Date: Sat, 9 Jul 2022 10:35:20 -0400 From: James Karvonen Subject: Trailer Park Chronicles -9 The Babysitter and her two Boys: Sitting on the living room sofa 17 year old Amy Richardson watched as Terry Wilson and his younger brother Kyle fought it out on their latest video game, Zelda on the PlayStation hooked up to their TV. She brushed back her long shoulder length blonde hair. In the eyes of her peers at the High School she attended, she was very popular and attractive with her large breasts and hourglass figure She was the leader on the cheerleading squad and had been for the last two years. Terry and Kyle lived in the trailer on lot twelve. Barefooted and dressed in only a pair of shorts and T-shirt they were sitting crosslegged on the carpet floor in the small living room. "Got you!" Kyle shouted raising his joy stick in the air with glee. "No you didn't, I got you first!" Terry retaliate. "No you didn't!" Kyle protested. Before they started arguing back and forth Amy interceded saying. "It's only a game." She looked over at the clock on the wall then said, "Besides Kyle it's 9:00 time for you to take your shower and go to bed." "Just one more game Any, please." Kyle cried. Amy smiled inwardly to herself. It was Friday night and she was babysitting for the Wilson's two boys, Terry and Kyle. Not only were the two cute boys lovable but they were mischievous as well. Terry was 12 years old and well built for a boy his age who was just into puberty. He had curly black hair and an almost caramel skin tone which attested to his Italian bloodline. His little brother Kyle was 9 and as cute as a button. He had curly black hair as well, a snub slightly upturned nose and a chipmunk smile which could melt the hearts of many. Amy had been babysitting these two boys for almost a year now and enjoyed them thoroughly though at times they both could be a handful. But she had gotten use to that and had established a special Big Sister relationship with them. She lived on the other side of the trailer park in the trailer on lot 3. "Shower time Brian." Amy snapped. And this time I will be checking on you. The last time I babysat with you, you got away with not taking a shower because I didn't check on you like your mother wanted me to do. It was Terry who snitched you out." Kyle stood up and glared at. Glaring at Terry he said, "You would do that, wouldn't you?" And then he stalked away. He can be a pain in the butt sometimes, can't he." Terry grinned "And so can you." Amy countered. Picking up the remote she turned the PlayStation off then turned the TV on. The Wilson's wouldn't be home until 2:00 that morning if not later. "You going to check on me to see if I'm taking a shower?" Terry playfully asked. "Do you want me to?" "You can if you want, I won't mind." Terry snickered. "I'm sure you won't, you must have something that you want to show me." Amy laughed. Only recently Terry had taken an almost sexual interest in her. He was growing up, about ready to enter the dreaded adolescent years and his sudden interest in girls, especially her had proven that. "I'll show you mine if you show me yours." Terry sniggered. "Behave yourself Terry or I'll tell your parents that you were trying to seduce me." Amy chuckled. "Oh Amy, you're no fun." Terry frowned. He got up and sat down on the couch next to her. His bedtime wasn't until 10:00. "Can I watch the last hour of Friday Night Smackdown? I want to see if Roman Reigns defeated Brock Lesnar last Sunday at SummerSlam?" "You really like wrestling, don't you?" Amy smiled handing Terry the remote. He turned wrestling on. Becky Lynch and Charlotte Flair we're going at it in the middle of the ring. "Alright! The women are on!" He chirped. "Charlotte Flair had big tits, don't she?" Every teenagers fantasy, though Terry wasn't quite a teenager yet, Amy thought. "I don't know, you tell me." Amy said. "I don't think her tits are as big as yours." Terry stated. "Terry, will you stop that!" Amy reprimanded. "You do have big tits." Terry stated. "Enough Terry!" Amy snapped. "I better go check on your little brother to make sure he's taking a shower." "He hates taking showers. I guess he wants to be dirty all the time." Terry pointed out. Amy stood up and walked down the narrow hallway of the trailer to the bathroom. Opening the door Amy stepped into the steam filled bathroom. The hot shower was on but Kyle was sitting on the toilet in only his white cotton briefs. "Kyle, why aren't you in the shower!" "I, I was just about ready to get in." Kyle stammered. "Then get in the shower now!" Amy demanded. Kyle