Boy

First Time Sex Stories #5: Sneaky Little Squirt

When I was 12, there was a neighbor boy my age who used to come over and play with me in the evenings. He was a little bit nerdy and I was kind of chubby so neither of us was very popular. We took great comfort in each other’s friendship, though, and would often sit on my front steps and chat for hours. We never really talked about sex since we didn’t know who might be in earshot, but we eventually got to the point where we’d sit very close together so that our bodies could touch each other as much as possible without being obvious. Sometimes we’d discretely hold hands for a few minutes, but our palms always got sweaty with anxiety about being seen and made fun of by kids playing in the …

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Sheltered Siblings

The sound of a fist banging against my bedroom door slowly began to draw me out of the deep sleep that I was in. It was Saturday, why on earth was someone knocking on my door to wake me up! This was the only morning that I could actually sleep in, weekdays I had to get up at 7am in order to be home schooled and then on Sunday’s I had to be up and ready to visit family and go to church. A second round of aggressive knocking hit against my door once again. I tried to call out in response but all I could muster was a tired groan as I rolled over and looked at my clock. It was 7:45am, did I seriously have to get up right now? “Cody…come on, wake …

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He Did it in My Mouth (2)

All Brynn could think about in the days after meeting Cal in a darkened corner of The Basement recreation center a few days before, was how disturbed he felt. It had been a huge step to suck on a grown man’s penis for the first time even though he had wanted to do it for a long time. He just hadn’t imagined it would happen so early in life. He thought of himself as innocent in the matter of cocksucking because it was Cal who had made everything happen while Brynn had remained passive. Cal had not returned to the rec center for a few days and that gave the boy space he needed to “normalize” himself so he could related to Taylor, his only friend and Cal’s granddaughter. He already felt like a traitor …

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Take Care of Me

What did I look like, 5’8, 19 years old, sweating my ass off on a little Huffy mountain bike that I ain’t rode since middle school? It was now a rusty, squealing, piece of shit. My clothes were sticking to me because of this damn summer heat. I had no license, no car, and no money to buy one. I had no job because no one wanted to hire a fresh outta high school newbie with no job experience. Next year, I’d be starting college, and I didn’t even know what I wanted to do. Right now, it was too damn hot to think about anything but getting my ass home. My piece of shit bike squeaked down my neighborhood, passing the same houses with the same people in them since I was in elementary …

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Ride the wave

15-year old Matthew helps 59-year Ruth walk home Matthew: 15-year old white male, 5″ 9′ tall, 130 lbs, dark hair, green eyes, 9-inch cock Ruth: 59-year old black female, 5″ 2″ tall, 200 lbs, 40E breasts, 52-inch black booty Matthew is your typical 15-year old kid, who was busy texting on his phone when he bumped into a 59-year old black woman named Ruth. Their little altercation made Ruth to drop one of her grocery bags. Causing a few of her items to roll down the street. Matthew put away his mobile phone and quickly retrieved the items “I’m so sorry. Let me get those for you Mame” Ruth appreciated the fact the Matthew was being such a gentleman. “You’re such a kind young man. Thank you so much, for helping an old lady out” …

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Siblings Desire 2

Minutes had passed after Wyatt and I had brought each other to powerful orgasms. The two of us remained embraced, neither of us spoke as we hugged each other tightly. My mind was racing in disbelief about what I had done with my younger brother, I could still taste his cum in my mouth and all that did was make me hungry for even more of Wyatt. I was so worried to wake up and realize it was all just an incredible dream. My brother had just made me feel better than any one night stand at Hailey’s could ever do, and he had not left. He was still in my embrace, softly breathing on my neck as our naked bodies wrapped together. The haze in my mind slowly started to fade away, and what …

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Siblings Desire 3

Sometimes life is weird and it goes the way that you hope but in a way that you do not expect. That was the conclusion that I had come to at this point of the night. For weeks I had anticipated tonight with excitement, I was going to go to my best friends house and going to a massive party there. I had spent so many nights fantasizing about what would happen at that party. It became a nightly event for me to be sprawled out on my bed and fingering myself imagining the many handsome boys my age. I would fondle and play with my tits imaging that it was the boy I would fuck later at the party. The parties at Hailey’s always went the same, I would hype it up in my …

