Virginity

Jeanette chapter 3

I had been sucking my best friend’s dad’s dick for over two weeks. Almost everyday he’d signal me that he needed me. Most days I’d say goodbye to Tommy then sneak into his parent’s room to suck his dad off.

The Lost Warrior

So, I’m trying to write stories that are more plot thick, so the set up may take a while. But I think it’s worth it, because the characters get fleshed out better which leads to more satisfying scenes. And warning, there are action and fight scenes I will include in this story where people fight with swords, and yeah some people die, but nobody dies while having sex, I’m not into that so chill.

Princeton Larry

Arriving at college for the first time was embarrassing, but I could never admit it to myself. My father, a farmer, had driven my Mom, me and my dorm supplies ten hours to arrive in Princeton University four days before classes began. As we pulled in front of my dorm building in our rusted brown truck, all I wanted to do was to get my belongings out and have them go home, but I knew how much me leaving home was hurting them and how I really was going to miss them. I decided then to ignore everyone around me and think only of my wonderful, down-to-earth parents and take my time with them and our last good-byes.
As we were carrying in my clothes packed in brown boxes, I noticed Larry. I could tell he was waiting for me, as he smiled his amazing grin and I smiled back. I think it was going to be a good year. Larry had graduated from my High School two years earlier, and although few people from my hometown went out of state to go to school, let alone an Ivy League college, Larry did, and so was I. I was lucky to have a few options open to me for good schools, but I knew that there was at least someone at Princeton that could talk about Hillsboro, Ohio’s Potato Days festival, as well as other more personal events.
The first time I had really spoken with Larry was the summer after his freshman year at Princeton. Larry’s younger sister, Carol, was having a bonfire in her parent’s backyard just before she started at the technical college in the next town. I still had another year of High School left, but she invited me- I think partly for her brother. She said that I was the only brainy guy she knew and she needed to keep her brother busy talking about smart stuff so he wouldn’t have time to insult everyone else at the party. I knew she was using me a little, but I didn’t care. I was an anomoly in the town since I grew up on a working farm, and therefore never had time for sports, but since 5th grade had always gotton straight A’s. There weren’t too many smart, strong farmboys anywhere in our county.
Larry was the guy who didn’t fit into our town, either. First his looks separated him- he had an Italian complexion, dark curly hair that he never combed which he called his Jew-fro, even though his dad was a Baptist minister, and there wasn’t a Temple within 100 miles of Hillsboro. He played tennis in High School, so his body was always strong and muscular, but never bulky like the football players and wrestlers in school. He was 5’10” and every girl in school was in love with him, but I never remember him with a steady girlfriend for any length of time. His one character trait was that he was always insulting people in the most subtle ways, but his put-downs were only directed to those higher on the food chain. Irrelevant of the circle they ran in, no one was immune to his jabs if you were caught teasing, gossiping, or just acting like a “fucking stupid hick.” Often, Larry’s insults could almost be taken as a complement, but after you stop and think, you realize he just indirectly called you a “fucking stupid hick.” Larry was invited to every party but he would rarely go. He was Homecoming King and would have been Council President if he wanted, but Larry said he couldn’t care less about politics in a town of 10,000 people, let alone its high school. At senior prom, he was chosen as “Best Smile”, “Best Looking” and “Most Likely to Succeed.” At graduation, he received more scholarships than anyone, including Bill Fester, who had a full ride to both UK and EKU to wrestle. It had been so long since someone from our school had received a full ride academic scholarship, that Larry’s accomplishments were written about in all four of the county papers, and even the front page our own weekly.
When Carol introduced me to Larry at the bonfire, he was polite and interested in talking with someone new, focusing on me and what I was interested in. I knew exactly who he was but figured that he knew nothing about me, so I was willing to share as much information as he wanted. As the conversation grew he realized that I was in a good position to repeat what he had done a year earlier with scholarships, and said I should apply to any school I wanted regardless of cost. He asked what my SATs were and was impressed, yet didn’t share his own which I heard were much better. After awhile I was able to ask some questions of my own particularly about Princeton. Larry’s stories of the professors, the students, and trips to the Big Apple made me want to go there tomorrow. He said that during his freshman year he made the final step and admitted to being an atheist, completely pissing off his Dad, which seemed to please him. “I have other things that will completely blow his mind, but I’m saving those for later, “ Larry mentioned with a smile. We must have talked for over two hours until my ride said that he was leaving. I was expecting to be insulted by him, but never once did he even hint at sarcasm while we were talking. At one moment in the conversation Carol and her friend Kim came over to see if we wanted something to drink. Larry told Kim that he could see her nipples through her tube top, and with a wink said, “that is sooo fucking hot.” Kim winked back and glided away, then Larry looked at me with a smile and said “stupid fucking hick. You won’t have to deal with them when you get out of this mud pit.”
I was surprised when the next day Larry showed up at my house and wanted to see if I could take a drive with him, which seemed strange and a little exciting. My dad was working on our tractor, so after introducing Larry I told Dad that I’ll be back in a while. Shaking hands with Larry, Dad said that he was proud of Larry and what he’s accomplished in his young life, and that he should give me some pointers. “I’ll try real hard, Mr. Daniels,” was Larry’s reply.
