Weekend Sisters
- 4 years ago
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Introduction: First story, hope you enjoy it. Where to start, where to start…
Well, lets start with me. The names Hayden, Im 17, and I have 3 brothers. Shane, the oldest, is 25. John, the second oldest, is 21, and my little brother Ryan, is 11.
My life is pretty much as normal as it gets outside of my house and at school, but at home its completely different. Only Ryan and I live at home, Shane and John are independent. I really dont have much of a sexual life. I have a friend who is a girl, Vanessa, who is extremely attractive, about 58, shoulder length blonde hair, nice breasts, and a perfect ass. Ive had my times with her, but because of slight differences, a relationship could never work. Anyways, back to my story.
It was a Friday night, and I had just come back from one of my volleyball games. It was about 8:00pm and Ryan was asleep. My mom and dad were downstairs watching TV, and I went up to my room to get undressed and take a shower. I turned on the shower to my usual temperature, and stepped out to get boxers for when Im done. Expecting no one to be around, I didnt bother to put boxers on, and when I opened the door, Ryan was right there, clad in his little girl underwear, and there I was stark naked, right in front of him.
Now, lets pause for a moment, and talk about Ryan. Ryan was never one of the guys, rather, one of the girls. He has always preferred dolls over action figures, and girly cartoons like Sailor Moon, rather than something like Dragonball Z. My parents learned after 3 kids that you should just let them be who they are, and being as small and effeminate as he is, they gave in. They bought him panties, dresses, tights, other girl clothes. They even let him grow his hair to a certain length, thinking that it was just a phase. Now that you know what Im dealing with, lets get back to the story.
Ryan was standing there, pink t-shirt, panties and all, staring at my naked body. I immediately yelled at him to go away and quickly re-entered the bathroom. I heard him start whimper, as if he had done something wrong. I put on my shorts and t-shirt, and stepped out to him.
Sorry Ry-Ry, I was just a bit startled, I said.
B-B-But you yelled at me!
Yeah, I know bud, Im really sorry.
At this point I found myself glancing at his crotch. His panties were quite tight, and his prepubescent bulge was small, but visible. I could feel myself start to harden in my shorts.
Alright dude, its a bit late, so head back to bed.
Kay, night Hayden!
I watched him until his door closed. The rest of the night, all I could think about was his tiny feminine body, and his little butt as he walked away from me. As soon as I got out of the shower, I immediately threw on my boxers and shirt, hopped into bed, and went to sleep.
Saturdays are real lazy days for me. Ill probably just sit around on my computer and talk to friends. Typical teenager stuff. So when I woke up my dad had already been at work for a few hours, and my mom was just about to leave.
Hayden, make sure Ryan eats lunch, and please, try to get some homework done?
Sure thing mom, I responded.
It was about 11:00am, and I called Ryan down to ask him what he wanted for lunch. He told me he didnt feel well, and ran back upstairs. I stood there for a second, thinking about what I should do. I cooked up a grill-cheese sandwich, cut off the crust, and brought it up to his room. He was just laying in bed watching some cartoons when I came in.
Listen bud, you gotta eat. If you dont Mom will get really angry at me. Here, take this bell, and when youre done eating, Ill come get it. Okay?
Okay…
I put the sandwich on his nightstand and went into my room. I sat down at the desk, and not a moment later, I see it again. That tight little body, that butt, and that girly face. My dick started to harden as I massaged myself into pleasure town. I got close, but I didnt want to cum at that time. Ryan could ring that bell at any time, and I didnt want to rush something so great.
After some deliberation, I closed my door, and opened up one of my favorite porn sites. I started browsing for some new hot videos, and one caught my eye. It was one of those pick up the girl off the street and abandon after fucking videos. The girl was extremely hot, and got the shit fucked out of her in the back of a van. I was stroking my 8.5 cock when I heard my door open.
There I was, fully erect, when Ryan entered my room. As quickly as I could, I grabbed my shorts and put them over my dick to prevent any further damage.
Is that…your thing?! Its soooo much bigger than mine!
Uhhhh, what are you talking about Ryan?
