Date: Thu, 4 Jul 2013 12:17:16 +0930 From: Mathew Elizabeth Subject: My Moms Young Stud 5 (bisexual, authoritarian, adult-youth) Disclaimer: If you are not yet 18 years of age or if it is illegal to read materials of this kind where you live, then please stop now. This author will not be held responsible if this work gets into the wrong hands. This story contains consensual and intimidating descriptions of sexual activity between boys and older people. Please write: mathew_monkey@hotmail.com. I would like to hear if you like my story. Warning: This story contains psychological themes such as cuckolding and parental neglect. If these types of themes offend you then you best leave. My Moms Young Stud 5 Charlie; Friend Of Foe? By Mathew Elizabeth Charlie and I reminisced with each other about all those years ago with my dead fathers journal as our guide. At stages we were interlocking lips, but most of the time he breathed down my neck seductively feeding his version of events to me about those absent times 4-years-ago while he massaged my ass cheeks. I had never kissed or been this way with another person before. I had no idea whether I was gay, straight, bi or; whatever! I hated Charlie for god's sake! But what was he doing to me? He had awoken something primal and submissive within. I felt wanted and needed just like my mother did. The feelings and sensations were unreal! The way this cheeky boy touched me and felt me up made me feel like my entire body was going to burst like a firecracker! It was so strange because I never quite felt this way about another boy, or girl for that matter! Sure I've perved on boys and girls ass when they walk past, but nothing past the typical stuff of a typical teenager. Yes, I've also jerked off to pornography, but I've never looked at the gay stuff, mostly because my porn collection came from my friends Wade, Andrew and even Charlie and Jay when I was younger. What 12-year-old boy doesn't look at porn these days? I've seen a number of shemale pornography amongst Andrew's collection as well. But I'm not into that. Anyway; I still never had the desire to look further into the kinkier stuff. I found myself turned on by a woman's body but I also was aroused about how the guy in the pictures or movies made the woman feel. In a sense I must have also been subconsciously attracted to men because of their demeanour and confidence. It was most likely the reason why I was such a follower towards Jay when I was younger. Which brings me to the reasons why such intimate feelings had been finally awoken inside me. It was the tension and embarrassing series of situations. 16-year-old Jay was fucking my mother along with him taking over the household and my family life. He had been sticking his cock in her ass in front of my father for four years; since he was twelve! Mixed with everybody in my school and social life finding out about their relationship. The embarrassment sent tingles down my spine and waves of pleasure down my crotch and hip region. Even Charlie, who was my mentally abusive tormentor had returned as well and already knew about Dad, Mom and Jay's situation. He was bribed in exchange for a vow of silence after striking a deal with Jay all those years ago. The embarrassment continued to build, and I felt like I needed to cum! Charlie was going to help me with that. "Strip of your clothes," Charlie said calm but stern. His eyes were as leering and taunting as they were four years ago. I obeyed instantly. I got off my bed and bent over in front of him and pulled down my trousers. I then pulled down my underwear giving Charlie a view of my big pale butt cheeks. Throwing my shirt off with ease I was now naked in front of this cheeky blonde boy. The embarrassment overcame me and I blushed while putting my hands over my erection to cover it. I was facing away from him; my big butt cheeks were in full view to his taunting gaze. Charlie leered at me with a pleased but hungry grin. What was with this kid? I knew for a fact that he liked women! I remember he was the first kid to get his dick sucked in the 7th grade. Charlie made it obvious that he was sexually active! That is very unlike myself, since I was still completely confused by my sexual preference. I do remember Charlie playfully humping other boys in the change room whenever they bent over when we were twelve. But it was considered a silly joke; we never thought it was literally gay or anything. Charlie sneered as he got up from the bed and walked towards me fully clothed and warm. He stood and looked critically at my pale shapely body. "Your body is very petite.nice." Charlie said huskily as he walked behind me, "and your ass-" SLAP!! "-Is so fucking thick!" He breathed