We climbed into Larry’s Jeep and started towards Peebles County. Larry said that he couldn’t stand staying in his parent’s house and needed to take a break. I saw his camera bag in the back and asked where we were going. “I just wanted to go for a hike and take some photos, if that was OK with you.” He knew that I would be fine with anything he wanted to do, since he was very used to people accommodating him in our town, and my admiration of him the night before was hard to disguise for two hours. I asked if he’d ever been to the abandoned barn down by Twin Creek, and he said he’d never even heard of it. Larry made a left and started the 20 minute drive. Once we reached the dirt road that lead to the quiet barn, he realized that even in the Jeep, we’d better park and walk the rest of the way. Camera bag in tow, Larry and I walked another 15 minutes to reach the barn, tucked in the woods just 25 yards from Twin Creek. I had been here only a month before, but it seemed even more surreal than usual. The roof and structure were still very solid, but the sides were beginning to fall away. It was mid-morning, so light was beaming into the loft of the barn which had 20 foot ceilings and almost 70’ x 40’ of flat empty flooring. “It’s AMAZING!” was Larry’s only response. This was the first time I’d ever seen him be in awe of something. “I’m taking a photography class at the community college this summer and this will be perfect as a setting. I need some perspective, though, so will you stand over next to the window while I snap a few?” I was more than happy to oblige.
He moved close to me and took some photos over my shoulder. “I want to just get part of you in the foreground to make the image more interesting.” He snapped a few more shots, then moved over and tried to tuck my collar in. “Your shirt is a little distracting, would you mind taking it off? I’m just taking a photo of your ear and shoulder in the foreground and need it to be cleaner and your shirt makes it look like 1992.” My dad is a farmer and so are my two older brothers, so I am used to working hard and my muscles do show the results of years of throwing hay bales, carrying seed bags and milk pails. I’m just a little shorter than Larry, but I think I have a few more muscles than him, and have never been embarrassed to take off my shirt, which I did continually while working the farm. I looked at Larry for just a second, and he tipped his head to motion for me to go ahead and take off my shirt. I shrugged, then pulled my shirt over my head. I tried to see if Larry had any reaction, but if he did, he didn’t show it. Larry took a few more photos like before, then gently grabbed my shoulder and moved me around a little. After three more shots, he let the camera fall to his chest, and pulled my arm over my head. “No, that’s not going to work. Here, lay on the floor and put your arms out kind of like Jesus.” Getting a little uneasy, I said “sure” and layed down on the barn loft floor. He started taking more photos and kept moving around my body snapping at different angles. Larry then stood in between my legs and took some more photos. I then felt his shoe on my inner thigh, two more shots, next his shoe was in my crotch. I didn’t move. Three more slow shots. He crouched down and his shin was laying on my stiffening cock. Seemingly oblivious to where he leg was positioned, he took the photos slowly; two, three, four,,,,five,,,,,,,six. “Raise your head and look at me,” he said in a soft voice. He snapped a photo of my face, then my chest, then my stomach. He stopped when he got to my crotch and gave the smallest smile and stood up. “Help me with some other photos if you don’t mind,” Larry said in a quiet but distracted voice. “I need to take some photos of the human form. Are you OK with that?” “What do I have to do?” I said nervously.
“I really don’t know, maybe you can help me figure it out. I was thinking about calves and knees. Can you pull your pants up past your knees?”
“I think these jeans are too tight for that.”
“Do you mind just taking them off then?”
“I actually do a little. I’m…um..not wearing underwear today.”
“Did you forget or is this normal on the farm?”
“Ha, normal I guess. I just don’t like them that much.”
“Well can you still take them off? I really need to get these shots since they have to be ready for my class tomorrow.”
Nervously, I had to figure out something. I didn’t understand what was happening, and it was moving so fast. I had a huge erection, no underwear and Larry said he needed my help. I wondered if he wanted to see me naked or not, but I couldn’t tell for sure. Maybe he just really wanted these shots and that was it. I’ve been naked with guys dozens of times, but this just seemed different.
“It’s a little cold in here, so if you get a woody, I promise I won’t take a picture of it,” Larry said with a smile. “Deal?”
“OK” I said. Visibly shaking, I unbuttoned my top button on my jeans and started to unzip my pants. I really did want him to see me naked, hoping that maybe something may just happen.
“Stop!” Larry said. He came over and pulled at the back of my pants to show the very top of my butt. “Let me take some different shots before we get to your knees.” He snapped a few pictures of my back, and then yanked a little more on my pants to show half of my butt. “Bend down and put your hands on your calves.” I complied. Two more shots. I raised back up then he told me to go ahead and take my jeans the rest of the way off to get the knee shots. I took off my pants, making sure that my junk was covered. “Where do you want me to stand?” I asked. “Right there. By the way, I couldn’t care less if you’re naked, but whatever you’re comfortable with.” Holding my pants over my cock, he asked me to turn around so he could photograph the back of my calves. I thought about moving my pants around to cover my butt, but decided that seemed too stupid.
“I need to have your legs relaxed. Can you lay down on the floor again? Use your pants to make sure your don’t get a splinter in your ass.” Larry seemed to make sense, so I sat on the floor, sitting on my pants with my cock at full attention and my hands not able to completely cover it. “Wow you must be cold! Listen, is this uncomfortable because you’re sitting there butt naked and I’m taking photos of you and I’m fully dressed?” I shrugged and smiled nervously. “Tell you what, to show that this is not a big deal, I’ll peel as well until I get these shots taken care of- deal?”
I didn’t know what to say, so I just said “sure, I guess.” I could feel the pre cum leaking into my hand as I thought about seeing Larry naked too. I was really hoping this was a complete seduction, but knew I couldn’t make the first move in case I was wrong and then he would crucify me.
