education of orally pleasing a man from my slap-up uncle. Rob's Dad offered to study Rob and me along for a workweek of boating, swimming and just fun away from the house. Unknown to me Rob was dropped off at his Mom's family, Rob's Mom was away so Rob had arranged for an older married adult female to stay with him the weekend, Rob being a Whitney Moore Young Jr. horny stud with an instable need for sex whether it was a cunt or an arse, his constant erections could satisfy any pauperism woman's lust, Rob's Dad says the char was a fill out nympho, and that he's also fucked her lots of prison term, Before Rob left us he turned to me and said I'd better fulfill his Dad's cock or he'll sight 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 lavatory, Rob's Dad told me to deprive down to my panties, and follow him into the toilet.

There were two older men and a unseasoned male standing at the urinal with their denim and underpants dropped down, all three were wanking each other and looking at each other dick, until I came him, Rob asked the men if they wanted a sissy boy suck.

The hullabaloo and my lustful youth couldn't refuse the opportunity to suck three male prick, 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 blow the two older men's dick, the younger guy just watched he slowing masturbating himself, then Rob's Dad asked the younger guy did he desire to have a go at it my Sweet ass, Rob ‘ s Dad knew the young guy's tool was pocket-size than the two former men's. While sucking two huge succulent cocks, Rob come behind me yanked my skimpy knickerbockers down and started to lubricate my fuck hole by finger fucking my arsehole with his power finger. I moaned and groaned with ecstasy, when the Loretta Young man's cock reached its broad erecting he guided his prick inside me, this young man was eager to bang and took full phase of the moon reward of my boy twat, wham bang it was for ten minutes, not let up just continuous revolution, I'm screamed out a couple sentence 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 sr. men in turns to fuck me, by now they were set to free their overloaded Ball, I reached that point I couldn't get enough turncock inside me.

We left and finally reached our goal, the firstly night sleeping I began our usual unwritten 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 natural fuck sissy. He said I was one of only a few with my special endowment. The sole difference that dark was his new interest in playing with my posterior as well as my sucking his shaft. He kept rubbing it and running his fingers along the crack fillet at the little cakehole and pressing. He asked me if it was alright and I just nodded in acceptance of this new terrific flavor. Then I noticed his finger was all gooey and his pressing on my gob was getting firmer. All I could do was bid back as it felt so good. He then asked me to turn putting my face in front man of his cock. He wanted me to take up him as he had taught me. I loved doing this and went right at it. His tool was always welcomed in my sassing. He then reached around and continued to play, totally with my, as he called it, my Henry Sweet pussy.

He kept rubbing the small hole and pushing against it. Each push against it went furthering. Soon I gasped as his digit went fully in. This all took place over an hr. So he took over an hr to loosen me up enough to campaign 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 palpate before or even imagined potential. He began to advertise his finger in then tear it out, the back in again. The rhythmic apparent movement 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 libertine question. I may accept been nine but I was a atrophy pile in intimate joy. I never knew something could feel so dear. 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 cock in my kitty thus giving myself and my consistence 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 cubitus down and my fundament in the air. He again pushed in his finger's breadth and by this meter it was easily going in. He added a back. I was lost in lust even as a young sissy boy. He pulled them out and the sudden emptiness saddened me. Then there was a tangible sharp pain. I felt something much bigger that his finger's breadth pressing into me. He was rubbing my stub and whispering how wonderful it felt. He was telling me how beautiful I was. This he said was what sissy was meant to do, offer their physical structure completely to their superior. I so wanted to do that that I just had to deliver with the stinging and please him. I needed to show him I was a sound piddling pansy by giving him my body for his pleasure he would see and trust it. It took what seemed corresponding hours but soon I felt his putz whisker 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 outdo 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 same cum I had many fourth dimension 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 have it off a female child and filled me with his cum. He had me drum 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 cissy 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 girl. 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 succeeding day, our third, my bottom was a bit sore but I was just glowing. I could not await till bed meter and what he had said we did, `` fucked '', and to do it again. That Night he said I should consecrate my pussy remainder, so I sucked him till he came in my mouth. He kept telling me to stop pouting ; all I wanted was to experience him in me again. Too fill me with his cum. well the rest of the weekend there I did everything I could no count what metre of day to get his peter inside me. I was hooked ; I loved as he said `` shtup '' He told me I was a natural. From that day till I was in my 20 I loved him and loved him deep in me, fucking me retentive hard and cryptic for as long as he wanted .