**This story is pure fantasy and not meant to be totally realistic, so if it's not your thing, don't read!**

My parents had sparkling reputations, but I more than anyone knew the real nasty stuff they did, which is probably good because while most people would be scandalized, shocked or worse, I not only accepted the filthiest and naughtiest types of sex, but over time preferred them. Except that, for the most part, I kept that information about me from reaching my family members...at least for a good long time.

I had four older brothers and two sisters, one older and the other younger. My dad was a fitness trainer and former bodybuilder and underwear model, and my mom was an actress of some sort. Both of them were very beautiful and they passed it on to their children, fortunately. Over time it became apparent that the boys had inherited one very good gene from our dad, who all his life had heard about how abnormally monstrous his cock was on a regular basis. Since it was the first one I saw, and the one I grew up with, I never took it for granted but wasn't intimidated by it the way others were. One by one my brothers began growing up and I got to watch them all, and I became more and more obsessed with the male body and especially the cock.

My brothers told me about sex from seemingly the beginning, so I always knew about it if not the specifics. I was seven when I got caught watching my parents fuck through their bedroom door, although they acted like it was their mistake and I had accidentally walked in on them. Instead of yelling or punishing me my dad told me to come in, then closed and locked the door behind us and led me to the bed where my mom was lying naked and panting. My dad's cock was hard, harder than the semi-hard he sometimes got in showers or tents. And I watched them finish having sex, hearing the occasional pointer or clarification from them as they did. I just knew it looked naughty and like a hell of a lot of fun.

I usually say I lost my virginity three times, and it's not untrue. My first time participating in sex came about a week after I turned eight. It was late and I heard what sounded like sex noises from my parents' room, and I crept down the hall to see if I could watch as I sometimes did. When I got the the cracked door I gasped as I saw my mom getting fucked all right, but not by my dad. Instead it was a handsome brown-haired man around 25 or 26 who was fucking her doggie style with a big thick cock. She was 30 then, having had my oldest brother at sixteen, and all my brother's friends joked about wanting to fuck her. I wasn't angry or sad that she was having sex with someone not my dad, and in fact I kind of got excited by it.

But I got so excited I didn't disappear fast enough after the guy shot a load in and on my mom's pussy, and he caught me, and brought me in scoldingly, his ten inch dick dripping and softening slowly. “Look who was watching outside,” he said. “Your little perv boy.” He smiled so I figured this wasn't an insult. “What should we do with him?”

My mom winked at her lover. “You usually only need a minute, maybe two before going again...how about you pop his little cherry?” she asked him.

“Fuckin' hot,” the man said, eyeing me hungrily. “Suck on my dick, buddy,” he ordered and put his dick in my face and a hand on the back of my head and pulled me forward and I opened my mouth to take the dick in. It tasted sticky, salty and warm, and soon I choked as it hit the back of my throat, and he let me get air before trying again. I was loving it anyway, having loved cock all my life and now learning what to do with it with a hot guy who had just fucked my mom.

I sucked him on all fours and felt my mom pour something cold and slippery on my ass and rub it around. Then the guy pulled his cock away and she poured some on his dick as well. He went behind me and we could see ourselves in the mirror on the closet doors, and it was hot. “This might hurt bro,” he said, then I felt his cock head against my raw smooth virgin boyhole. “Give him something,” he told my mom, who got a small thing made of rubber in the shape of a cock, and put it in my mouth just as I felt my ass rip open and a dash of pain. My cry was muffled by the fake cock in my mouth, but I felt like I had been broken as he slid further into me until finally, when I felt I was about to explode, he stopped.

“All in,” he said, snickering. “I can't believe he fuckin' took the whole thing. Shit!” He began fucking me steadily at a good but not intense pace as I watched in the mirror, his hands holding my hips as he pumped in and out. I noticed my mom holding a camera as her lover fucked me, aiming it at us off and on. I kept the fake cock in my mouth although after a bit the pain went away, replaced by almost pleasure, definitely excitement. Eventually the guy began groaning and moaning more frantically and then he stopped altogether, panting and moaning out loud. After what seemed like ages he slowly slid his cock out of me and to my surprise I felt empty and almost wanted it back inside me.