hesitated, looking this way and that way. "What are you waiting for!" "You're in here Amy." "Get in the shower!" Amy all but shouted. "Okay." Kyle frowned. He stood up and pulled down his briefs. Stepping out of his briefs he quickly covered his small uncircumcised penis with both hands so that Amy wouldn't see it. He stepped into the bathtub beneath the steamy shower spray then tried to pull the shower curtain closed but Amy stopped it. "No sir. I want to watch you lather yourself up with that bar of soap over there." Amy pointed knowing that she was embarrassing the little boy. "Amy!" Kyle protested still trying to keep himself covered. "Go on!" Reluctantly Brian uncovered himself then picked up the bar of Irish Spring soap then started lathering himself up. He lathered his small chest up then his stomach. His soapy hand slid down to his hairless crotch. Amy looked at Kyle's small cocklet and tight scrotum between his legs that looked to about the size of half a chestnut shell. At least he wasn't like his older brother who was into puberty and already interested in girls. "Alright I'm going to leave now. I just mainly wanted to make sure that you're using soap and not just going through the motions." Amy said. She turned, left the bathroom then closed the door behind her. "Was Kyle taking a shower?" Terry asked when Amy walked into the living room. "He is now." Amy smiled sitting back down on the sofa. She watched Smackdown with Terry until about 9:45 then left the living room to check on Kyle. Opening the bedroom door she peeked in and saw that he was in bed under his covers sound asleep. Walking back into the living room she stayed with Terry until Smackdown was over then picking up the remote she turned the TV off. "Goodnight Terry." She stated. "Oh come on Amy, let me stay up a little longer." Terry pleaded. "You know the rules, shower first then bedtime." "You're no fun." Terry frowned. Standing up he begrudgingly walked out of the living room down the hallway to the bathroom. About twenty minutes later Terry shouted from his bedroom, "Amy will you come to my room and tuck me in!" She smiled and shook her head. Terry was something else, she thought. "Amy!" Standing up Amy marched down the hallway to the Terry's bedroom. Opening the door she stormed in. "Terry, you're being a real pest tonight." And then she froze. Terry was lying on top of his bed in just his white cotton briefs his blanket and sheet pulled up to his knees. He had his both of his hands behind the back of his head, his elbows winging outwards. Even though what Terry was doing was purposely seductive, Amy did take a moment to admire Terry's almost nude 12 year old body. He definitely had a nice athletic build for a boy his age. Two dark nipples jutted out prominently from his well formed chest. Amy could see Terry's prominent rib cage expanding and retracting with each breath he took. Below his chest his smooth stomach was taunt and firm centered by an innie belly button. But what caught Amy's attention the most was the medium size tent that was pushing the front of Terry's briefs upwards. He had an erection, there could be no denying that fact. "Terry! What's the matter with you tonight? Are you trying to show yourself off to impress me?" Amy barked. Looking up at Amy innocently Terry said, "I just want you to tuck me in, that's all." Amy really wasn't sure what to do next in this situation. She could just turn and walk out the door only to have Terry possibly do the same thing next time she came over to babysit, or she could go along with his little game with hopes that it would be over once and for all after she did that. She decided that she would do the latter and possibly even something else that just might embarrass him to the point that he would never do that again. "Okay Terry, since you want to show off your little hardon to me I actually want want to see it and not just the outline of it beneath your briefs." For a brief moment Terry looked confused. "Huh?" He grunted. "Let's see it super stud. Pull your briefs down." "You really want to see it Amy?" "I wouldn't ask you to pull your briefs down if I didn't want to see it." Terry was really confused. He looked hesitant not expecting Amy to respond the way this way, but finally with some reluctance he arched his back a little then slipped the fingers of both of his hands beneath the elastic waistband of his briefs. As Amy watched he slowly pulled them down. His slightly curved 4" inch uncircumcised erection sprang into view from his still hairless pubic mound. The tapered foreskin had drawn back a little