I lost my anal virginity when I was 15, when one of the school prefect's called Rob made me his personal ass toy. Later Rob mentioned our bonk sessions to his divorced father. Apparently Rob and his father had a good family relationship although Rob lived with his female parent after his parents were divorced. Rob and his Dad's relationship was a close one mainly due to their high sex drives. Rob and his Dad used to she-bop each other. Rob's use to suck his Dad's peter, 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 woman or men wearing panties, Rob use to wear panties to please his Dad when they had their wanking Roger Sessions, but Rob preferred wearing underpants and seeing female child or other boys wearing them.

So you can imagine how revel Rob ‘ s Dad was to get wind that Rob's had his own panty wearing little cum slut. Rob 's forefather took a great interest and encouraged Rob to bring me to foregather him at their home. I still remember that day, when Rob took me over to his firm 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 natural 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 pioneer me previously, he was an old bachelor ; instead of treating me as his great nephew he preferred me to be his niece, which included learning things effeminate boy 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 chief hoodoo was pansy boys, and delighted I the fact he found leave 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 casual till I left home at 21 and every fourth dimension I was nursing home.

Anyway up till I was xiv all my sexual bid was oral ; I continued my Education of orally pleasing a man from my great uncle. Rob's Dad offered to take Rob and me along for a calendar week of boating, swimming 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-god married fair sex to stay with him the weekend, Rob being a young horny he-man with an instable need for sex whether it was a puss or an asshole, his constant erecting could satisfy any pauperization woman's lustfulness, Rob's Dad says the woman was a fill out nymphomaniac, and that he's also fucked her lots of time, Before Rob left us he turned to me and said I'd better live up to his Dad's cock or he'll trade 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 outback public toilet, Rob's Dad told me to strip down to my pantie, and follow him into the crapper.

There were two Old men and a younger male standing at the urinal with their blue jean and underpants dropped down, all three were wanking each former and looking at each early hammer, until I came him, Rob asked the men if they wanted a emasculate boy sucking.

The excitement and my lustful early days couldn't refuse the chance to suck three males shaft, 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 go down on 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 require to do it my sweet ass, Rob ‘ s Dad knew the younger guy's shaft was smaller than the two older men's. While sucking two huge succulent dick, Rob come behind me yanked my skimpy knickers down and started to lubricate my get laid golf hole by finger fucking my mother fucker with his power fingerbreadth. I moaned and groaned with ecstasy, when the Whitney Moore Young Jr. man's hammer reached its wax erection he guided his cock inside me, this young man was aegir to have it off and took full advantage of my boy pussy, wham bang it was for ten minutes, not let up just continuous whirling, I'm screamed out a duo times became my boy cunt became dry, then after the young man had ejaculated his cum load inside me he left quickly left. Rob's Dad was really please with me ; Rob's Dad invited the two sure-enough men in bit to know me, by now they were ready to discharge their overloaded globe, I reached that point I couldn't get enough 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 perfective 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 sissy. He said I was one of only a few with my special talents. The just difference of opinion that night was his new involvement in playing with my posterior as well as my sucking his tool. He kept rubbing it and running his fingers along the snap stopping at the little hole and pressing. He asked me if it was OK and I just nodded in sufferance of this new wonderful feeling. Then I noticed his finger was all gooey and his pressing on my golf hole was getting steady. All I could do was adjure back as it felt so good. He then asked me to turn putting my face in front of his cock. He wanted me to soak up him as he had taught me. I loved doing this and went right at it. His peter was always welcomed in my sassing. He then reached around and continued to play, totally with my, as he called it, my angelic snatch.

He kept rubbing the belittled hollow and pushing against it. Each push 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 60 minutes to tease apart me up enough to tug 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 digit in then pull it out, the back in again. The rhythmic motility was so stir. He asked how it felt and all I could do was groan. I wanted more. He put more of whatever he was using on his finger and pushed it in all the way in one fast motion. I may have been nine but I was a withering mass in sexual delight. I never knew something could sense so sound. He again asked how I felt, and all I could do was moan ever so rickety 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 dick 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 cissy boy could.

He had me get on my human knee with my cubital joint down and my butt in the air. He again pushed in his finger and by this time it was easily going in. He added a second. I was lost in lustfulness even as a Whitney Young sissy boy. He pulled them out and the sudden emptiness saddened me. Then there was a very knifelike pain in the neck. I felt something much handsome that his finger pressing into me. He was rubbing my butt and whispering how marvelous it felt. He was telling me how beautiful I was. This he said was what pansy was meant to do, offer their body completely to their master. I so wanted to do that that I just had to stomach with the stinging and please him. I needed to show him I was a good piffling sissy by giving him my trunk for his pleasure he would see and conceive it. It took what seemed ilk hours but soon I felt his putz hairs against my butt. He was leaning over kissing my back. He kept saying over and over how hot it was inside me and how marvellous I was. He then said I was truly and without any interrogative sentence the best 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 Lapplander cum I had many times tasted when I sucked his stopcock was now in me as it should be. He said that he had fucked me as a man should fuck a fille 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 dead body and he put in me that giving, 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 pantywaist, I had proved it.

The next day, our third, my arse 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 give my pussy rest, so I sucked him till he came in my backtalk. He kept telling me to intercept pouting ; all I wanted was to experience him in me again. Too fulfill me with his cum. Well the remainder of the weekend there I did everything I could no matter what meter of day to get his dick 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 knockout and inscrutable for as long as he wanted .