Your weenee! Its ginormous!!!
Um, Ryan I think you should probably go back into your room, and not tell Mom about this.
What were you doing? Can I see you do it again?
At this point, my dick was as hard as it could get, and just having Ryans tight girly body in the room made me want to explode. I sat there and pondered what I could do. Could I actually get my baby brother to jack me off? Maybe even give me head? I had to do something.
Uh, okay Ryan, but make sure not to tell Mom or Dad or ANYONE about this. Okay?
Kay!!
I uncovered my dick as Ryan stared in awe. To him it must have been like the freakin Big Ben clocktower compared to his 2 story house!
So, you wanna see what I did, or do you wanna give it a go?
I can do it too? Really??!!
Sure, just grab it like you would any other rod, but be gentle.
His soft skin caressed my dick as I swooned with ecstasy.
Now just slowly move your hand up, and down. Thats right. Up, and down, up and down. Alright hold on one second.
I got up and moved to my bed, and Ryan followed me. I layed down, with my head propped up with pillows, and Ryan sat in between my legs, continuing to jerk me off. It felt like hours as he continuously rubbed my cock like the little slut he was. I beginning to close in on my climax, so I made sure to warn him.
Alright Ry, keep it up, youre doing great. But in a few minutes Im gonna tell you that Im cumming and that you should either put your mouth on my dick, or sit back and enjoy the show, its your choice
Minutes passed in ecstasy as I lay there moaning, when I felt that familiar feeling arising in my cock.
Alright Ry-Ry, Im cumm-
Before I could even finish my sentence, Ryan sat back and watched me erupt. I must have shot a stream of cum at least 2 feet in the air, and it landed on Ryans shirt. Another stream landed on my leg, and the last hit Ryans legs. When I finished, Ryan leaned forward, scooped up quite a large amount of cum, and licked it off his fingers.
Mmmmmmmmmmm, I shouldve put my mouth on your thing!!
Dont worry bud, theyre be more where that came from, but I think that is quite enough for today, at least for me. Let me see yours. But when you take off your undies, turn around and let me see your butt.
Okay!
Ryan stood up, turned around, bent over and slowly peeled his panties off, and the smallest little dick plopped out.
Alright, sit down, and do what you did you me, to yourself.
Without hesitation, Ryan grabbed his 4 incher, and immediately began to pump it up and down. I sat in awe in the focus of this child. In about 5 minutes he started to whimper and moan, and about 30 seconds later, a small single stream of liquid, not even cum, shot out of him. He sat bedazzled at his feat, and like mine, tasted his own fluids.
Mine is a bit salty…
Alright bud, I think thats enough for both of us for the day. Later tonight, Ill tell you something that I want you to do, but sit tight until then. Oh, and thanks a lot dude. Love you.
Ryan blushed as he turned around to pick up his panties. He took some tissues from my nightstand to dry himself, and slipped his underwear back over his little dick.
The rest of the day was normal. Homework, talking with friends, and I even went out for a bit after my mom got home from work. After dinner, I told Ryan what I wanted him to do.
Okay bud, heres your mission: set your alarm for 12:00am, and when you wake up, throw your pillows under your blanket incase mom or dad wakes up to check on you, and then come into my room. Ill still be up.
He nodded and went into his room. I followed him upstairs, looking up his tiny skirt at that little butt, shortly visualizing it bouncing up and down on my cock.
~~~~~~~~~
It was about 11:50pm, and I was preparing for little Ryans visit. I had lube, and some towels, to potentially clean up afterwards. About 12 minutes passed, and I heard my door creak open. There was Ryan, pantie-clad, rubbing his eyes with doll-in-hand. I waved him over, and told him to turn around and bend over. I caressed his tiny butt, and played around his tight asshole with my fingers before moving on to the main event.
Alright bud, come hop into bed with me. Now what I want you to do is lay down on your tummy, and do what you did with your hands, but with your mouth. But first pretend my thing is a lollipop and lick it all over.
You got it big bro!
