I lost my anal virginity when I was fifteen, when one of the school day prefect's called Rob made me his personal screw toy. Later Rob mentioned our fuck sessions to his divorced Padre. Apparently Rob and his father had a good human relationship although Rob lived with his mother after his parents were divorced. Rob and his Dad's relationship was a closing curtain one mainly due to their high school sex crusade. Rob and his Dad used to masturbate each other. Rob's use to absorb 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 have on scanty to please his Dad when they had their jack off academic session, but Rob preferred wearing underpants and seeing miss or other boys wearing them.

So you can imagine how enthrall Rob ‘ s Dad was to get word that Rob's had his own pantie wearing little cum slut. Rob 's father took a not bad interest and encouraged Rob to bring me to meet him at their home plate. I still recall that day, when Rob took me over to his star sign 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 effective 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 broach me previously, he was an old bachelor ; instead of treating me as his bang-up nephew he preferred me to be his niece, which included learning things milksop 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 proper feminine boy, his main voodoo was sissy 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 till I left home at 21 and every time I was dwelling.

Anyway up till I was XIV all my sexual gambling was oral ; I continued my education of orally pleasing a man from my swell uncle. Rob's Dad offered to convey Rob and me along for a week of yachting, swimming and just fun away from the theatre. Unknown to me Rob was dropped off at his Mom's business firm, Rob's Mom was away so Rob had arranged for an Old married fair sex to stay with him the weekend, Rob being a young horny stud poker with an instable pauperization for sex whether it was a puss or an asshole, his constant erections could satisfy any pauperism woman's lust, Rob's Dad says the woman was a fill in nymphomaniac, and that he's also fucked her muckle of time, Before Rob left us he turned to me and said I'd best satisfy his Dad's cock 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 public toilet, Rob's Dad told me to strip down down to my scanty, and follow him into the toilet.

There were two sometime men and a vernal male standing at the urinal with their denim 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 suction.

The excitement and my lustful youth couldn't refuse the opportunity to suck three male person peter, one of the men was known to Rob's Dad he said"I hope you've brought us a really dependable peter patsy, I was instructed to kneel down and suck the two sometime men's cocks, the younger guy just watched he slowing masturbating himself, then Rob's Dad asked the untried guy did he want to fuck my sweet ass, Rob ‘ s Dad knew the younger guy's turncock was smaller than the two previous men's. While sucking two huge succulent cock, Rob come behind me yanked my skimpy knickers down and started to lubricate my be intimate mess by finger fucking my asshole with his index finger finger's breadth. I moaned and groaned with hug drug, when the young man's hammer reached its full erection he guided his tool inside me, this young man was eager to fuck and took to the full reward of my boy pussy, wham bang it was for ten minutes, not let up just continuous gyration, I'm screamed out a twain times became my boy cunt became dry, then after the young man had ejaculated his cum payload inside me he left quickly left. Rob's Dad was really pleased with me ; Rob's Dad invited the two quondam men in turning to fuck me, by now they were ready to free their overloaded balls, I reached that gunpoint I couldn't get enough cocks inside me.

We left and finally reached our name and address, the low gear Night sleeping I began our common viva voce 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 piece of tail pansy. He said I was one of only a few with my particular talents. The only departure that night was his new stake in playing with my backside as well as my sucking his cock. He kept rubbing it and running his fingers along the crack fillet at the minuscule yap and pressing. He asked me if it was alright and I just nodded in acceptance of this new fantastic flavor. Then I noticed his fingerbreadth was all gooey and his pressure on my golf hole was getting steady. All I could do was compress back as it felt so good. He then asked me to wrench putting my case in front 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 cock was always welcomed in my mouth. He then reached around and continued to toy, totally with my, as he called it, my sweet-smelling pussy.

He kept rubbing the small hole and pushing against it. Each push against it went furthering. Soon I gasped as his finger went fully in. This all took berth over an hr. So he took over an time of day to loose me up enough to bear on his finger in. It surprised me but soon I just could not concentrate on suction, only on what I was feeling back there. I was lost in a pleasure I 'd never feel before or even imagined potential. He began to push his fingerbreadth in then displume 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 Thomas More of whatever he was using on his finger and pushed it in all the way in one fast apparent movement. I may make been nine but I was a withering 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 girl could do to please her man. He wanted to put his pecker 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 knee with my elbow down and my butt in the air. He again pushed in his finger and by this fourth dimension it was easily going in. He added a second. I was lost in lust even as a unseasoned sissy boy. He pulled them out and the sudden emptiness saddened me. Then there was a real discriminating pain. I felt something much bigger that his finger 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 body completely to their sea captain. I so wanted to do that that I just had to bear with the stinging and please him. I needed to demo him I was a good minuscule sissy by giving him my body for his delight he would see and believe it. It took what seemed like hours but soon I felt his dick 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 howling I was. He then said I was truly and without any interrogative sentence the practiced pantywaist 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 pecker was now in me as it should be. He said that he had fucked me as a man should fuck a missy and filled me with his cum. He had me axial motion 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 talent, a gift both he and my Uncle always said was a man 's gift to his girl. I slept so soundly that nighttime as I knew no subject what anyone said or whatever they showed me, I was a sissy, I had proved it.

The next day, our 3rd, my bottomland was a bit sore but I was just glowing. I could not wait till bed clip and what he had said we did, `` fucked '', and to do it again. That Night he said I should collapse my pussy rest, so I sucked him till he came in my mouth. He kept telling me to intercept pouting ; all I wanted was to feel him in me again. Too fill me with his cum. Well the oddment of the weekend there I did everything I could no matter what time of day to get his shaft inside me. I was hooked ; I loved as he said `` screw '' He told me I was a natural. From that day till I was in my 1920s I loved him and loved him deep in me, fucking me long arduous and trench for as long as he wanted .