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Sheltered Siblings 2

When I had first requested to my parents that they should let my sister Ava and I stay at home alone I was expecting a day where we would just get to hang out with no rules and do whatever we wanted. However things had went much differently than either of us had expected. We were both raised by conservative parents that had equated anything to do with sex as sin and vowed to protect Ava and I from any knowledge that lead to the ‘temptation of the flesh’ as they called it. However in a twist of irony their efforts to shelter us had made us more curious and gave us a greater desire to figure out what was going on with our changing bodies. This culminated today when Ava brought a text book …

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MOM KNOWS BOYS

__ I’m 24 now, and I’ve never told this to anyone. I want to tell it now, and get it out. I’m sitting at my mom’s personal computer so I can write down what all happened. Sometimes I remember more things, and now I can go back and insert them in the story at the right time they happened. I don’t want my wife to know I’m writing this, so I’m doing this at mom’s house. Dad left her years ago. A lot happened. Mom and I had a personal secret. I was young when I remember it started. My mom started touching me. Just a little at first, letting her fingers wander around my body. She liked to hug me and would run her hands under my shirt and feel my back and chest. …

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Growing Up in Gwinnett Volume 5

This is the true story of a road trip I made to North Carolina. When I was 17 years old, I drove up to Gastonia, NC to visit a buddy. At the time, I was just under 6′ and weighed around 155. My friend had grown up in my neighborhood, and he and his family had recently moved to NC. It was the summer time before my senior year, so it seemed like a good reason for a road trip. This was before cell phones and the internet. To travel from Atlanta to North Carolina was a big trip for me. I arrived safely after a 4 1/2 hour drive. I spent several days with him, even driving over toMyrtle Beach for two days and hanging with girls on the beach, before heading back home. …

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She’s got an Experienced Eye

My girlfriend and I just recently celebrated one year together, and things have been going very well between us. Despite only just turning 18 and approaching the end of high school together, we really felt like we were figuring out love and sex beyond our years. I agreed every time during these conversations, but a part of me knew something within me was changing. I didn’t want to break up, not at all- this change was much more subtle. Recently, I have been spending almost every single night that I am away from my girlfriend dressing up in her clothes and fucking myself with a dildo I bought without her knowing, all on camera for older men I met online. It started as an innocent and casual interest in submissiveness, as well as finding myself …

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Mutual

Part 1 It was quiet, a little too quiet. I always worried when things got quiet, that usually meant my son Danny was getting into trouble. I went to his room to see what he was up to. His door was a jar. Without announcing myself, I quietly pushed the door open. I found Danny. Thankfully he wasn’t trying to set one of his model airplanes on fire, or was he wasn’t taking apart the blender trying to figure out how it worked, or doing one of an other million things that he could have been doing to get himself into trouble. What I did find Danny doing was laying flat on his back in bed, completely naked, rubbing an erection. I was shocked. Danny could be a brat sometimes, and was always getting into …

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My sister and I for the first time – part 1

I looked from my laptop up as my sister Angie came into my room. “Hey Zack, what’s up?” she said “Hey sis. I just heard from Stephanie. She has too much work to do this weekend, and she can’t make it back.” Our older sister was in college and had been planning to come back for the three day weekend that now stretched out before us. “That sucks. So are mom and dad at that conference?” “No, they are out for tonight, back in the morning. Then they leave for it tomorrow morning, and will be gone until Monday night.” “So, more or less, the house to ourselves for the entire weekend?” “Yep.” I said with a grin. The two of us had always been really close, and we were looking forward to a relaxing …

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Counseling at Camp Care pt 4

Chapter 4 Aly’s eyes slowly blinked and opened, it was still somewhat dark. The light rain outside pattered on the roof and windows of the cabin. Aly’s eyes adjusted to focus as she slowly looked around at the group, all laying in the big makeshift bed on the floor. To her left, Erin and Suzy were cuddled up, wrapped in a blanket. They laid on one small mattress, slightly edging off onto Aly’s larger mattress. To Aly’s right, on her mattress, was Alex. He was ‘spooning’ her side. His arm and leg draped upon Aly. Beside him was Becca, she was on Alex’s mattress and half wrapped up in his blanket. Becca’s mattress and blanket sat alone beside her. Aly shifted slightly and Alex snuggled in closer to her, still asleep. She felt a bit …