down my neck again as the throbbing sensation coerced through my thick buttocks and thighs. "No wonder all the boyz call you stumpy. Your bum and legs are thick like fucking tree stumps!" I whimpered a little bit, getting very turned on by 16- year-old Charlie's leering eyes, seductive breathe and hungry words. "Please." I whimpered. "I'm so embarrassed, please help me cum Charlie," "Get on the bed on all fours faggot!" Charlie giggled hysterically. He slapped my ass hard to get me moving again. SLAP! "Ouch! Don't call me that!" "Naaw why not? Too mean?" Charlie laughed. SLAP! "Get your fat ass in the air and your face in the pillows!" He yelled with a maniac grin. I crawled onto my bed gleefully but with tears in my eyes as I got into position. I positioned myself on all fours on the bed like a pretty little kitty. I stuck out my big hienie at him and slightly spread my legs for leverage on the bed. I could only hear Charlie walk up behind me. I heard him giggle softly before I felt cold soft fingers touch my dick and balls. I squealed and shivered to the soft touch. Suddenly the fingers harshly grasped my tender full balls. I squealed out in terror and humiliation. The pain was intense but it didn't last more than an instant. Charlie continued to giggle. " You look like you could youse some stress relief," I could hear Charlie say as he looked down at my ass crack; which was so cold and exposed. Charlie then grabbed at my hard dick shaft and tugged at it harshly. "Whhhhaaaaaaaaaaa!" I reacted. The sensitivity of the cold touch of his fingers masturbating my bulging prick sent me into a fit. I struggled and wiggled like I was getting relentlessly tickled. "Naaww," Charlie laughed, "I love it how you wiggle your butt everywhere when I do this to you. So fucking lewd! Your asshole is gaping open!" I then felt a prodding finger enter my butt-hole. "Y-y-yaaaaaaaa!" I yelped once again. The sensation was driving the nervs in my entire body into haywire mode! "Please!" I begged, "Please Charlie! Help me cum!" "Ok," Charlie began as he played with my ass and cock while I was on all fours on my bed. "Ill finish up nice and fast for you, but you got to do something to help me along." "What? Anything!!" "I want to see you really express how much you love me. I wanna hear you squeal. I wanna see your cum-face." What? I didn't love him! I didn't want to show him my face in such surrender! But he was making me feel so good. At that point I didn't care! I needed to orgasm and badly! "Ok! Ok! Whatever you want you perv!" I whimpered meekly. "Good!" Charlie said sternly once again, "I love doing this to dudes, it's so fucking funny!" Charlie then roughly grasped at my tender balls carelessly once again. I groaned loudly as his hands roughly moved up to my hard little dick shaft. He began to tug my 'pee-pee' as he pressed his waist into my bare- naked buttocks and leaned his upper body diagonally to observe my face. I could feel his hard on through his jeans press harshly against my bare smooth ass. He held me firm in position with his left arm around my stomach. Charlie smiled as he watched me heave and whimper helplessly. My face was full of shame and strain, glowing pink with embarrassment as I let him look at me this condition. Charlie was nothing like me physically. He was very slim and trim and had next to no muscle or body fat. He had an extremely trim waistline and had very thin hips. Thank goodness Charlie had such a handsome face and beautiful shaggy blonde hair. Otherwise many of the girls would consider him as a 'little rat'. Charlie's physic and genetics never allowed him to have a big round bottom. In fact Charlie had no booty at all. It was probably the reason why he was so fascinated by it as a young kid, wether he found them funny, strange or sexy. Myself however, I was the cute, short, stocky type. I was in shape, yes. But that didn't stop me from having some awkward and voluptuous features. My ass like my moms was huge! I had big strong thighs, many of the popular boys in school constantly slap it and say I should play in the local football or rugby side with such strong legs. I always blushed to the fact that these boys were checking out my ass, even if it may have been just for just sporting purposes. My upper body was a different story however. It was not proportionally v-shaped yet. This gave my body a kind of female appearance because it contrasted with my fat ass giving me this very distinct 'birthing-hips' look. "Fuck!" Charlie hissed as he stared into my eyes tugging at my penis, "Your such a fucking sexy fairy!" Charlie then passionately kissed me on lips. He pressed his skinny crotch area into my butt. I wiggled my fat bare bottom encouragingly