I smiled as he engulfed the first 2 inches of my cock in his mouth. My jaw dropped, and my head fell backwards. Eleven years old, and he is a fucking natural at giving head! For about 15 minutes his head bobbed up and down on my dick, and when that time came, I told him what is going to happen, grabbed his head, and pushed it down. I could feel his throat tighten around my dick, and I was pushed over the edge. I exploded. I shot an obscene amount of cum down his throat, so much so that he may not be hungry for breakfast in the morning. I released him from my sexual grip, and lifted his head off my dick. I looked at him and as soon as it was there, Ryan swallowed every remaining drop that was in his mouth.
That was awesome Hayden, but you didnt need to hold me down…I could barely breathe…
Sorry bud, I just wanted to make sure you got your fill.
Well, I sure did! Thanks!
He cleaned himself off, and began to rub his crotch. He dropped his panties and began to pump his dick up and down once again. I told him to bend over, and I squirted some lube onto my pinky finger, and began to finger Ryans tiny asshole. He moaned as I massaged his rectum, and as soon as I curled my finger up to his prostate, he began to cum. It was the actual stuff this time, and he came more than even I would have expected. He kneeled over the towels, licked up his cum, and then proceeded to clean himself up. When he was done, he stood up, slipped his panties back on, bent over licked the head of my dick once and started to leave the room. Right before he left, he turned and winked at me. If I wasnt in control, I mightve cum right there.
~~~~~~~~~
The next day, whenever I saw Ryan, I couldnt help but smile, and he in turn, giggled. Sundays were Ryans ballet class, and this was the only time he was accepted as who he was, an extremely girly boy. I was alone for most of the morning, determined not to jack off, because I knew that Ryan would want lots and lots of my jizz in his belly tonight. At around noon, my mom called from work to tell me that she was going to be working until 5, and that I would need to pick Ryan up from ballet at 1:00pm. I faked a reluctant fineeeee, got dressed, and went commando (OOC: no underwear).
I was sure to arrive early at the ballet studio, and stood outside my car to make sure Ryan knew that I was there. He walked out of the studio with some girls giggling, and I smiled. He saw me, turned to say something quickly to the girls, and sprinted full speed at me. He squeezed me tight, looked around, and quickly squeezed my dick through my jeans. He giggled, went around me, and got into the car. I laughed and got into the car with my brother.
How was class bud?
Fun! But not as fun as what we did last night!
Oh? Well Im glad you enjoyed it! How about you unzip my pants and see what I have for you.
Ryan smiled wide, and unzipped my pants. There it was, his favorite plaything, my dick. He began to stroke up and down as a pulled away. Now, I have gotten a handjob while driving before, but never a blowjob. So I began to wonder…
Ryan, remember how you pretended that my dick was a lollipop? If you would, please do it again, right now! But make sure to keep your head down at all times. Okay?
Mmhmm!
Ryan immediately went down on me. See, I have driven while high before, and that is difficult, but imagine that x5. This is road-head. He just kept on sucking and licking and jacking me off at the same time, but to make sure it lasted, I slowed him down, and limited him only to licking.
So, once we get into the neighborhood, I want you to start sucking, licking , and doing whatever to me. As long as I cum BEFORE we get to the house. If you dont get it done, then youre my slave until Mom gets home.
Uh-oh, I better do my best!
And he did. He sucked hard, licked furiously, and pumped me as fast as a god damn piston!
Unfortunately for him, he failed. I stopped him as I backed into the driveway, and parked. He wiped his mouth and we went into the house. I sat him down on the couch to tell him what I was going to do.
So dude, youre mine until mom gets home, and that is in 3 and a half hours. So my first order of business as your master is to get you into something cute and sexy. Hmmmmm……Go put on one of those schoolgirl outfits with the plaid miniskirt and everything!
Ryan ran up the stairs, and about 10 minutes later, came down.
He stood in front of me, and my jaw-dropped. He had a white t-shirt on, white cotton panties, and an extremely short plaid skirt. He bent over to show exactly how short it was, and I grabbed his ass. I told him to stay, as I ran upstairs to get some my lube. I came down, lube and towels in hand, and told him what awaited him.
So hotty, Im going to fuck you.