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Counseling at Camp Care pt 3

Chapter 3 Aly and Shianne made their way to the cafeteria. They entered and scanned the room, and spotted their group of girls sitting at a table. Aly and Shianne made their way to them, dodging kids and tables along their journey. “Aly! Shainne!” Erin yelled out, as she saw them nearing the table. “Hey girls! Did you have a good afternoon?” Aly asked, energetically. The girls all answered at the same time. Aly barely heard each response. “I won a trophy!” Suzy said proudly. She held up a small trophy. “Alex and Suzy both won events!” Erin added, cheerfully. “Awe, that’s awesome!” Aly congratulated them. “What events?” Shianne asked. “I won the soccer goal kicking.” Suzy beamed. “I won the short distance running.” Alex added with a smile. Aly gave her a side hug, …

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Chapter 2 – Adventures with Ricky

Picture it… school was out, and it was summer vacation. All my friends were having sleep overs and pool parties. The weather was hot, and guess where I was….on a road trip with my parents. Where were we going? On a trip across the country, to visit uncle Steve. I was pretty bummed out about the whole situation because I had been hanging out quite a bit lately with a boy in my class…Ricky. I guess you could say that Ricky and I were “dating”, although I wasn’t really allowed to have a boyfriend….My parents would never allow it, not until I was older. None of my friends were really into boys yet. Everyone at school thought we were best friends. They knew we hung out a lot, both at school, and meeting up after …

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It began with a hole

There is a hole in my wall, it has always been there, however it is only recently that I discovered the potential it holds. Usually it is hidden behind my bed board, but this summer when I rearranged my room I found it and I also discovered what was on the otherside. Before I continue I should tell you who I am; my name is Ryan, I’m 15 and a bit of a tech geek, I live with my mom Kerry and my sister Chloe. My mom is in her late 30’s but still as beautiful as ever and my sister is 14, with lovely, long blond hair, blue eyes and 30C breasts, with an equally delicious ass to go along with it. We live in a small 3 bedroom house in Oxford, Massachusetts. As …

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Around the block part 2

[b]Around the Block part 2: Innocent[/b] “You want me to take off my swim trunks? Why??” I was extremely confused. Maggie just rolled her eyes and crossed her arms. She still stood about calf deep in the pond, Liza just looking at the two of us wondering what was going on. “Sex education was about how boys and girls have sex… it involves a guys penis, and I… well I just didn’t really get to go to the boys’ class so I didn’t learn anything about a guy’s… privates.” Maggie was really nervous at the time; of course to two ten year olds she was just acting weird. I didnt really get the situation or what sex was, but I started to unlace my shorts, knowing if I didn’t hold up my end of the …

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Looking after sister. Pt 3

This is part three of a story. If you haven’t read parts one and two you may like to do so before you read this. As with previous parts, this story is fictional. It involves sexual acts between a 12 and 14 year old brother and sister which includes peeing. If you are not into this sort of thing then perhaps it is not the story for you. I, in no way, condone any of the activities portrayed in my story. ***************************************************************************************************************************************************************************************************************************************** Ellie was certainly a minx. At just twelve years old she certainly knew a thing or two about sex. After our great session a few days ago she implied that she would get dirtier than the piss fun we had. My mind boggled. It was a very warm summer day when I got …

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CONVERSION THERAPY WITH HIS STEP MOTHER

Before we became involved we made a point of doing some research into conversion therapy,.the practice of attempting to change an individual’s sexual orientation or gender identity. Both of us deciding we try arousal reconditioning and reparative therapy and healing from sexual brokenness. It was a real challenge for my lady, deciding she would attempt to seduce the boy Lachie while I watched to test his sexuality for her girlfriends benefit. Previously we had both suspected Lachie was bi. In the lead up to his visit my lady and me had decided on a plan for our sexual pleasure if the boy was uninterested in Sarah. Two sexual exhibitionists setting up a three-way sexual challenge for the boy Lachie – and us. When Lachie arrived at our condo on a Friday night, Sarah explained to …

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