against it. The feeling was fast approaching. His hands never slowed down, only quickened. Heat began flow all around my body and around my cock and ass. My ass crack along with my cock tingled. I felt a cold finger once again enter my rectum. I began to squeal in joy like I was commanded. I looked up helplessly into Charlie's taunting eyes as I felt one hand relentlessly milk me, while I felt a finger wiggling against my sphincter. I didn't squeal just because I was commanded to. I really enjoyed it. The orgasm approached like an erupting volcano. The energy sent my body and nerves pulsing in such a way I shook like I was being electrocuted. I look up into Charlie's smiling face; observing the surrender, joy, humility and vulnerability in my face as my orgasm swept through me. Charlie's eyes were also filled with joy and wonder, it was a face of deep interest and sincerity that could only mean love in its most primal form. In climax, I squealed and bellowed out shamelessly and joyfully. Cum leaked and sprayed out onto my bed covers and beyond his cold smooth fingers. I passed out and swept into the world he described and helped create. .................................. Four-Years-Ago Twelve and Eleven-year-old boys, Jay and Charlie were hanging out in Charlie's room. They had just finished riding their bikes around town and were hot and sweaty. Jay had announced that he was moving away with his mother in a couple of week's time. Charlie thought it was all rather sudden. Jay said it was because he got some rare opportunity early sporting scholarship; but Charlie wasn't convinced. Jay then shamelessly stripped in front of Charlie and grabbed his backpack to get fresh clothes. Charlie's eyes widened eagerly. He tilted his head with a smile as he watched his very cute friend's smooth hairless ass-crack spread open. Jay bent over with his knees buckling and spread. He was shuffling innocently in his backpack. Watching 12-year-old Jay's sporty hairless butt wiggle and shake was driving Charlie wild. Jay shoved his sweaty clothes in his backpack and prepared to tell Charlie part of his secret as he prepared to put on his fresh clothes. Jay simply could not resist. He decided to only tease Charlie with part of the story and not tell him all of it. He was smarter than that. "Hey dude, I've got somethi-!" Jay paused "Wow! Dude! A Gas bubble is surfacing out of my ass!" 11-year-old Charlie widened his eyes in glee and eagerness like many boys would. 12-year-old Jay then cocked his leg and gave full view of his smooth ass crack and hole to Charlie. Jay's asshole fluttered before Charlie's eyes. PPPFFFFTTPPT!! All the while, Jay drooped his mouth in a strained relieved expression. "Wow dude!" Charlie cheered in delight, " Awesome! That was a big one!" "I know right!" Jay said with a cheeky grin wiggling his smooth stinky bottom at Charlie. "I think it was those Mexican kebabs we ate earlier on. Smell's fucking great!" Both boys laughed. "You sure you don't want to hang out here tonight?" Charlie asked, " I've got Scott coming over tonight. Don't leave me alone with the fag." "Sorry man, I got to; it's important," Jay said sincerely, "That's what I was trying to tell you, I got a girlfriend!" "A girlfriend!?" Charlie almost yelled " Who?!" "Don't tell anyone, " Jay said quietly as he approached Charlie with no pants on casually. He put his hand to his mouth conspicuously and hissed. "She's an older lady. A cougar!!" "What!?" Charlie gasped in surprise "No shit, dude!" Jay retorted "Who is she?" "I can't tell you. I'm not fucking it up." "How old is she?" Charlie asked. "She's like our parent's age." "Dude your fucking a hot older lady? You fucking asshole." Laughing, Jay said, "Yea it's pretty unreal. I've only fucked her up the ass though. I didn't want to get her pregnant " "Oh my god! You 'only fucked her in the ass!' You lucky bastard! So what does she look like?" "She's pretty hot. She's got blonde hair. She's got nice tits. Plus she's got the biggest juiciest ass I've ever seen. God It's fucking beautiful. I never appreciated a good fat ass before I met this lady! When I fucked it, her cheeks swayed and jiggled; it's so fucking cool." "You lucky mother fucker!" Charlie giggled, " I always appreciated fat ass. Sounds like I deserve this bitch more than you," "Fuck no!" Jay laughed back tauntingly, "This chick worships me!" "Whatever," his 11-year-old friend sneered, "I might just get a fat ass mommy myself. Scotty's mom is coming over to drop him off tonight. I've always seen her smile adoringly at me. I might go for her." 12-year-old Jay paused awkwardly for a bit. "Dude.you don't want to fuck her," the Jay began to lie, " We make fun of that ladies fat ass all the time!" "Yeah, but she's got a really pretty face," Charlie refuted, " And yeah her ass is fat and juicy like your old girlfriend, so I'm going for it!" "But.dude.She like. farts all the time. it's soooo gross!" the twelve-year-old lied more. "It's O.K ill plug her up!" Charlie laughed patting Jay on the back, "You don't have to protect Scott's moms ass from me. It's only Scott, who gives a fuck about him! Gonna get myself some pork roast!" 