He looked at me confused, so I brought him upstairs to show him some videos on how guys fuck.
Wont that hurt though??!!
Probably, but I think after a few minutes it will feel awesome. But, you really have no choice in the matter.
Just thinking about it had me hard, so I ripped off his panties, hiked up his skirt, bent him over my bed, lubed my cock, and attempted to enter his ass. He began to cry as a pushed in inch by inch, but I was determined to get all 8.5 into him. I stopped every two inches or so, to massage it in, and I could barely contain myself, but I was going to have him ride me, and that was final. At this point, he was past the pain, and began to moan. I could see his dick begin to harden, and move with my slow hip movements.
Think youre ready to take the whole thing babe?
Uhhhhh, yeahhhhhh….
I pulled out to see the gaping hole that was once his beautiful tight ass, and layed down on my bed. He got on top of me, and positioned his ass right over my dick. He began to slowly lower himself onto it, and as soon as he got on top of me, I was balls deep in my 11 year old baby brother. He began to bounce up and down on me, faster and faster as time went by. After about 15 minutes of bouncing, he got off my dick, and as if reading my mind, turned around so his ass was facing me, lowered himself back down, and began to grind on my dick. This is what put me over the edge.
Immmmm CUMMMMMMINNGGGGG!!
I think I am toooooo!!
After announcing my sexual intentions, I came deep into Ryans rectum, and he came all over himself aswell.
Youre the greatest fuck Ill ever have Ryan.
Thanks Hayden, thats so sweet!
He stood up off of my dick, and a bit of cum leaked out of his ass.
Looks like were gonna have to go shower!
Okay!
We got into the shower, and I was hard as a rock once again. He squatted over the drain and spread his ass cheeks until every drop of cum that wasnt deep in him was out, and then grabbed my dick and began to pump.
Think you got anymore in there for me?
Ry, I got plenty for everyday of this week.
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One summer afternoon, when I was young, I worked out with my barbell set and took a shower. Because I knew that my parents were going to be away until late in the evening, and because I thought my sister was visiting a friend, I did not bother to wrap a towel around myself, but walked naked to my bedroom. My sister surprised me, standing in the hall. “I’m sorry,” I said quickly, wondering if I should run back to the bathroom, “I thought you were at a friend’s house.”“She wasn’t home, so I came...
IncestI sleep on my side, not so well on my back, so it was natural that I was turned towards Rita or Claire the entire night. Rita had climbed into bed on my left, my wife Claire on my right, and they had stayed there all evening, sexy naked bookends for me. There was plenty of room for us, and I woke several times during the night to one or the other snuggling up against me, bare breasts and naked thighs pressed up against my body. Sometimes it was both of them, and I traded kisses with the one I...
"Danni, can you get tomorrow off if I write a note for you to take to the school?" Mum asked. "Aunt Jenny has just rung to say the friend staying with her at her Lake District hotel has had to go home, so she wondered if you would like to take her place for Friday and Saturday nights. I can take you over to the hotel, then she will bring you back on Sunday afternoon. I'll meet you after school if you like, and we can look for some nice clothes for you to wear - it sounds a really...
Naturally their oldest daughter thought she should have been able to stay at the house by herself, but her parents told her they wanted her to help watch her siblings so it wouldn't be so hard on her grandparents. Just like my my siblings and I, there was an age gap between my oldest niece and her youngest brother, as he was an unplanned souvenir after a family friend's wedding a few years back. The next part is the same worn out story about an uncle not having much contact with his niece...
I read on my Graduation Card. I looked up and seen her eyes smileing at me it was kind of special to me. Ali was a very toned and shapely young ladie. She was as old as me but one year behind in school due to late birthday. she and i planed to go to community college and all of our friends were going north for school. It was rather disapoiting all my best buds gone for the school year but hopefully i will transfer there after 2 years but we will see? It was that time when everyone was...
Weekend Story - Part One Thursday night found us packing the cases ready for a very naughty weekend. It seemed to have taken forever to get here. We were now middle aged, without family responsibilities, free to do what we wanted and to please ourselves. Both still fit, good looking, me slim and blonde, Rob tall and dark and both with a hunger for plenty of good adventurous sex. Rob came into the bedroom and looked at the piles of my sexy clothes next to the suitcase. "We're only taking one...