Larry looked at me squarely in the eyes as he slowly took off his t-shirt. His chest was much more defined than I had imagined, and he truly had a six-pack that showed the freshman 10 hadn’t applied to him. He unbuckled his belt and threw it on the barn floor with a jingle. He kicked off his shoes and carefully laid them out of the way. Larry removed his socks laying them on his shoes and then unbuttoned his jeans. He slowly unzipped them, not taking his eyes off mine. I looked at him then unconsciously looked at his crotch as he was unzipping. When I looked back to his face he was smiling that prom-winning smile. After unzipping his pants, he grabbed the waistline of both his pants and his underwear and started pulling them down. He was able to get down about three inches to where I could see the top part of his pubic hair, when he then reached into his pants, and smiling said, “I’m cold too.” He moved his cock around so he could slip his pants the rest of the way off. His cock was sticking almost straight up when his pants and underwear finally cleared it. He bent over and removed his pants from his legs and put them by his shoes and came back and picked up his camera.
“Let’s get some good photos now.” He came over and kneeled on the floor focusing the camera on my knees and legs. “Swing your right leg over your left. Further.” He took more shots of my butt, feet and calves. “Your hand is in the way, go ahead and move it.” I obeyed and moved my hand away from my stiff cock leaving it open for him to see. He then reached over and began positioning my leg in different angles. It just started becoming routine after a couple minutes, then he touched my inner thigh to move my legs open wider. He positioned himself inbetween my legs with his back facing me. He then inched back until he was almost sitting on my cock. “Sorry man, I just need this angle. Steady my back so I don’t fall back on you.” I pushed on his back and kept my hand there while he took pictures. He then lost his balance and immediately put his hand on my crotch to steady himself. “Wow you are hard…. just like me.” He looked at me, then put his camera down on the ground. “I’m not done yet, but we can take a break for a couple minutes.”
He then, slowly staring at me began to move his hand over me touching my leg, thigh, outer hip, stomach and then chest. I didn’t do anything except stare back at him. He moved his hand slowly back down my chest and slightly touched the tip of my cock and then moved his hand around it. The pre cum from my shaft stuck to his hand and he just wiped it on his smooth chest. Seeing that I was not protesting, he grabbed my cock and bent down and started to lick the head slowly, staring at me the entire time. I couldn’t believe what was happening- The Larry Sharp was giving me a blow job!! I realized then how many times I had thought of this in my dreams and when I jerked off. He then took my head into his mouth and then out again. He examined my cock and smiled so subtly, looked me in the eye and immediately took the entire shaft into his mouth all the way down to my pubic hair. I just moaned with incredible pleasure. He moved up and down on my cock first slowly then quickly, using his tounge to swirl around my shaft, then sucking so hard up and down and up and down. I was ready to cum and told him so. Larry immediately stopped and just held my cock at the base for about 15 seconds to make sure I wasn’t going to unload.
He then started to kiss me. He started at my inner thigh, then my hip, pubic area, my navel, up my stomach-kissing each rise in my six pack and licking the middle. Larry then landed on my right nipple and slowly started licking rings around the tip then lightly sucked with the slightest feeling of teeth. He made his way up my neck and then to my chin and to my left ear. By this time his entire body was on me, and I could feel his rock-hard cock on mine. As he put his tongue into my ear his hips moved, rubbing his dick against mine. I had never felt pleasure like this before, even though I wasn’t going to cum, having him naked, kissing my ear and the weight of his body on top of me was beyond anything I had experienced in my 17 years.
Larry then raised his head and looked at me again, smiled, and waited for me to show him some confirmation that what was happening was more than just mutual, but enjoyable for me too. I smiled back and leaned up and kissed him on his full lips. He used his knees to spread my legs apart, pressed his cock onto mine again and kissed me again a little harder and longer. His hips started moving back and forth, rubbing himself on me with our pre-cum gliding us together. I started moving my hips along with his and our kissing became more passionate and deeper. His mouth tasted like sweet mint, and he smelled like the trees-woody and natural. I could hear the morning birds and the creek running over the rocks not too far from the barn. It was a perfect morning, and although my head was reeling, I didn’t want this to stop. Larry then grabbed under my knees and raised up my legs while we are still kissing. I then felt his cock rubbing against my hole sliding his shaft between my cheeks back and forth. He then suddenly stopped kissing me and went down and started sucking my cock again, faster and harder than ever. He moved to my balls, licking and taking each one in his mouth and gently rolling them around. The next sensation I felt was his wet tongue on my hole licking and probing with his mouth. I couldn’t believe the sensation of having my ass licked and lost my breath for a moment. “Can you hold up your legs?” Larry gently asked. I held the back of my knees and kept them at the same angle as Larry had them. He continued to lick my ass and my balls and cock. He then took his finger and gently slid it into my ass as he was sucking me. I groaned because it hurt. Larry felt my cue and removed his finger gently. “You’re tighter than Cassie Wright’s pussy,” Larry said with a smile. We both knew that Cassie was the most rigid girl in our school, and people would joke that on her ‘first’ time, she would squeeze the pecker clean off the guy with her angry, uptight pussy. “I’m not sure I like something in there,” I nervously mentioned to Larry. He asked, “have you ever fucked someone?” I replied that I had been close to fucking a girl I met at the county fair last summer, but never did. “So, you’re a virgin in every way. How about this? You fuck me. I’ve never been fucked before, but I think I would actually like it.”