revealing a moist pinkish glans. His balls were medium in size the twin pecan sized orbs contained loosely in a low hanging wrinkled sack. "Well do you think that I am big for my age?" Terry asked. He reached down to waggle his erection back and forth a couple of times. "I would say that you are about average for a boy your age." Amy answered truthfully. Terry smiled then reached down to pull his underpants back up. But Amy stopped him. Suddenly after seeing Terry nude she had become horny herself. Her pussy had become wet with her flowing inner juices. "Before you pull your underpants back up I want you to do something else." "Do what?" Terry asked giving Amy an inquisitive look. "Can you cum yet?" Terry's face suddenly flushed red with embarrassment. This wasn't what he had expected Amy's response to be. "I, I don't know." He stammered softly. "Come on Terry. You know whether you can cum or not. Since you've gone this far with me I want to watch you do it, now jack off! You do know what that is, don't you?" Amy exclaimed. Now she had the control over Terry and it wasn't Terry controlling her with his false innocence. Terry swallowed then nodded. "You probably jack off every night, don't you? Now go ahead and do it. I'm not going to leave until you do it." "Amy." Terry protested. "Uh oh, your getting soft. You better go on and do it, because I want to see how much of a man you really are!" Slowly Terry move his hand down to his way wilting penis. He grasped himself and started to rub his now floppy penis up and down to get himself erect again. But he was to nervous too the point that he was now trembling a little. Tears entered his eyes. He wanted to prove to Amy that he wasn't a little boy like his brother. He wanted to prove to Amy that he was a man but wasn't succeeding. "I can't get it up." He cried. Amy sighed. As horny as she was she decided to go ahead and get naked also. Without saying another word she started undressing. She took her top shirt off first revealing her large breasts hidden by a flimsy bikini bra. Reaching around behind her she unhooked her bra and took it off allowing her plump breasts to pop into view. Her nipples were erect jutting out prominently from her almost crimson areolas. Now Terry's sexual excitement had returned. As he rubbed himself he felt his penis growing hard within his enclosed stroking fist. When Amy stepped out of her tennis shoes and pulled her shorts down along with her panties to reveal her hairy vee that's covered her vagina that's all it took for Terry to become rock hard again. "That's better." Amy smiled. She watched as well the tapered foreskin slid up then retracted around the plump pinkish glans. Deciding the get a little closer to Terry who was now panting and gasping staring at Amy as he fisted his 4"inch erection up and down. Moving closer to Terry she sat down on the edge of his bed and watched. "That's it Terry. Stroke that twelve year old cock of yours. Keep stroking, cum for me baby, show me what a man you are who can now produce baby batter. I don't want you to stop until you cum" She cooed. Watching Terry masturbate had suddenly become very arousing for her. It had been a while since Amy last had sex, too long in fact. About a month ago she had broken up with her boyfriend Karl. Since that breakup for her own personal reasons she had abstained from having sex. But now all those feelings were coming back. She reached down and started fingering her now hot wet dripping vagina as she watched Terry beating his meat. Terry in turn was staring at her even harder now that she was sitting so close to him. His face started to grimace a little a his nude slender body tensing. "That's it. You're getting there. Go faster! Go faster! You know how to do it!" She shouted encouragingly. Gasping for breath Terry let out a little cry. Closing his eyes he arched again until finally it happened. His slender shaft swelled outwards between his pumping fist and then bolted hard before it started to thump away at a rapid pace. A drop of clear immature semen trickled down over Terry's enclosed fist and then as fast as it happened it was over. Terry let out a loud sigh as his tensed body finally relaxed. He squeezed his now wilting penis upwards one last time forcing one last drop to trickle out. Releasing his grip from around his penis he moved his hand out of the way. Meanwhile Amy had stopped fingering herself even though she was getting close to her own orgasm. She decided right then and there that she wanted more. And since it was Terry who had initially initiated all this she was definitely