After that night I didn't try to spy on my parents for a while, and almost a year passed before I had a cock inside me again. My mom was involved again in a similar way, except this time I knew the guy I saw fucking her one day when I came home early from swim team. He was a good looking redhead named Larson, and he was no older than 17 at the time, probably 15 or 16, about my oldest brother Troy's age. I got home and didn't even have to sneak to catch him fucking her bent over one of the sofas in our media room. When they saw me they were thrown off a bit but they didn't hurry to get dressed or even stop fucking, for that matter. I liked seeing a hot young guy fuck my 31 year old mom from behind although I paid most of my attention to him. He had a very nice large dick and smooth defined build and red pubic hair, but I liked him most for what he was doing, not his appearance.

He pulled his cock from my mom's pussy and made me kneel down and suck on his juicy dick, then put it back in her cunt and pulled it out after a minute again for me to suck clean. After doing that a couple times he asked both my mom and me, “So, can I fuck his pussy too?”

My mom didn't even look at me before saying “Of course you can, Wyatt. It won't be his very first but it's his second and it's been almost a year.”

“Nice,” the boy said. He stood up and led me to the couch and lay me on my back, then knelt down in front of me with my legs on his shoulders and his cock at my ass. He lubed them both up, then winked at me and said “Here goes, you hot little slutboy!” With that he slowly slid the head of his thick cock inside me, ripping me open like last time but not as harshly or painfully. He slid all the way in and I got to see his reactions face to face this time, and I knew he loved it. I cried out a little in some pain but it got him even more excited. Finally he began fucking me, slowly, then harder and faster until he was pounding my little ass so hard his pelvis slapped against my ass with a smacking noise. He was moaning and groaning loudly, no one being home to hear it, and I loved knowing he felt good in me. Then he yelled out loudly and threw back his head and shuddered as he stopped, and a few minutes later pulled out.

From then on I got fucked about once every three or four months for about a year and a half in similar situations. At ten, almost to the day, I started puberty and quickly grew hair, dick, and most of all sexual appetite, to the point of almost obsession and addiction even at 10 and 11 years old. I loved playing with my ass in any possible way, and porn was my livelihood. My main subjects of fantasy those days were my brothers and somewhat my dad, and I gathered a collection of hidden camera shots and naughty memorabilia of the five of them over the weeks and months. Troy was then 17 and the varsity quarterback as a junior. The twins, Ryder and Derrick, were 15; Ryder played water polo and baseball while Derrick was more of a skater, surfer and troublemaker. Elliot was then 13, drop dead beautiful, even compared to my adonis brothers, already developed muscles, star junior high swim, water polo and baseball player, and horsehung like the rest of them. None was quite the size of my dad's record fourteen incher, but Troy and Derrick had a bit over thirteen, Ryder twelve and a half, and Elliot ten and a half and still growing. I was shocked to see mine grow to over eight and a half inches before I turned eleven, then another inch over the next nine months and eventually stopping just short of twelve but thick as a soda can.

Still, only my parents had any idea of my sexuality, and really just my mom, since my dad had merely had me watch three years earlier. The only other one who found out around then was my older sister Kym, almost two years older than I and on a very similar wavelength about sex, it turned out. Kym matured early and by 12 had big boobs and good body and the sex drive of, well, me. We didn't find this out by sharing, of course, but by a rather more appropriate method for us. I was eleven when Kym came in my room in the middle of the night one night, naked, and woke me up by rubbing and kissing my hardening cock, by then topping at nine plus.

“What are you doing?” I said sleepily.

“Fuck my pussy, Brady,” she begged in a loud whisper. “I need your cock in me so bad! Seriously!”

Pussy wasn't really my top choice at the best of times, but there would always be exceptions, and I found Kym's to be one. It wasn't just any pussy, it was my sister's, and that was a key selling point for me. But before I did I had to tell her everything, and I did. I wasn't entirely surprised that she not only wasn't bothered, she was almost more turned on by all that, as was I. So I lay on my back as my sister slid down on my hard nine inch cock. I liked her pussy, and that it felt well used somehow, and she seemed to like my cock which made it better.

She rode me for a while then got off and got on all fours to lick my cock clean, smiling up at me as she did in a very hot way. I took a note to try it. Then she came and lay next to me with a hand around my dick and another on my chest. We talked about our brothers, who she hadn't actually done anything with either, but shared my desire to. I didn't tell her about the stuff with my mom, nor did she mention anything like it. Then she got on hands and knees and I finally got the chance to fuck her doggy style like I had been fucked that first time. I came inside her with one of the most intense orgasms I'd had to date, and she seemed quite pleased.