I thought about it briefly, then looked at his amazing body and his ass and realized that this could be the best first time ever. But then I saw Larry beautiful cock again and said, “I’d like that, but one thing first.” I raised up my body, took his and guided him onto his back on the floor of the barn. I kissed his mouth again, and put the weight of my body on him. I kissed him all the way down till I reached his cock and put his head in my mouth. I could taste the sweet cum and used my tongue to lick around the edge of his cock. I then opened my mouth and put almost his entire cock in my throat. Larry raised his chest and let out the loudest groan of pleasure. I sucked his cock and although this was the first time I had done this I knew what I liked, so just kept imagining what would make me cum and kept rising up and down, licking his shaft and alternating between sucking hard, going deep and just letting his cock lightly touch the inside of my mouth. I cupped Larry’s balls in my hand and gently massaged them, letting my hand eventually go down between his legs and finding their way to his hole. I rubbed the outside with my thumb, as I continued to suck and lick his cock up and down and all around. I gently pushed my thumb into him and he raised his hips pushing his cock to the back of my throat. I didn’t gag, but stopped to ask if he was alright, and he just looked at me and showed me his white toothy smile. I went back up to his mouth and started kissing him, while rubbing my cock in between his cheeks on his asshole. He raised his legs and said, “fuck me, farm boy!” I asked if he had a condom, and he grabbed his backpack and pulled out a bottle of lube and a condom. Larry knew what was going to happen today, or at least he was hopeful. “I’ve never let a guy fuck me before, and I’ve only fucked two guys-both times using a condom. If you want, and if you trust me, we can forget the condom this morning. It’s up to you, but I think you’ll enjoy yourself more without the raincoat, and I promise you’ll be safe.” It didn’t take me long to grab the lube and ignore the condom. I put some on my cock and then dripped some on Larry’s hole and rubbed it in. I stared at Larry who was looking right at me. No smile, no pain, no fear, but a look of kindness and desire. Staring at him, and not looking down, I positioned my cock to the edge of his ass and pushed. Larry slowly closed his eyes, and then opened them again and gave the smallest of nods, letting me know to go further. I pushed a little harder and the tip of my cock buried itself into Larry. He sighed and smiled and I pushed again. After a few seconds more I pushed further and my cock was completely inside him. Never when I jerked off did I have something completely around my dick surrounding it, holding it as tight as it was in Larry. I was amazed at what I’d been missing. I waited about 10 seconds and then pulled a few inches out and then back in. Out and in, and out and in. The rhythm started going very slowly as I contined to stare at Larry. He was looking directly back at me and giving me all the signs to keep going. The rhythm started going faster, and Larry started to move his hips with the beat. The lube made the movements so smooth, and his ass was tight, but not Cassie tight. I kept going back and forth and started going faster and faster. Larry took his hands and grabbed my head bringing it down to kiss me. I layed my body on his and kept thrusting back and forth, deeper and deeper each time. I started going harder and I heard Larry say a low, “yes,” as I picked up the speed and force. I raised my head and started thrusting the hardest yet and loudly said, “I’m going to cum. I need to pull out.” “NO!” Larry shouted. “Cum in me!” I thrust and rocked my hips, with Larry’s hands on my ass helping to push me in and out of him. The pace quickened and I shouted “I’m cumming now!” My cock exploded in Larry as I kept pumping away and I could feel the cum in his hole making the thrusting even more slippery. “Don’t stop! I’m cumming too!” Larry shouted as I looked at his cock, erect and throbbing in time with my thrusting. Without either of us touching it, I saw him shoot his load everywhere across our chests and on my chin and in my hair. I stayed inside Larry and slowed down my beat and eventually stopped. I bent down and kissed him and he passionately kissed me back, deep and long, pulling my body onto his. Afraid of crushing him, I rolled on my side with my tongue still in his mouth. We kissed for another few minutes, then he gently pushed my head onto his chest and just breathed, not saying a word.
I noticed the morning light coming into the barn through the missing slats on the sides and thought that my first time could not have been more amazing. My head on his solid chest, the smell of sweat and hard work that has far more rewards than working on a farm made the last hour seem perfect. I looked at Larry, and quietly said “thanks.” “Thank YOU, genius farm boy with an amazing cock.” He kissed me again and said that we were in need of a shower. I remined him that there was a creek just a few feet away, and Larry sighed, “Like I said, genius farm boy.” We got up, grabbed our clothes and made our way to Twin Creek. Larry found a place deep enough to get a good swim in and after washing off and goofing off, we planted ourselves on a rock to air dry. Larry went down on me again and sucked me while we dryed off and I gave him a massage rubbing my cock on his ass as I kneaded his back. Neither of us came again, I think bacause we were exhausted and I needed to get back to the farm. Finally dry, we dressed, Larry grabbed his camera, and we headed back to the Jeep. “What do we do now?” I timidly asked as we were walking. “Whatever you want, but if it were up to me, I think we need to spend more time together. You need to get ready to come to Princeton in a year, and I need to get some more photos for my class this summer. You game?” “Absolutely!” as we smiled and walked in the best morning of my life, and later I found out, the best in his life too.
Unloading the truck with my belongings for my dorm room, Larry came up to me and my parents. “Bout time you got here! I can’t believe that truck of yours made the trip, Mr. Daniels! You need to take a little of your millions and actually buy a truck that won’t wake half of New Jersey.” He gave both my mom and my dad a hug and then squeezed my shoulder. Both of my parents had grown to love Larry like a son since he spent so much time at our house the past two summers and over breaks. He was getting to be pretty good at milking cows and running a tractor, since I started teaching him all about farm life. It was the least that I could do since he was teaching me so many other things at our favorite barn next to Twin Creek. My mom said, “I’m so glad you two are going to be roommates this year, Larry. I think Matt is going to have a great experience here with you showing him the ropes.” We smiled at each other and Larry said, “I’ll try real hard, Mrs Daniels. Real hard.”