going to take advantage of the situation that she now found herself in with Terry. It was still early so that evening so she had plenty of time to satisfy her own suddenly rising needs. Looking down at Terry she smiled saying. "So you can cum a little. That's more then most twelve year old boys can do. Congratulations. But right now you're a mess." "Does that mean I'm going to have to take another shower?" Terry asked. "No, not necessarily. I can clean you up myself." Amy stated. Amy stood up, leaned down over Terry then before he could protest gently grasped the now 2 1/2" floppy cock. She drew back the foreskin and started swirling the tip of her tongue around the slippery glans tasting the slightly salty smear of boy cum around the hot little spongy glans. He heard Terry cry out in post orgasmic pleasure. She kept licking swirling her tongue down around the soft floppy shaft to Terry's bald pubic mound where there was a little splotch of accumulated boy cum at the very root. Her slithering tongue slipped down between Terry's legs to lick his plump little wrinkled ball sack. When she finished she lifted her mouth up then opening her mouth again took the entire floppy 2 1/2"inch flaccid length into her mouth pursing her lips tightly around the soft slender shaft. Terry gasped in disbelief. He couldn't believe that his baby sitter had actually taken his cock into her mouth. When she started to suck and bob around him the fantasy that he use to have about his baby sitter giving him a blow job had suddenly turned into a reality. The warm wet feeling around him had returned and was once again starting to intensity. He could feel his flaccid cock beginning to stir between Amy's tightly pursed hot lip. Never in a lifetime had he ever expected something like this to happen to him not that he was complaining. Within seconds he had become hard again this time between Amy's tightly pursed sensuous lips. Lifting off Amy once again looked down at Terry's once again rigid saliva glistening cock. "You are a little sex fanatic aren't you?" She chuckled reaching down to grasp the slender shaft at the root of so that she could waggle the shaft back and forth. Terry really was feeling really embarrassed now. "It, it was just feeling so good I just, just couldn't help it." Terry gasped. "Since you brought this all up on your own you know what I'm going to do with you tonight? I'm going to see how many times I can actually make you cum. But right now I want to feel your hot little twelve year old boy cock in me. I want to see if you have what it takes to please a teenage girl like me and make me cum. You know what that means, don't you?" "You're, you're going to let me fuck you?" Terry gasped. "Uh huh. You wouldn't believe how horny you made me doing what you did tonight. You asked for it, now you're going to get it." Amy threatened. With that having been said, she let Terry's cock go then stood up and eased onto the bed with Terry. While Terry laid there on his back his erection sticking straight up like a soldier standing at attention she straddled Terry at his waist, then reaching back down to grasp Terry's rock hard length at the root slowly lowered herself down on him feeling his slender rock hard 4"inch shaft entering her. Terry gasped again even louder when he felt Amy's hot wet pussy lowering down around him. When he felt Amy's hot wet inner vaginal muscles clamping around his now impaled shaft he couldn't believe how good it felt. Already he was on the verge of cumming a second time within a twenty minute gap. Instinctively he reached up with both hands and grabbed Amy's hips. It was then that Amy started rocking back and forth and bouncing up and down around him. In short like a cow girl she was riding him. And Terry was enjoying every minute of what Amy was now doing with him. He started up thrusting on Amy's downward plunge. Before long they were moving as one with each other. After weeks of abstaining from sex it was all coming back to her, the warm rising tingling feeling within, the sensitivity of it all. She really did want too cum and she was feeling it every time Terry's rigid cock brushed up against her blood engorged clitoris. She moaned and screamed throwing her head back as she was riding Terry's slender boy cock. Finally she could not take anymore. Bouncing up and down even faster around Terry's rigid shaft the end came quickly and she fell into the throes of the first orgasm that she had had since her breakup with her boyfriend. "Oooh, ohhh, oh I'm, I'm cumming!" she screamed. Her inner vaginal muscles started twitching