Kym and I became closer, sexually, after that and shared fantasies, stories, tips and goals as well as fucking every so often as well. We were similarly slutty and similarly nasty in mind, and found nothing off limits to talk about between us, except that I still didn't tell her about mom's guys and didn't plan to.

Kym got her first boyfriend, of sorts, just after her thirteenth birthday. His name was Mark, and he was 37. He was also into the things Kym (and me, by extension) was into and more, and got off on breaking rules and taboos just like we did, which made it better for both of them, even if I was the only one who knew about it. When Mark learned about Kym and my relationship, he insisted on participating in it too, and one look at his enormous cock was more than enough for me to go for that. He would videotape us fucking or him fucking either or both of us, knowing full well its illegality but loving its taboo hotness. He had lots of money and although they were only “together” about six months, over those few months he got me started with a good sized porn and toy collection.

My third and final virginity loss was as hot if not hotter than my other two, although it didn't happen until I was almost thirteen. My dick was then between ten and eleven inches and incredibly thick, more than I thought possible, and I was an incredibly active slutboy behind everyone's back. From internet hookups to anonymous public stuff, I managed to get cock in my ass several times a month at minimum.

I got an email from a guy named Stone, who was in his late thirties and had a son named Jamie who was about my age. Stone wanted to watch someone pop his son's cherry, and was especially interested in someone like me, what with my age, my dick, my interests and all. Both were quite attractive and the idea very hot so I agreed, and snuck out one night as Stone picked me up and drove me back to his large house in the hills. He had greying hair and muscled build with huge arms and pecs. On the way back we picked Jamie up from a friend's and he climbed in the back of the van with me to get acquainted. He was almost fourteen, tan, tallish, smooth and very innocent looking, with big eyes and short brown hair combed to the side. He was definitely nervous and probably would have rather not done it but he didn't really resist at all either.

We got to the house and Jamie went to change and get ready for whatever was going on that evening. “He's really hot,” I said to Stone honestly, and he grinned.

“I'm glad you like him,” the man said. “I think he likes you too, for a straight guy, at least.” I made a protesting noise and he laughed. “Yeah, that's what he says, but he also knows that he has to obey his daddy.”

“Wow,” I said, my cock hardening under my shorts. “Any other sons?” I asked.

He chuckled. “One older son, he's a freshman in college, and my nephew lives with us too, he's a junior.” He showed me pictures; both were quite hot. “I'm gonna take pictures but try not to let Jamie know, he probably won't like it,” he said. “When you're done popping his cherry we'll take care of you as well.”

I grinned as the boy entered the room in only a speedo. Stone said to start whenever and I pulled off my shorts and let out my ten incher, and he followed suit and let loose a good thick nine incher himself. I decided to just cut to the chase if he was “straight,” since he wouldn't appreciate any of the foreplay either, so I reached for the lube Stone handed me and lubed up my cock and his smooth, super tight ass. I tried sliding one finger in but it took some work. “Relax,” Stone told his son, and soon he was taking two and three fingers in his virgin hole. He asked if I had my condom and I looked at Stone, who nodded, and I said yes, then grinned at Stone, who winked back at me while I placed my bare cock on his virgin pussy.

I don't know why but at that moment I suddenly became a total aggressive top unlike anything I'd ever been before, and I slipped my enormously thick cock head into him quickly and he screamed out in pain and surprise. I was a bit aroused to find that his scream was turning me on, especially as it seemed to eventually start dying down as I felt his tight hole begin to open for my coke can dick. At one point I pulled out of him completely and almost came when I saw his hole gaping open and hungry, then slid all the way into him until my pelvis hit his ass, making him scream out again. Stone looked like he was in ecstasy, taking pictures and watching intently as I fucked his son's cunt for the first time. Not to mention it was my first boyhole as well, and it felt incredible, if a bit too tight for my liking overall.

Eventually I got to fucking him somewhat hard from behind doggie style, which I loved seeing in the full length mirror. The boy's eyes were shut tight and he was moaning steadily as I fucked his hole deep. Soon I felt that amazing feeling I loved, but multiplied by ten, and nodded to Stone as I shot my load while still fucking him so he wouldn't know, then after the last shot I immediately pulled out and pretended to cum outside him or in the imaginary condom. He was too out of breath and overwhelmed to look, but I got a great view of his open hole slowly closing back up full of my load without him knowing it.

Thus I had my three cherries popped before thirteen, laying the groundwork for the nastiness still to come that I could only imagine before it happened.

To be continued.