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Falling

So. I’ll be honest. This is a VERY rough manusrcipt of my first novel. I’ve done some writing jn the past and love it but don’t know if I should pursue this story through editing and publication. So I figure fuck it. I will post it here for free and let you all decide! Give me feedback and help me decide on what to do!

Misty’s driver

this was actually one of my favorite stories its about a young girl and her friends starting their journey to womanhood. its not a long story but it more than gets the job done

Housesitting: Day 10 – Ch. 3: Summer School Slut II: Wet & Wild

Adam arrives early at school to pick up Madison. Things quickly get crazy and spin wildly out of control as together, they fuck, lick and suck others into their nasty, dirty debauchery. This complete story revolve around a lot of sexual themes that may be offensive to some readers. I don’t mean to offend anyone so please read the themes and introductions before reading the chapters. If it doesn’t sound like a story to get you horny and cumming, I won’t be offended if you stop reading. Everyone else, ENJOY!

Ed & Holly: Big Brother’s Comfort.

First, Ed’s parents die in a multi-car wreck, then his bitchy wife leaves him for some snotty broker. So when he moves back in to tend his youngest sister who has life-altering injuries from the same wreck with their parents, they both find comfort & love for each other and totally redeem themselves.

Jack Write – The Erotica – Book 1

CHAPTER 1
It was the day before the plane left for South America. The school had organised a one week cruise in the gulf of Mexico for my year, and I think it’s fair to say I was slightly over prepared. I had bought new everything and even managed to get some condoms from John, a friend of mine that had some for a long time and offered to sell them, but as it turned out, never thought anyone would buy them. I had never had reason to use them before but my twin sister Cynthia’s friends make me so horny I couldn’t help it. Cynthia isn’t too bad herself but I kept that to my thoughts. The only thing I had left to do was have a few hours sleep before waking up early to get to the airport.
I woke up at 5 when the alarm when off and after wiping sleep from my eyes noticed my morning glory was screaming at me from down under, but today I had to ignore it and have a shower. I put on a T-shirt and joggers with baggy boxers as I wanted to be comfortable for the flight. I arrived at school and went to meet my friends who I could just see in the navy blue morning light, while Cynthia when to find Lucy, her hot best friend. Neither or them were afraid of the cold I noticed, as they both wore miniskirts and tank tops with tight fitting hoodies. “Woooh, Jack your sister is looking bangable as ever” said Jason, grinning at her legs, and I stepped in his way, though I can’t disagree. Me and Cynthia went to kiss goodbye to our mum and then got on the bus to the nearest airport, about a 40 minute drive.
At the airport it was pretty quick to get through, and before we were given tickets we were informed that we couldn’t swap seats. I couldn’t decide if mine was good or bad when I found out I was next to Lucy, but acted cool for the time being. On the plane I felt pretty OK about it, and it was defiantly eye candy for the journey, but as the flight progressed, it became much worse. At first I felt like I should be talking to her, but didn’t really know what to say, so tried the confidence trick of imagining everyone in their underwear. That was definitely a mistake. Imagining her but perky tits poking through her bra, and the tight lips of her pussy squeezing her pink panties as she clenched during turbulence. Thats when I realised I had also worn the wrong clothes. My hard on was clearly visible through my loose clothes, and Lucy glanced down a few times as I tried to find a position that hid it, but after a while I realised there was only one way to calm it down, so I went to the toilets to jerk off, and it wasn’t long before I came, because I was so hard from the mental image of Lucy naked. The rest of the journey went pretty smoothly after that, which I’m glad for.
CHAPTER 2
After the events on the plane, there was nothing I wanted to do more than relax and talk to my mates, and luckily we were given 2 hours to walk around the town before the boat left. John and Jason decided to go to a nearby cafe and I followed, where we met Charlie and Dan. We sat and talked for a bit about the 2 weeks ahead. Cynthia and Lucy were were sitting on a table on the other side of the room, and kept glancing over at me and giggling. I was pretty sure Lucy knew what happened on the plane and I felt like I should apologise in some way and I prayed that she hadn’t told Cynthia about it.
About an hour had passed and I needed a piss, so went to the toilets at the back of the cafe. I opened the door and was surprised to see Lucy coming out of the ladies door. I felt like I should say something, and she was looking at me strangely, so tried to explain. “Hey Lucy” I said awkwardly, “Anything that you saw on the plane was errr…” She smiled at me with her bright green eyes and said ” I know, it’s fine. I was getting kinda wet looking at you as well”. I was fairly shocked after hearing that, but Lucy smiled seductively at me, grabbed me by the shirt and pulled me into the girls toilets and into a cubical.
At this point I had no idea what was going on. Lucy was standing in front of me close up and I had started to get a semi. She looked down at my crotch and saw the growing bulge, but before I had time to react she put her arms around my waist and pulled herself up to me so her skirt was rubbing against it. I got immediately hard and she giggled playfully when she felt it. “I wanna see you cum Jack”, she said to my face, “think you can cum for me?” I managed to get out “I almost have already.” She smiled at me again and took off her top and bra in one quick movement and I so nearly shot my load then and there. She then bent down and threw off my joggers and boxers. She squealed in delight when my fully erect member popped out and was pointing directly at her face. She put her fingers on the tip and stroked it all the way up and down once. The feeling made me shudder with pleasure and she stood up. She rested her head on my shoulder and began to wank me slowly, getting faster with every stroke. I was in ecstasy and couldn’t control my breathing very well. I noticed that with her other hand she had reached behind her and was rubbing her wet clit under her skirt. I put my right hand round to meet hers, meaning to take over from her, but she stopped me and said “I came from fingering myself just before you walked in”, so I just put my hand on her arse cheek and felt her hole with my middle finger. She was going fast now and I couldn’t help but sigh in pleasure even though I knew I needed to be quiet.
I was close to blowing and told her through my gasps, so she slowed down and crouched again so her head was in line with my shaft. Then she leant forward so it was just touching her lips, but not actually in her mouth, and within a few seconds I shot 5 massive strings of cum on her sexy face. She stood up and leant against me again, and we just stood there for a few minutes breathing heavily. When we had caught our breath and Lucy had cleaned up, I just looked at her and said “Wow. Thanks.” She then kissed me awkwardly because we both couldn’t stop smiling, and left the cubicle.
I followed her out a while later and talked to everyone on my table for a bit, but wasn’t really paying attention to the conversation. Then the bell was rung and everyone. Went to the meeting point and we got ready to board the ship.
CHAPTER 3
