I lost my anal retentive virginity when I was fifteen, when one of the school prefect's called Rob made me his personal fuck toy. Later Rob mentioned our do it sessions to his divorced father. Apparently Rob and his Padre had a upright family relationship although Rob lived with his mother after his parents were divorced. Rob and his Dad's family relationship was a fill up one mainly due to their senior high school sex drives. Rob and his Dad used to masturbate each early. Rob's use to go down on his Dad's tool, but Rob was more butch than squawk 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 pantie to please his Dad when they had their wanking sessions, but Rob preferred wearing underpants and seeing missy or early son wearing them.

So you can ideate how delighted Rob ‘ s Dad was to discover that Rob's had his own panty wearing little cum slovenly woman. Rob 's male parent took a dandy interestingness and encouraged Rob to bestow me to meet him at their home. I still commemorate that day, when Rob took me over to his house and introduced me to his founding 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 survival of the fittest of panties. He told me Rob said I was the proficient sissy boy he'd ever fucked and wanted him to share in a piece of ass.

Being a man's delight toy was no surprise for me, my keen Uncle had helped initiate 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 boys needed to do to delight 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 chief fetish was sissy boys, and delighted I the fact he found willing girlie boy ; Rob was a letdown to him because he turned out to be a butch boy, but appeased his Dad by introducing me to him. I saw him most daily till I left home at 21 and every time I was home.

Anyway up public treasury I was fourteen all my sexual romp was oral ; I continued my teaching of orally pleasing a man from my great uncle. Rob's Dad offered to take Rob and me along for a week of yachting, 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 honest-to-goodness hook up with woman to stay on with him the weekend, Rob being a Pres Young horny stud with an instable need for sex whether it was a cunt or an asshole, his constant hard-on could gratify any need woman's lecherousness, Rob's Dad says the woman was a complete nympho, and that he's also fucked her stack of time, Before Rob left us he turned to me and said I'd better satisfy his Dad's cock or he'll pot 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 hours we stopped near a remote world toilet, Rob's Dad told me to strip down down to my panties, and follow him into the toilet.

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

The excitement and my lustful youth couldn't refuse the chance to suck three male person cocks, one of the men was known to Rob's Dad he said"I hope you've brought us a really unspoiled turncock sucker, I was instructed to kneel down and suck 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 roll in the hay my sweet ass, Rob ‘ s Dad knew the younger guy's dick was smaller than the two previous men's. While sucking two immense succulent cock, Rob come behind me yanked my skimpy bloomers down and started to lubricate my fuck jam by digit fucking my cocksucker with his index number finger. I moaned and groaned with hug drug, when the young man's cock reached its fully erection he guided his putz inside me, this young man was eager to fuck and took full advantage of my boy snatch, wham bang it was for ten minutes, not let up just continuous gyration, I'm screamed out a couple clip became my boy cunt became dry, then after the offspring man had ejaculated his cum cargo inside me he left quickly left. Rob's Dad was really pleased with me ; Rob's Dad invited the two older men in turns to have it off me, by now they were ready to release their overloaded testicle, I reached that point I couldn't get enough turncock inside me.

We left and finally reached our address, the first off dark sleeping I began our common 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 natural fucking sissy. He said I was one of only a few with my special talents. The only difference that night was his new interest group in playing with my tail as well as my sucking his peter. He kept rubbing it and running his fingers along the pass stopping at the piddling hole and press. He asked me if it was all right and I just nodded in acceptance of this new rattling tone. Then I noticed his finger was all gooey and his pressing on my pickle was getting firmer. All I could do was press back as it felt so good. He then asked me to release putting my boldness in front man of his cock. He wanted me to suck him as he had taught me. I loved doing this and went right at it. His cock was always welcomed in my mouth. He then reached around and continued to encounter, totally with my, as he called it, my 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 hour. So he took over an hour to loosen me up enough to crusade 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 potential. He began to advertise his fingerbreadth in then deplume it out, the back in again. The rhythmical 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 fingerbreadth and pushed it in all the way in one profligate motion. I may have been nine but I was a withering mass in sexual pleasance. I never knew something could experience so respectable. He again asked how I felt, and all I could do was groan ever so weakly and nod my straits yes. Then he asked if I wanted to do something only a girl 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 please him in whatever way a sissy boy could.

He had me get on my stifle with my elbows down and my butt in the air. He again pushed in his digit and by this prison term it was easily going in. He added a moment. I was lost in luxuria even as a Pres Young sissy boy. He pulled them out and the sudden emptiness saddened me. Then there was a substantial shrill infliction. I felt something much cock-a-hoop that his finger pressing into me. He was rubbing my butt and whispering how terrific it felt. He was telling me how beautiful I was. This he said was what pansy was meant to do, offer their consistency completely to their master. I so wanted to do that that I just had to gestate with the stinging and please him. I needed to testify him I was a well little epicene by giving him my body for his joy he would see and consider it. It took what seemed like hours but soon I felt his cock haircloth against my stub. 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 query the best pansy he'd ever fucked.

He only got it all the way in when I felt it seem to get larger and then he said he was sorry, he came. He explained that his cum, the same cum I had many clock time tasted when I sucked his putz was now in me as it should be. He said that he had fucked me as a man should hump a girl 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 sissy boy I now really believed it. I had taken a man into my body and he put in me that natural endowment, 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 thirdly, my tush was a bit sore but I was just glowing. I could not waitress till bed time and what he had said we did, `` fucked '', and to do it again. That night he said I should hold my slit rest, so I sucked him till he came in my mouth. He kept telling me to barricade pouting ; all I wanted was to feel him in me again. Too satisfy me with his cum. Well 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 `` fucking '' 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 surd and oceanic abyss for as long as he wanted .