11-year-old Charlie laughed comically. 12-year-old Jay said nothing in awkward silence. Two hours past by and Jay decided to leave Charlies house rather conspicuously. Charlie noticed Jay received a text message from his fancy new phone. Probably his girlfriend, he thought. He waved Jay goodbye from the lounge-room. But Charlie was smarter and more cunning then that. He followed him out of the house from a distance and observed his behaviour. Charlie peeked out of his front door and quietly observed his friend walk across the street towards a very long, expensive and fancy looking car. It took Charlie a moment to realise that it wasn't a car at all. It was a limousine. What the hell? Charlie thought. Why is Jay getting in a limo? "Jay never told me about this?" He said to himself rather annoyed. "Is his bitch super rich or something?" Charlie sneered as he watched Jay laugh and get into the luxury part in the back. The sleek black door shut behind his friend and the limo's engine started. It silently drove away. 11-year-old Charlie was more than intrigued. Jay was dating a hot older woman with a fat ass! And she was rich enough to get a limo for him! How was this lady pulling this off? Charlie never intended to get the cops involved. That would be a real dog act to his friend. However Charlie wasn't concerned about loyalty. He conspired on what he could get out of the situation. Half an hour later my mother and I arrived at Charlies house. "Hey Penny," 11-year-old Charlie walked up to her confidently and ignored me completely. "Hey Charlie how are you?" My mother smiled awkwardly "Where's your mother? I got to run; my husband and I are going to be late for to our fancy restaurant. Charlie noticed that my mother wasn't being her quirky polite self. She would usually make a flirty funny remark towards Charlie. "Aww there's no rush penny." Charlie said tilting his head checking her out, "Trying to get away from me? Do I scare yu?" "No." My mother giggled. I raised my eyebrows. Even as 12-year-old boy at the time. I found the situation pretty emasculating. "Did I ever tell you, you got a lovely bum?" Charlie said with a sexy smile "W-what?" My mother blushed. "What!" I said in both surprise and disgust. "Charlie!" Charlie's mother Joyce came out from the hallway. "Don't say things like that! That's very inappropriate!" "I was saying how lovely her bottom looked, mom. That's all! I was saying something nice; 'woman!'" "Oh, I'm very sorry Penny, " Joyce said as she approached in her average physic, she attempted to whisper, "He has hit puberty, he's testicles have dropped and ever since he's been pretty vulgar about the ladies." "Mom! Shut up!" Charlie scowled "Oh its fine, really!" my mom waved her hand in a dismissive gesture. After all that, mom explained that she needed to get going otherwise she would be late for the restaurant booking. She looked eager and desperate to get out. Charlie and I noticed Joyce didn't mind too much but looked disappointed because she liked chatting with my beautiful mother. Charlie noticed that my mother left through the front door in the same manor that Jay did. Then it all hit him. Could have it all been a coincidence? Jay acting weird. My mom acting weird. Jay dating older woman. But most importantly he was dating an older woman with blonde hair and a fat ass. Charlie was sure there were many women that fit that description. But none of them were as beautiful as my mother, not locally in our hometown anyway. Charlie was going to put it in the back of his mind, because he wasn't sure. That was until I blurted out a very important fact to him. "You asshole! Can't you be more like my friend Jay and have some constraint!" Charlie's eyes widened. "Your friend Jay?" his mouth was wide open. "Yeah." I said, "You know, Jay from our grade. I have been hanging out with him for a long time now. Are you friends with him too?" 11-year-old Charlie paused for about five seconds contemplating a smart response. I found it rather strange ".no." Charlie said simply "I've never hung out with the guy," 11-year-old Charlie had some snooping to do. ....................... Four-Years-Later I had awoken from a hazy dream of a montage of memories. It felt like hours and hours transpired, but I had only been