Rooms were of two and I was with Jason on the deck that was basically just for the school. Cynthia was with Lucy, and Jason was in the middle of telling me one of his fantasies about my sister, when she walked through the door. “Woooaaah” said Jason, “ever heard of knocking? We could be talking about anything in here”.”I have a pretty good idea” replied Cynthia, “The doors at hardly soundproof” which Jason blushed at. “What do you want Cyn?” I said. “actually I wanted to talk to you outside for a bit” she told me. I sighed, stood up, and followed her outside. She closed the door and looked around to see if the hall was empty, then turned and smiled at me. “So” she began “have a nice flight?” All that went through my head was “shiiiiit she knows” but I played it cool and replied “it was okay, how about you?” She checked down the hall again and giggled before continuing “you know, me and Lucy are best friends and she likes you” she raises her eyebrows at me “a lot. So if she thought that you like her too, she would definitely tell me.” Yep she knew about the plane, but maybe not the incident in the toilets. “Yeah, so?” I replied, and she explained “well I know any girl would be lucky to have someone with a cock like yours…” she stopped when she saw my expression “come on Jack I’m your sister, I’ve seen you naked” I glared at her but gestured for her to continue, so she did “besides, no two people take that long in the toilets.” Yep she knew about that too, but then she did something I definitely didn’t see coming. She cupped my balls with her hand, dragged her fingers up my body until they reached my chin, smiled, and walked away. I opened the door and walked back to my bed in a daze. “what happened?” asked Jason. “I don’t know Jase, I really don’t know.” I replied. “did she get on all fours and ask you to clean her drain pipe?” he asked hopefully. “What?” “Nevermind…”
The next day I woke up before Jason and decided to have an early breakfast then head up to the main deck with the pool to relax. I was wearing shorts and a shirt that I took off to sunbathe, and after a bit Cynthia and Lucy walked through the doors to my right in bikinis and daaaaaamn they looked good. Cynthia stopped and gestured Lucy towards me, then they walked over together. “Hey bro” said my sister “I believe Lucy wants to show you something” Lucy stepped in “yeah its in our room, and I think you might like it” once again I didn’t know what to say so smiled and said “ummmm sure, you go ahead, I’ll be down in a sec” she smiled and ran back inside. I turned to my sister and said “what are you doing?” she thought for a moment and replied “I think you and Lucy should spend more quality time together” I was still slightly suspicious and asked “was this your idea?” she smiled and said “oh no, Lucy wanted to get you to go further with her all of yesterday, she even made me taste he pussy juice so she could see if it tasted good or not.” After being presented with that mental image I was starting to get a hard on, and noticed Cynthia glancing down at my shorts. I needed to get out of there quickly so grabbed my shirt and stood up while she told me the room number and I was about to leave when i said “Cynthia, just one more thing” “yes?” “did it taste good?” she smile turned kinky and she said “oh yeah.”
I reached Lucy and Cynthia’s room and knocked on the door. Lucy opened it, still in her tight pink bikini and pulled me in. Again she immediately took of her bikini top, and the glorious tits I had only seen once before fell out and were free. I was hard straight away, and took of my shorts to let her see what she was waiting for. She saw my raging boner and asked “Is that for me?” playfully, “all yours” I replied, smiling. She walked backwards over to her bed, but before sitting down she bent over and pulled down the bottom half of her bikini, and even though it didnt seem possible my dick got even harder as her cute, tight and wet pussy was revealed to my eyes for the first time. “Is that what you wanted to show me?” I asked. “Yes” she answered “have you ever heard of the 69?”
This was actually happening. “Now you get to make me cum Jack” squealed Lucy. We were in position with me lying on her bed with her on top of me, her clit just inches from my face, and my cock brushing against her cheek. She kissed the end and I shuddered again, feeling that same immense pleasure surge through me, and I went to work on her cunt as she pecked my dick. I flicked the clit with my tounge a few times, and I heard her gasp with each flick. She then did something that amazed me. With one thrust she put my whole shaft in her mouth and down her throat until my balls hit her nose and she pulled out again. “How did you do that?” I asked “dunno”. I decided to step it up a notch too, and used everything I had. I used my right hand to finger her tight asshole slowly, while rubbing her clit with my left hand, and tounge fucking her pussy as fast as I could. I started all this in one go however, and she shook with pleasure and let go of my dick, but after a bit she got more used to it and started sucking me off normally and I could feel her breath on my pubes. I was in heaven, and she gasped “Jack….. I think I’m gonna cum first!” I quickened the pace of everything and sure enough within a few seconds her juces came flowing down onto my face. Cynthia was right, it did taste good. She squealed in delight at the sensation and said she would finish me off, when my sister walked in. “Wooaaah you guys definitely aren’t shy. 69, wow looks good. You really are big Jack.” By now, Lucy had got off me and was sitting on the bed next to me. Cynthia leant down and whispered something to Lucy, who giggled and said she had promised to finish me off. “Have you tit fucked him?” asked Cynthia, and Lucy shook her head. That was when my sister suggested she finished me off for her. “what?” I said, shocked. “Well” said Cynthia “were both horny, your hard, and I’ve offered to tit fuck you.” I just blinked at her a few times, and she gave me a smile so sexy I couldn’t help myself, “if Lucy’s fine with it” Lucy gave the thumbs up and my sister took off her bikini top and let her breasts fall. They were even slightly bigger than Lucy’s, and then she leant over wrapped them around my still erect dick, and started tit fucking me. I had no idea my sister could cause me so much pleasure, and look so good. After about 30 seconds my cock exploded in her face and over her breasts, so she licked it all off and said “you taste good Jack, I wouldn’t mind some more some time.” Then she fixed her bikini and left.
Me and Lucy had agreed to let people know we had a thing, but they never would have guessed what kind of thing we actually had. For the next few days we had at least one 69 session a day, although Cynthia didn’t give me any more action , she was always around when we doing it, and I think it’s fair to say I had life good. Better that I could have imagined.
CHAPTER 4
It was the 6th day of the one week cruise, and it started like most. I woke up late and went to breakfast, then went downstairs to see what Lucy wanted to do. This time though Cynthia was there and they were arguing about something. “No” said Cynthia, after they both greeted me “why not” asked Lucy “you can’t do that it’s just wrong” answered Cynthia. “What’s going on?” I asked, confused. Cynthia glared at Lucy, “nothing”.”Well I came to see what you wanted to do today” I said to no one in particular. Lucy smiled and said “probably more swimming”, and I smiled too. I liked swimming because Lucy could feel me up under the water. “Cyn, can I talk to Jack alone?” Cynthia did not look pleased about this, but slowly took what she needed and left. I turned to Lucy and raised my eyebrows in anticipation. “Well Jack”, she began, “We have a very physical relationship I think is fair to say” I nodded in response, and she continued “well how would you feel, about us…. loosing our virginities together?” I was quite surprised at that, and paused for a moment. Of course I wanted to, but I didn’t want her to feel uncomfortable, and I would have to do it right if we did it at all. I said at last “If you want to then yeah, I do” she bit her lip and nodded at me. “When?” I asked. “Tonight”, she started “but we can’t do it in here” I didn’t see why so asked “why not?” and she explained “I don’t want your sister interrupting us this time, well just do it when Jason’s out”.”he usually goes to the bar for an hour at 9 with John, but it’s too risky” I said. “I think risks are hot” she smiled sexily at me. I nodded and said OK, and we went swimming.