Wife LoversI listened half-attentively as Sarah answered the ringing phone, Weekend of Surprises, Part 1 ? Bob Aganoush Note:? If you?re looking for wall-to-wall sex, this story isn?t for you.? There?s quite a bit of sex, but also at least a modicum of plot and character development.? So you need to have some patience to enjoy this story. ?Wow, how are you?? I haven?t talked to you in what, about three years?? Where?? When?? Absolutely, we?re not doing anything, we?d love to see you!? Okay, give...
Based on a true storyMy sister and I had always had a great relationship. I was the younger "protective" brother and she was the older "troubled" c***d that always had me on my toes. You see my sister and I were the only ones we could count on after my dad died in a plane accident. My mother was a local gynecologist, and always busy with patients and rarely at home. So that left my sister and I with a lot of time together to talk and lounge around until mom's arrival.One afternoon, Amy confided...
I am very open with my older sister Vandana who is married to businessmen Arjun. They have two k**s and they are studying in school. Arjun is most of the times traveling and Vandana often spends some time with my wife Deepti. My sister loves her Bhabi (brother's wife) and so does my wife love her Nanad (husband's sister) I am Abhishek, married to Deepti for two years.Deepti is hot in bed and we fuck like a****ls. Many nights my sister has complained when she stays at my house that I and my wife...
First off all i should thank all the iss readers for giving a good response for my stories and it was so surprising to get lot of mails from both males and females. It was nice reading some mails and some people were asking for the email id of the gal and telephone number. In fact to be honest, i did not realize that there was lot of sex starved women in India, especially in Hyderabad also. Sister still had her eyes closed. I mustered up my courage and bent on her. I had my eyes towards her...
IncestThe search for the sisterhoodSince the death of his wife, Philip had felt empty and alone. He wanted to be involved with other people and for years now he had known of the OWK – where dominant women ruled and men were their toys and pets. He had never visited but craved the type of domination they offered. He also knew that within the organisation was another more secret society the Sisterhood who were dedicated to the long term subjugation of male slaves. Eventually with great difficulty he...
It was 6 pm and I was home alone, Kim was out with her friends and Sarah was at her friends for tea, my dad and step mum had left for the airport about an hour ago. It was raining hard outside and was quite chilly inside so I put the fire on to warm the place up. I flicked through the TV, there was nothing on as usual so I went upstairs for a DVD to watch, I looked through my collection, all of which I had seen at least twice so I went into Kim and Sarah’s room to see if they had...
Vacations; they were supposed to be fun and relaxing in theory. And they usually were once we got wherever we were going, but dad never seemed to understand the idea of having fun along the way. It was all about getting where we were going on schedule and we could relax once we arrived.This year was a bit different than any previous holiday with my family. Instead of being stuck in the backseat with my sister while the landscape rolled past for hours on end, we had taken two vehicles and Kylie...
This is all completely not true. 12:00 am "Put it in!" she said with and excited grin on her face. "I'm trying," I said, "It's jammed." My sister and I had found my dad's porn earlier that day. It was the end of summer and we were both worn out from partying after graduation. We were both 18 and almost full blown adults, if only we could get past the boredom towards the end of summer. We took a habit up of searching every corner of our house for anything interesting while our parents were at...
IncestNote : This story is completely fictional! it happened when I was 19 and my sister was 21 at the time. We had a love,hate relationship growing up. She's around 5'2" around 115ibs with nice tits and awesome tan skin. My parents traveled alot for their business, so we got to stay home alone alot. That summer our parents left to Europe for 3 weeks and left us behind. My mom has strict rules for us when she leaves. So one night my sister decides to take my moms car out to do some shopping (this is...
Incest"Thank you for meeting me, Bryce." "What do you want, Patrice?" He was always sharp with me. Always mean and nasty. It was because I was ugly, I know. My hair was short and wiry and steel gray since I was 23. I had no figure. I was tall but pear-shaped. My butt was too wide, my chest too flat. My teeth were my only good point — white, straight, perfect thanks to years of braces. But my nose was crooked and my eyes were set too close together and noticeably uneven. Still, I was...
