I lost my anal virginity when I was XV, when one of the schooling prefect's called Rob made me his personal screwing toy. Later Rob mentioned our screwing sitting to his divorced father. Apparently Rob and his beginner had a respectable kinship although Rob lived with his mother after his parents were divorced. Rob and his Dad's family relationship was a last one mainly due to their high sex drives. Rob and his Dad used to masturbate each other. Rob's use to suck his Dad's turncock, 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 char or men wearing panty, Rob use to fatigue panties to please his Dad when they had their wanking sessions, but Rob preferred wearing underpants and seeing girls or other boys wearing them.

So you can guess how delighted Rob ‘ s Dad was to get word that Rob's had his own panty wearing piffling cum fornicatress. Rob 's father took a great interest and encouraged Rob to add me to encounter him at their home. I still call back that day, when Rob took me over to his house and introduced me to his father, Rob quickly left leaving me alone with his father, who led me to the upstairs sleeping accommodation where there on his bed all laid out were a beautiful selection of step-in. 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 joy toy was no surprisal for me, my great Uncle had helped pioneer me previously, he was an old bachelor-at-arms ; instead of treating me as his great nephew he preferred me to be his niece, which included learning things sissy male child needed to do to delight older men. After my Uncle's passing it was then Rob's Dad continued to teach me how to be a proper feminine boy, his main fetish was sissy boys, and delighted I the fact he found willing girlie boy ; Rob was a dashing hopes 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 time I was home.

Anyway up till I was xiv all my sexual play was unwritten ; I continued my education of orally pleasing a man from my groovy uncle. Rob's Dad offered to take 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 espouse woman to stay with him the weekend, Rob being a Loretta Young horny he-man with an instable need for sex whether it was a cunt or an asshole, his constant erections could gratify any need adult female's luxuria, Rob's Dad says the woman was a complete nymphomaniac, and that he's also fucked her passel of time, Before Rob left us he turned to me and said I'd just satisfy 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 hr we stopped near a remote control public toilet, Rob's Dad told me to foray down to my step-in, and follow him into the toilet.

There were two quondam men and a jr. manful standing at the urinal with their dungaree and underpants dropped down, all three were wanking each former and looking at each early tool, until I came him, Rob asked the men if they wanted a emasculate boy suck.

The excitement and my lustful youth couldn't refuse the opportunity to suck three Male cocks, one of the men was known to Rob's Dad he said"I hope you've brought us a really undecomposed tool sucker, I was instructed to kneel down and absorb the two aged men's peter, the younger guy just watched he slowing masturbating himself, then Rob's Dad asked the younger guy did he want to eff my sweet ass, Rob ‘ s Dad knew the younger guy's pecker was smaller than the two older men's. While sucking two huge succulent pecker, Rob come behind me yanked my skimpy knickerbockers down and started to lubricate my sleep together hole by fingerbreadth fucking my bastard with his index finger's breadth. I moaned and groaned with ecstasy, when the young man's cock reached its full erection he guided his cock inside me, this young man was eager to screw and took full advantage of my boy twat, wham bang it was for ten minute of arc, not let up just uninterrupted rotation, I'm screamed out a couple times became my boy cunt became dry, then after the Edward 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 onetime men in turns to fuck me, by now they were gear up to publish their overladen balls, I reached that head I couldn't get enough pecker inside me.

We left and finally reached our destination, the beginning night sleeping I began our common oral biz. 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 fucking pantywaist. He said I was one of only a few with my especial talents. The only difference that night was his new interest in playing with my tail as well as my sucking his cock. He kept rubbing it and running his digit along the scissure fillet at the little cakehole and press. He asked me if it was very well and I just nodded in credence of this new terrific feel. Then I noticed his finger's breadth was all gooey and his press on my hole was getting firmer. All I could do was campaign back as it felt so secure. He then asked me to turn putting my face in front line of his putz. He wanted me to suckle him as he had taught me. I loved doing this and went right at it. His cock was always welcomed in my rima oris. He then reached around and continued to play, totally with my, as he called it, my seraphic snatch.

He kept rubbing the small trap and pushing against it. Each push against it went furthering. Soon I gasped as his fingerbreadth went fully in. This all took seat over an hour. So he took over an 60 minutes to loose me up enough to fight 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 pleasure I 'd never felt before or even imagined possible. He began to push his finger in then pull it out, the back in again. The rhythmical motion was so turn on. 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 gesture. I may sustain been nine but I was a annihilative mass in sexual pleasure. I never knew something could feel so good. 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 young woman could do to delight her man. He wanted to put his cock in my pussy 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 knees with my elbows down and my coffin nail in the air. He again pushed in his finger and by this time it was easily going in. He added a irregular. I was lost in lust even as a young sissy boy. He pulled them out and the sudden vanity saddened me. Then there was a real sharp botheration. I felt something much bigger that his finger pressing into me. He was rubbing my backside and whispering how terrific it felt. He was telling me how beautiful I was. This he said was what sissy was meant to do, put up their body completely to their maestro. I so wanted to do that that I just had to bear with the sting and please him. I needed to show him I was a good piddling sissy by giving him my physical structure for his joy he would see and believe it. It took what seemed alike hours but soon I felt his hawkshaw hair's-breadth against my butt. He was leaning over kissing my back. 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 question the just 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 metre 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 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 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 next day, our third, my bed was a bit sore but I was just glowing. I could not expect till bed time and what he had said we did, `` fucked '', and to do it again. That night he said I should render my pussy rest, so I sucked him till he came in my mouth. He kept telling me to kibosh pouting ; all I wanted was to sense him in me again. Too fill me with his cum. wellspring the residual 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 gruelling and trench for as long as he wanted .