Me, Lucy and Cynthia were at the deep end of the pool, with our arms over the side looking at the sea. Lucy only had one arm on the side though as with the other one she was slowly rubbing my cock under the water. It was quite an awkward conversation as Cynthia knew what we were planning and wasn’t too happy about it, and I wasn’t really concentrating because I couldn’t stop thinking about what I was going to do. Eventually it was lunch time though so everyone got out and went to the dining hall. I needed a break from talking to the girls, so went to sit at the table with Jason, John and Charlie on. “Good to have you back mate” said Charlie, when I sat down. “Given up trying to find the mysteries of the female mind Jack?” asked John. “Just needed a break from all the talking” I said, and Jason asked “does this mean your coming to the bar tonight then?” and I had to think on the spot “I don’t see the point of going to the bar if your not old enough to order drinks” I said. Jason just sighed and said again “coming or not?” I tried to look sad and said “can’t tonight sorry”, and everyone looked annoyed. Charlie asked what I would do instead, and I made up something about being allowed to sit here but having to talk to Lucy tonight to make up for it, and the rest of the lunch carried on a usual.
Me and Jason went back to our room after that and he pressed me for more information. “So” he began “how far have you got with her?” he asked with an eyebrow raised. “What? None of your business” I said, but he kept going and asked “has she let you touch her tits?” I didn’t answer and he said “are they natural?” and without thinking I said a quiet “yes” and he jumped on it with “so you have seen them!” “well…” I began but couldn’t come back after that so went with it “yeah but I haven’t touched them or anything”. He paused for a moment and said “how about her what has she seen of you?” “nothing” I said. I asked what we should do now and he said he didn’t care, so I suggested some sun bathing. “You just love taking your shirt off in public don’t you”, but we went anyway, and the rest of the afternoon was spent on the main deck.
Most people always skipped dinner, and I didn’t feel much like eating, so went straight down to my cabin to get ready for what was about to happen. I ate a breath mint, had a shower, changed into some jeans and waited on my bed for something to happen. Then Jason walked in and I realised I shouldn’t have got dressed before hand. “What are you dressed up for?” he asked, and I thought on the spot and said “a quiet night in”. “OK but don’t use my scented candles” he smiled before walking out, dumping a bag in the corner. I waited some more and about 10 minutes later there was a knock at the door, so stood up, walked over there, and opened it. Lucy was standing in front of me in a white, short cut nighty that didn’t quite cover the fact that she wasn’t wearing panties. She walked in quickly and closed the door behind her, and I hadn’t thought about what to say so just asked “ready?” and she nodded and repeated “ready”. I then asked, “how are we gonna do this?” Which she smiled at and said “I guess we’ll find out” walking over to my bed. I followed and she pushed my backward onto the bed, then took off her nighty, revealing herself completely to me. I had already developed a semi from imagining what we would do, and I got fully hard straight away from her sexy naked body standing in front of me. I pulled down my jeans and underwear just enough so my cock was revealed, which she told me turned her on yesterday, and she walked towards the bed. Lucy was now kneeling naked on my legs, her already wet, virgin pussy inches from my cock, which she was holding in her right hand. It already felt so good just with her hand on it, but it was about to go further then I had ever experienced. She shuffled forward so the head was touching her clit, then let the tip slide in. It felt much tighter then when my tongue was in there, but so much better, and she let as much of it slide in as possible before reaching the barrier that was about to be broken, letting out a long moan of pleasure as she did it. Then she looked at me, and I nodded slowly, so she let her weight slowly bring her down on to my cock, breathing in sharply as it cut through the layer that proved her a virgin, and she kept going until she was resting all her weight on me. I couldn’t believe I hadn’t came just from that. Her pussy was so tight I could imagine how much it much hurt to her, but I could feel her juices all around my shaft and it felt a strangely natural position to be in. Her eyes were closed when I looked up, but then she opened them and slowly broke out into a smile, and I did too. She began lifting up, and I felt a different sensation as her vagina muscles relaxed slightly, and my dick had space to breathe. Then she went to go down again, but started too quickly and had to stop herself before she reached the bottom, after repeating this a few times she had build up to quite a fast pace considering it was her first time, but her pussy was so wet to start with we didn’t need lube. For me it was heaven on Earth, and I savoured every movement Lucy made on top of me. I definitely would have came already if I hadn’t done it so many times this week, so I had developed pretty good self control. But quite soon, I could feel that I was going to cum if Lucy kept going, and was about to tell her, but instead this happened: Jason walked through the door.
At first I think we both assumed it was Cynthia, as she often walked in when we were alone, but Jason is much taller and as we turned around it was pretty obvious who it was. At first Jason paused with the door open staring at us, not even much of a look of surprise on his face. He closed his eyes and re opened them, then said softly “wow”. He saw me looking at the open door and let it close behind him, and said louder this time “what the fuck is going on?”. Lucy had at first looked for a way to hide herself, but realised that getting off me would simply reveal more to Jason. “Hi Jason” I said softly, wondering how he would react, but mainly just cursing inside my head. Jason just nodded with wide eyes as a reply, and I gulped.
Jason was now sitting on his bed, and Lucy had managed to get her nighty back on and I had pulled up my jeans and was facing him. “So you and Lucy were fucking” he said for the forth time, “yes” I said again. “How many times have you done it before?” he changed question, “none” Lucy answered, still obviously shaken from the experience. “Fuck I walked in on a de-flowering, Jesus” he was playing it surprisingly cool, so I explained how it all started and about us and Cynthia, and when I finished, he opened his mouth as if to ask a question, but couldn’t decide what to say, so just nodded. A minute or so passed and Jason finally spoke, “Well, now that I know that there’s open pussy on the market, I’m gonna want some of my own” which made Lucy look up, eyebrows raised, and Jason quickly said “oh not you” then turned to me, paused, and said “your sister”.
CHAPTER 5
Me and Lucy were too put off to finish what we had started last night, but I didn’t care that much, at least I can say that I did it, but I imagined Lucy was a bit more upset, and I didn’t mention it to her. Walking down the hall to her room after breakfast I realised that it was the last full day of the cruise, which I was sad about. I didn’t know what would happen to me and Lucy afterwards, weather we would leave behind what we did here, or carry on just the same. I stopped thinking about that though as I was on a mission, to get my best friend laid. I walked into my sisters room and saw them talking. They said hi to me before continuing, “No way, I was never in it to go as far as you” said Cynthia. I realised that Lucy must have told her about last night, and mentioned that we wanted her to fuck Jason. Lucy stood up and walked over to Cynthia’s bed, then whispered something in her ear, before returning to her own bed. Cynthia looked up, obviously thinking hard about what she said, then finally standing up and saying “maybe” then walked out the door, but I definitely saw her winking at me on the way past. I was left alone with Lucy, who looked at me with her sparkling green eyes, and asked “what should we tell him?” and I smiled back and repeated my sisters words, “maybe”. We walked out together and back down the hall to my room where Jason was waiting. I found myself thinking about why we were doing this for him, and I suppose it was mainly because he knew about me and Lucy now, and could tell anyone at any time, even though he assured us that he wouldn’t. Also because Cynthia quite obviously wanted some male attention too, and when presented with the opportunity I thought she would accept straight away. We reached my door and opened it to reveal Jason sitting on his bed, who looked up when we walked in. He was looking at me with anticipation on his face, and I spoke first, “maybe”. His facial expression didn’t change and he kept looking at me. Lucy took this as her cue to leave, and when the door shut I walked over to his bed and sat down. “I’m pretty sure it’s a yes”. His face lit up and he smiled widely, but he didn’t need to say anything as I caught a slight bulge appearing through his shorts. He asked me what I wanted to do that day, and we agreed on more sun bathing, so headed upstairs.