around Terry's deeply impaled cock sucking the shaft up into her even balls deep deeper. Her twitching inner muscles brought Terry to the brink. For the second time within a span of thirty minutes Terry fell into orgasm. His cock leapt between Amy's twitching inner muscles then started jackhammering away shooting his small amount of clear thinnish boy cum deep into Amy's womb. From outside Terry's cracked bedroom door Kyle had seen everything. His little cocklet was rock hard and spiking out the front of his tight Spiderman briefs the only article of clothing that he was wearing. His little pee-pee actually felt like it was throbbing with each and everyone of his rapid heartbeats. As he watched he slipped his small 9 year old hand down beneath the front of his briefs to feel his slender little 3"inch erection. He started rubbing himself making his cocklet feel really good. It was like a warm itch that was building up within him. Whatever game Amy and his brother Terry were playing was a game that he wanted to play also. It looked like they were having a lot of fun and because he hadn't been invited to play that game he was feeling left out. Right now he was trying to build up enough courage to open up the door and tell them that he wanted to play that game with them also. When both Amy and Terry started screaming then finally disconnecting from each other little Kyle decided to make his move. He pushed open the door shouting. "I want to play also!" Not only was Amy shocked by the Kyle's sudden intrusion but Terry was shocked as well. As soon as Amy got up off of his now deflated cock Terry sat up as well with daggers in his eyes. "Why were you spying on us!" He shouted. Balling up his fists he was about to get up and beat his little brother up to a pulp. Amy had to grab him around his smooth stomach to hold him back from hurting his little brother. "Oh no you don't Terry." Amy exclaimed. "But he shouldn't be here. He was spying on us!" Terry cried. "It don't matter, it's over now. Kyle go on back to bed like a good little boy." Amy stated. Kyle looked at Amy. He couldn't believe that she and Terry were naked. This was the first time he had ever seen a naked women let alone his babysitter. In his eyes her tits were huge. And that triangle of sandy blonde hair covering the damp slit between her legs, that was something he had never seen before. Terry actually had his pee pee in that slit and now Kyle wanted to see what it felt having his little pee pee in that pink slit also. "But I want to play!" Kyle insisted. "Go on too bed or I am going to kick your little ass!" Terry threatened. Amy was now sorry for having done what she did with Terry. But how to remedy the situation and settle things down between the siblings that was the question? She knew that little Kyle was not going to go back to bed until he got in on some of the action that Terry received from her only minutes ago. "But it's no fair that Terry can play with you but I can't." Kyle pouted. "Alright." Amy suddenly yielded. "Kyle is right. It is no fair that you can play with me Terry like you did but your little brother can't. So Terry to make it fair I'm going to let Kyle do the same thing too me that you did." "What!" Terry protested. "Its only fair." Kyle smirked. He was feeling better now. Sitting back down on the edge of Terry's bed next to Terry, Amy said, "So come on over here Kyle." Kyle slowly walked over to Amy then stood between her outstretched legs. She looked down at Amy's vagina. Noticing his interest Amy said, "You can feel it first if you want too." Wanting to feel what a female's pussy felt like Kyle lowered his hand feeling the course sandy colored vee of pubic hair around Amy's hot wet vagina. Using the palm of his hand he petted it first like one would pet a kitten. "It feels nice and soft." He smiled. Then Kyle got a little more adventurous. He jutted out his two middle fingers pushing them into her hot wet vagina. "What's that?" Kyle asked touching Amy's clitoris. Amy gasped softly to herself then said, "That's my clit." "Does it feel good when I touch it?" Kyle asked. "Uh huh sweetie, very good." Kyle smiled then continued to rub it. He wanted to make his babysitter feel good. Feeling herself quickly approaching her second orgasm but not wanting to cum so soon, Amy gasped and said, "Why don't you feel my tits. You can even suck my nipples if you want." "Okay." Kyle said slipping his two fingers out of Amy's hot snatch. He noticed that they were slippery with Amy's inner juices and Terry's boy cum. "Yuck." He said wiping his fingertips off on his