Roommates With Benefits Snowed In
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Sharon’s version of events that unfolded on a hot summer day. “Damn, that was good,” I say to Jayson as I light a cigarette and pass it to him. “I knew this arrangement was going to work,” Jayson replied, taking a drag. “Yeah, and everyone thought it wasn’t going to work. Little did they know about the little arrangement we have made prior to you moving in.” Kissing me, Jayson says, “I’m going to get us something cold to drink. I’ll be back.” As Jayson got us drinks, I took a drag from the...
InterracialSince the blizzard last year, I’ve kept my distance from Jayson and the chicken-head that has come home to roost. I became more focused on my photography and writing at the magazine. I had to put Jayson out of my mind regardless of his sexual prowess. I tried so hard to forget my unhappy encounter with his estranged wife in favor of bigger and better things. My self-denial paid off when I eventually landed assignments to write, photograph, and blog about fun stuff for possible syndication. At...
Sharon’s version of events that unfolded on a hot summer day. “Damn, that was good,” I say to Jayson as I light a cigarette and pass it to him. “I knew this arrangement was going to work,” Jayson replied, taking a drag. “Yeah, and everyone thought it wasn’t going to work. Little did they know about the little arrangement we have made prior to you moving in.” Kissing me, Jayson says, “I’m going to get us something cold to drink. I’ll be back.” As Jayson got us drinks, I took a drag from...
Since our first rendezvous eight months ago, Jayson and I have grown a lot closer. We found every opportunity to sneak in quickies and a few slices of afternoon delights. My career has begun to really take off at the magazine I work at. I scored a few high-profile interviews and was even featured as a cover girl, netting me a ticket into the world of being a minor celebrity in the Greater Chicago area and a book deal. Jayson’s business has grown to include a clientele of local artists and small...
Back when I was around 23 or 24 I moved in with a girl that I had known since grade four. Her name was Sheri; she was a cute little blue eyed blond girl who was probably the first crush that I ever had. From the moment we met we just seemed to gravitate toward one another. What I remember most vividly was how on class field trips the two of us would always be lagging behind the group annoying our teacher and just making each other laugh.All through elementary school and most of high school we...
CheatingI woke up in my boyfriends room, hung over and naked. His load was leaking out of me, but he was nowhere to be seen. I heard his roommates downstairs, so i put on a pair of panties and a t-shirt that was long and went downstairs. When I got down there, I saw that 4 of the 5 were downstairs in shorts, mostly without shirts. Since we were close, i didn’t even bother to hide what i was wearing, and it was obvious that they were happy with what i was wearing. I offered to make breakfast, and they...
The whole concept of Friends With Benefits can be a little controversial, depending on who you ask. There are dudes out there who claim it never works out, that there are always strings attached, no matter what she says. I’ve had my share of supposedly casual hookups that went sideways when the babes got jealous, but it doesn’t always go that way. In my experience, things tend to work out best when you’re really up front about what you want. These days, you don’t have to be looking for a...
Hookup SitesDisclaimer: All characters are over eighteen years of age. This futanari story contains questionable morals and inordinate amounts of sex that never result in chafing. If you don't know what 'futanari' means, stop right now, Google it, and then decide if you want to continue reading. Enjoy!Editing credit: Blind_JusticeCopyright © 2013 redskyes*It was almost two o'clock in the morning. I was lounging on the couch in my underwear and tee shirt, spooning Ben & Jerry's Phish Food into my mouth...
It was late in August when I officially began to look for a roommate. The end of first year university was over, and while most of the people I knew had already signed housing agreements as early as February, I left dealing with housing until the end of the summer. While I had met great friends in my dorm during first year, I didn't really desire to room with any of them for various reasons. Most of them were simply too loud and went partying every weekend, whereas I was a relatively quiet...
I felt like the luckiest man in the world after Jane took my cherry. I'd just gotten royally fucked by the woman I'd been fantasizing about for a couple years now and had probably become my best friend. Not only that, she'd liked so much we were now steadies, so I'd moved directly from monosexuality to rampant, kinky sexuality all courtesy of my voluptuous, delightfully kinky sweetheart. She came over every night and after study we jumped each other bones. Sometimes before we finished studying....
ExhibitionismDoug and Emily lolled, naked, on her futon during the half time of the football game, resting from their sexual exertions the night before, that morning, and earlier in the afternoon. His cell phone rang.“Hi, dear,” he said. A pause.“Yeah, I’m free. I’ll be right over.” He hung up the phone.“Sorry, I have to go," Doug said to Emily. "My girlfriend is back in town.” With that he got up, put on his pants, leaned over, kissed her cheek, patted her left breast, and said, “I loved it. We’ll talk...