We found 2 beds facing the pool and lay down on them. Jason then started asking me questions about sex, like what it felt like, to which I answered “like someones fixing a clamp on your dick” and who I thought was better in bed, but I didn’t know what Cynthia was like in bed, so thought for a while, then said “both at the same time”, and I could tell Jason was getting hard from imagining that. I told him to stay away from my girlfriend, and the rest of the day past seamlessly. We sat at a table with Charlie and John again for lunch, and I heard most people weren’t going to the bar that evening because it was the last night, so Jason didn’t need an excuse to get him out of it. Then we found ourselves back in our room waiting for whatever was about to happen, happen. We both had a shower and Jason put on a proper shirt, then we sat on ours beds in silence. Then there was a knock at the door and I looked to Jason who nodded at me, so i went to open the door. Lucy walked in directly followed by Cynthia , both still wearing there bikinis from swimming earlier, and I locked the door behind them.
“Right” Cynthia spoke first, as Lucy came over, sat on my bed and started rubbing my cock through my jeans “if we’re gonna do this Jason, we’re gonna do it properly” Jason kept staring at her chest. She saw this and immediately took off her bikini top. Jason then made a rather strange noise, like a whimpering dog. I had always thought that Lucy’s breasts were bigger then my sister’s, but without a bra on, standing up, they looked just as big. She asked Jason, “whats your favourite position?” Jason cleared his throat and said “cowgirl”, and Cynthia laughed and said “we’re doing doggy” but Jason looked just as happy with that. In the last few seconds I had learnt a lot about my sister, firstly, she had bigger boobs than I thought, secondly, she like doggy, and finally, she can be very dominant. I whispered to Lucy, “should we try doggy?” and she said “let’s carry on from where we stopped yesterday”. Cynthia said to Jason again “take everything off” Jason paused for a moment and looked over at me, then back to my sisters tits, and nodded, taking off his jeans and boxers, leaving his shirt. His dick was already hard from seeing Cynthia’s tits, and I noticed his was slightly shorter than mine, but a bit thicker as well. “Lucy was right then” said Cynthia, and I realised that must have been what Lucy whispered to her. I looked over at Lucy who shrugged and we turned our attention back to what was happening on the other bed.
Cynthia bent down and took Jason’s cock in her hand, which made him sigh with pleasure, then she stood up and pulled down her remaining part of bikini. As she bent over to take it off I got a good view of her hole and ,well, she has a nice arse to say the least. I’m surprised Jason didn’t cum where he was sitting when he saw her pussy, already slightly wet. She walked over to me and Lucy, and I saw her obviously tight pussy was completely shaven like Lucy’s, who handed her a bottle, that she must have carried in. “Where’d you get lube?” I asked her, she smiled at me and just said “woman’s best friend”. Cynthia squeezed some onto her hand and applied it to herself first, moaning as she did it, then put some on Jason’s cock, who gasped at the cold, then leant back on the bed and started breathing heavily as my sister jerked him off to lubricate his cock, and I realised that she did herself first too let Jason’s cock calm down or he would have cum as soon as she touched it. When she was done she told Jason to go to the head of the bed and kneel, then she climbed up onto the bed and got on all fours about a foot away from his cock. This was it, I was about to watch my sister and best friend loose their virginity to each other. He shuffled forward a bit and slowly leant into her, with almost his hole head now inside her tight, wet pussy, they both moaned together, but Cynthia’s turned into a gasp as he ripped into her insides and popped her cherry, but then back into a moan as he went deeper, until he was leaning all of his weight against her.
I had trouble looking away but it was time for me and Lucy to get it on. She took everything off and I pulled my jeans and boxers to the same place as last time, and saw Jason looking at her, then turning to my cock, then looking away. He was still going quite slowly, but was sweating like crazy and they were both moaning loudly, then I lay back on my bed and Lucy knelt on my thighs again, then reached for the bottle of lube and put some on my shaft. before letting her weight bring her slowly down on to my cock. We both moaned as she did it, and it still felt quite tight around me, but still felt amazing, and again she built up to a steady pace with her hands on my chest. I looked around me and couldn’t quite believe that this was happening. A super sexy girl was riding my dick, while my best friend took my sister from behind on the bed over too me. It didn’t seem like anything I possibly could have imagined before coming here, but here it was. Jason had built up to quite a steady pace on Cynthia, and gasped “oh fuck i’m gonna cum” and she immediately pulled off Jason, spun around, and wanked his dick hard and fast into her open mouth, where he shot about 5 ropes of cum, then collapsed on his bed. Cynthia said that he needed to finish her off now, so crawled up to him and sat on his face. Jason started eating out my sister’s pussy, and I saw he was also fingering her arsehole with his right hand. She was rocking around on top of him and vigorously squeezing her tits, but I turned my attention back to Lucy when she also announced she was about to cum. She went even faster then slowed to a stop as I felt her juices pouring over my cock. Jason looked over at me, wondering how I hadn’t gone yet, and I was wondering the same thing, but could feel it coming closer. My sister then announced that she was about to cum, and I said “yep me too”. Lucy had got off me by now and was deepthroating my cock, and I came 6 ropes into her mouth, which she swallowed, while I could hear my sister coming at the same time on top of Jason. When I looked over though, Jason’s face was soaked, and so was the pillow his head was on. I also learnt that day that my sister can squirt.
Me and Jason fell asleep on the covers when Lucy and Cynthia left, and the next day we just had time to pack and catch the plane home, but this was definitely not the last time we did anything like that, and the relationship between me and Cynthia changed forever.
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The Winston Family Adventures Pt. 03

Madison is a virgin and never thought of her twin brother in a sexual way, but an unusual set of circumstances along with the urging from her best friends leads her to fall in love with his cock and crave the taste of his cum.

Missy: Day One

This was my first attempt at putting my fantasies down on paper. Feedback is always welcome. Happy reading!

How bad could it be anyway? corrected

Before the story begins just in case you missed it, this is fiction. The story is not based on reality or nonfictional event. The events portrayed here do not reflect on anyone, not the US military or any security forces contracted by them, not the San Antonio police department and their detectives.