BEST PRESENT EVER: Foursome With Sister Note: Although not necessary, reading part one (Best Present Ever: Bitch Sister) will explain how Mathew goes from being a nerdy virgin to a dominant Master over his gorgeous, stuck-up cheerleading sister. Note 2: A special thanks goes to Estragon for his dedication to copy editing my work and making me a better writer. BEST PRESENT EVER: Foursome With Sister aka...Cheerleader's Orgy Christmas was pretty anti-climactic after the gift I gave myself...my...
IncestHow could I refuse?My sister had two expensive tickets for a private bus tour through Southern California. It was the romantic kind of tour where couples would be taken from destination to destination on a large bus. And suddenly I was being pressured to go with her.Let me explain: Our family has always been adventurous. Meaning, we traveled a lot, especially when Christine and I were young. Christine's then-boyfriend was well aware of that fact, and he surprised her with tickets for a 3-day...
Hello.. once again here. this time i want to explain a story how i so heaven of my life with help of my own mom and sister.. let me explain my self i am B.E and working in MNC. my sister is married and she is settled in Australia and my mom is housewife. Before my sister marriage always i was finding chance to have sex with my sister, but unfortunately it not happened. We used to sleep together But i squeezed her boobs while sleeping and rubbed her pussy from outside. some time she push me and...
IncestHi friend, I am Amar Sharma ,age 27 from Gujarat I wanted to share with you all my own real experience which happened a month ago with my younger sister she is 21 year old studying in BA .I have done my masters from Gujarat and working with a semi government company this thing happened when I along with my sister was travelling to Indore a place in MP ,we had our booking in Shanti express for Indore ,we were actually going to Indore for her entrance test purpose , our tickets was an Rac status...
IncestHi ISS Friends ..This is Jai, M 28 from Mumbai with my real life story. Am married for 2 years and have a good gym toned body with 5’11” height and an athletic built and fair complexion. My wife Reema is 26 and a beautiful lady with perfect curves at the right places, she is 5’6″ tall with 36C-30-36 body, we both are punjabis settled in Mumbai. The event that am sharing with you happened 2 months back on a weekend on a Friday evening after returning from office at just after 7 pm. I was...
My sister name is Tanima, age is 24. My dad’s name is Tamal, age is 56 and my mom name is Madhumita age is 46 years. We stay in Kolkata. My father is a Businessman. I completed my Master degree last 2 years and help dad to his business. My sister Tanima doing her degree course. My mom is house wife. I never think this type of incident will happen but all credit goes to dad.In the eve of kalipuja dad said mom that we go to degha for vacation. Mom agreed. And said me that all of family member...
My name is Tapas, age is 26. My sister name is Tanima, age is 24. My dad’s name is Tamal, age is 56 and my mom name is Madhumita age is 46 years. We stay in Kolkata. My father is a Businessman. I completed my Master degree last 2 years and help dad to his business. My sister Tanima doing her degree course. My mom is house wife. I never think this type of incident will happen but all credit goes to dad. In the eve of kalipuja dad said mom that we go to degha for vacation. Mom agreed. And said...
IncestWife , Sister Swapping By: Sameer Hi Sameer again here! Hope you liked my previous stories. This is the new story when we were in Visakhapatnam, which is based on our true experiences that happened recently. One of my old couple friend Roy from Kolkata have ringed me and informed me that he is coming to stay with us for five days. We are very good close friends and we have already swapped with them so many times previously and you all readers read our fucking experiences with them in this page...
He saw his sister coming into his room. "Can I sleep with you?" - She looked a bit scared. "Of course, what's wrong sweetie?" - Now he was looking at her. She was wearing panties and a tight shirt - no bra. He could see her swollen,hurting nipples through it. Sonja was 18years old and not fully developed, but she had a nice body. She smiled at him with a big, happy smile and jumped in his bed. "Well, Mum is gone and I don't like sleeping alone in the dark." She turned over and said "Good night...
Incest