unconscious for only a couple of minutes. My big smooth butt was high up in the air, right in front of 15- year-old Charlie's face. He was wiggling his pointer finger playfully against my butt hole curiously. Cum still dripped down from my limp cock to the bed covers. My butt hole was pulsing and my nervous system was still in absolute shock. I was in awe. I had never felt anything like that feeling before. Of all the times I have used my hand to jerk off, I had never experienced an orgasm with such pleasure. I nudged my head against the pillows, looked behind my naked body and saw shaggy haired Charlie's smiling cheekily at me. He had truly become a master of sex since he hit puberty as an 11-year-old boy those four years ago. Charlie was the most perverted boy I knew. Even back then when he was eleven he said the most perverse and obscene things to me and his other friends. Back then he gave all the young boys advanced secrets about how to please women, girls and even (subtly) boys. He would make obscene and homoerotic rumours about boys in our grade he thought was 'a fag'. I remember after Jay left I became his main target when it came to the gay stuff. Boys in school started to call me 'faggot' and 'queer'. Many asked if they wanted me to suck their dicks. Others asked if I had as nice an ass as my mother did. So obviously my bare butt was subject to many towel whippings by many of the popular boys in school in the change room. Even 11-year-old Charlie joined in; whipping my fat 12-year-old bottom with glee. Charlie was also a friend of Jay's without my knowledge. He deliberately kept it from me so he could find out about Jay's girlfriend and wether or not it was my mother. After he found out, it wouldn't surprise me that Charlie gave na‹ve Jay a number of pointers. I was glad I stopped being friends with Charlie when he started all those sexual rumours about me and also those separate ones about my mother's big butt four years ago. I had more backbone then. I was glad he had left. But now skinny 15-year-old Charlie was a god and stud to me. I quivered to his every touch and my eyes swooned with passion at the sight of his face and taunting cheeky grin. Was he really here to help me like he stated? Or was he here just to objectify me even more than then he already had in the past. I knew Charlie was a sadist when I was younger, had he really changed? Even if he didn't, would I reject his mission to objectify and humiliate me anymore than he did in the past. Surely he had become more creative. And I was ashamed to be turned on by such possibilities. My life was full of fear, joy and wonder now. "You want to know how I ended up catching out Jay and your mommy?" Charlie said tauntingly. "Yes," I begged meekly again. "Ok faggot," Charlie laughed, " But get over my lap and prepare for a spanking! You gotta earn it!" I instantly and obediently did as commanded. Charlie giggled to my instant response. He set himself up so he sat at the edge of the bed. I crawled myself over his skinny lap. He felt so warm and protecting. Even though I weighed more than him, he gave off an aura of heavy ecstasy. "Such a lovely fat butt," Charlie said calmly as he stroked my ass cheeks and the back of my upper thigh with his cold fingers. "I always wanted your mom's fat butt after all these years. But I guess Ill have to settle for second best. Your ass is mine!" SMACK! SMACK! "Yooww! Oooooh! Charlie continued to spank me with such force for another thirty seconds. The only reason why it didn't last longer was because we were interrupted. I heard the bedroom door squeak open. Peering hallway light flowed into the room illuminating Charlie and my bare butt in full view. "Oh my god!" "What the fuck?" I looked back and saw the faces of my two best friends Wade and Andrew. They looked at me in shock and awe as they saw my big smooth butt in full display held in such as vulgar position. The cool air of the hallway run up the crevices of my ass crack. I shivered in embarrassment as the peering eyes of my two best friends saw me at my most slutty and vulnerable. Charlie didn't move, he looked at them both confidently with a grin. "What's up boyz?" Charlie sneered at them, " Scotty and I here are just having some fun. He's a needy slut, and I really like him." "PLEASE!" I pleaded to my best friends," Please don't look at me this way. Look away! Look away!" I cried. "It's ok Scotty," Andrew said, both he and Wade had goofy horny grins. "You got a really hot ass." To be continued.. I hope you enjoyed this one people. The next chapter concludes Charlie's main story ark. And get ready to see more action with Penny, Jay and 'father' in the next chapter too. Oh and there's another twist ;)