briefs that he was still wearing. He reached up to feel Amy's large breasts. He squeezed them gently in his hands then ran the balls of his thumbs over Amy's ultra sensitive springy nipples sending tingles of pleasure through Amy's body. "That feels so good." Amy hissed. Even though Kyle didn't actually know what he was doing, Amy was enjoying the 9 year olds inexperienced touch. "Suck in one of my nipples." Amy gasped. Kyle leaned upwards taking Amy's left nipple into his hot wet mouth. He started sucking and bobbing around it sending even more waves of pleasure surging through Amy's hot body. Kyle moved over to Amy's right nipple taking it into his mouth where for the next minute or two he sucked on it diligently Off to the side Terry watched. He moved his hand down to his floppy cock to fondle himself again hoping to get erect so he could impress Amy. There was a hint of jealousy in his mind. He wished that Amy would have let him suck her nipples also, but the night was still young and he had every intention to stick it out with Amy no matter how late it would be before they finally called it a night. He expected that it would probably take a few minutes to for him to get erect again but that didn't matter. Kyle popped Amy's nipple out of his mouth. "Kiss me baby." Amy said, pursing her warm wet sensuous lips. She really loved this little 9 year old boy. When Kyle pursed his sweet tender lips also leaned forwards to kiss her once again shudders ripped through her nude body. They kissed for a minute or two. Opening up her mouth she teased Kyles lips with her tongue getting Kyle to open up his mouth as well. They're tongues collided then sparred with each other into an intimate french kiss. Finally they drew apart a bead of saliva snapping wetly between them. Looking down at Kyle's crotch Amy smiled then said, "I see the tenting at the front of your briefs. Now I want to see what it looks like beneath the tent, okay Kyle. Kyle looked into Amy's sky blue eyes and nodded. He stepped back a little so that his babysitter could loop her slender fingers around the elastic waistband of his briefs. Slowly she pulled them down over his thighs and legs until his briefs were puddled around his ankles. His little cock jutted straight from his hairless loins about 3"inches in slender length. She slipped her hand down between them and started fondling and rubbing the smooth little shaft stroking it up and down with her fingertips watching as the small pink glans appeared from the tapered folds of his foreskin then disappeared. A shudder ripped through Kyle's little body and he cried out, "It feels like that I have to pee." "You don't have to pee sweet heart. What's happening is that you are getting close to having a ticklebone. You want to see what a ticklebone feels like?" Amy asked. "Okay." Kyle nodded. "It'll happen in another minute or so." Amy whispered speeding up her stroke. Terry still trying to get himself hard eased closer to Amy and Kyle. He watched with great interest as Amy brought his little brother off. "Oh I'm feeling it Amy, I'm feeling it, oh, oh, oooh!" Kyle cried out. Both Amy and Terry watched as Kyle's little erection bolted between Amy's stroking fingertips. It puffed outwards then started thumping about five or six times between Amy's stroking fingertips with his first ever intense dry orgasm. And then it was over. Amy kept stroking until his penis was soft before finally letting him go. "There Kyle. Did you like your first ticklebone?" Kyle nodded then kissed Amy on her lips. It was then that Amy glanced over Terry's shoulder at the clock on top of Terry's dresser. She was surprised to see how late it now was. When you're having fun time has a tendency to fly by. The last thing she wanted to happen was for Terry and Kyles parents to walk into the trailer and catch them doing what they were doing. "Okay boys, it's bedtime." Frustrated that he still couldn't get it back up, Terry relented because his cock was getting a little sore now from all the rubbing and fondling that he had been doing. Besides he had gotten off twice already, that's more then he could say for his little brother. "Alright." Terry begrudgingly said. He picked up his briefs then pulled them on. Kyle did the same thing. "Can we do this the next time you come over to babysit us?" Terry asked. While Amy escorted Kyle to the door, her hand on Kyle's shoulder she said, "We'll see." Terry smiled and eased into his bed. His jerk off fantasy had finally come true. There was no telling what would happen between them the next time Amy came over to babysit....