Straight Sex"I have been fucked to exhaustion," announced Emily. She was stretched out naked on the futon in her loft apartment. Her roommates, Doug and Jason, also both naked, lay beside her."I'm still in the mood," said Doug. He was the aggressive one of the pair."I could do it again, Emily, but whatever you want is fine with me," said Jason. He was the cupcake, warm, loving, and wimpy."The two of you are too much for me," she replied."I need to come again," said Doug. He sat up on his knees. "I will...
ThreesomesI shut the laptop with slightly shaky hands. I was wet. Ridiculously so. I could feel my pussy lips smoosh against each other as I scooted back on the couch and replayed his words in my head. He always had this effect on me. It was just words on a screen, but without fail I'd find myself getting wet when he told me what he wanted to do to me. It wasn't everyone I talked to. Just him. He had a way.Most nights after I shut the computer down I'd head to bed and fall asleep after fucking myself...
HardcoreRon and Charlotte seemed like a perfect match for us. They were around our age, lived fairly nearby, and had little swinging experience. He was handsome, fit, and bald – Kathleen’s favorite traits. She was very cute, petite, and had a beautiful smile and gorgeous eyes – my favorite traits. When we exchanged messages online, they seemed intelligent, honest, and genuine. In our lengthy search for “friends with benefits,” they seemed almost seemed too good to be true.As attractive as Charlotte...
Wife LoversIntroduction: This is the first story Ive written in a while. Its 100% true apart from our names. Please leave comments below and rate the story. Thank you. This is how I got my friend with benefits&hellip,. Ive always wanted a friend with benefits, but I never thought it would be so easy to find one. Im Ryan, Im 16 years old and I live in England. My life is fairly boring, Im not hugely popular and Im a virgin. My best friend is Sam who lives down my road and is three years younger than me....
It was a lazy morning, I was sipping cola when my phone vibrated, someone had pinged me on Instagram. The notification flashed on my screen. Alex had sent me a ‘hey’, I jumped on my seat, my heartbeat pace increased. Numerous questions were popping in my head all at once, ‘why would he text me?’, ‘he might want something from me!’. ‘But what can he want?’, I push back all my thoughts and try to think of what to do next. I don’t want to text him instantly, that would show him my eagerness....
Real HookupWhen I woke up the next morning I felt relaxed from all the humming the night before while listening to my roommate get brutally fucked by what sounds like is a monster cock on her abusive, bear of a man ex boyfriend who recently broke into our house and stole stuff from her. But he was back two days after that. Fucking her with his massive cock.It was 7am and I did my usual morning routine knowing my roommate was gone to work by now. Did a little butt and ab workout with a couple 10lb weights...
Friends with Benefits By Teri Franken Chapter 1 My daughter was grown up and away at school, the dog had died and my wife was ready to do her own thing. I found myself divorced and on my own in Chicago, just my job and my "hobby" to keep me company. I was an upper level manager at an electronics company and made a nice six figure salary. As for my hobby, well let me say that I enjoy being comfortable when I am at home, and when I am dressed in women's clothing. Yes, I am a...
Hi! Dear friends, I am back with yet another adventurous story. Well for those who have not read the first two parts please find the link below Well what I had missed in the first two parts were our descriptions well I am 5.5 ft and with a nice curvy structure 38-36-38 very fair with long hair and in short a feast to hungry eyes. He is very masculine with as you all know with a long and think too easy to satisfy any female of any age and race. Coming to the story we were having our...
It was a very slow night for a Sunday at the pizza joint that I waited tables at. So slow my jerk of a boss let me go early so he wasn’t paying me for sitting there. Probably a good thing since I had 8 am class the next day and could use the extra sleep. Well, I thought I was gonna get some much needed, but my roommate had a surprise for me when I came home unannounced. As I opened the front door my eyes were treated to seeing my her on the couch with some guy I’ve never seen before. It was...
It came as a big surprise the following Friday when my girlfriend Jane and I came in late and heard some moaning from both Missy and her date when we came home the following Friday night. Missy was our roommate. She was a petite little redhead, with a cute round face, small, lovely breasts and a bottom which set a standard for female backsides everywhere. Cute as button, and hot as a firecracker Missy had a date anytime she wanted. But for all her dating she hadn't ever brought a guy home...
ExhibitionismIt was a very slow night for a Sunday at the pizza joint that I waited tables at. So slow my jerk of a boss let me go early so he wasn't paying me for sitting there. Probably a good thing since I had 8 am class the next day and could use the extra sleep. Well, I thought I was gonna get some much needed, but my roommate had a surprise for me when I came home unannounced. As I opened the front door my eyes were treated to seeing my her on the couch with some guy I've never seen before. It was...
BisexualDriving into the driveway this house looked pretty promising. The ad was about a garage apartment and the house had a three car garage so it should be pretty large. Dan parked his car, got out and headed for the front door. Knocking on the door he was glancing around taking in the nicely manicured lawn and fantastic landscaping. The door swung open and Dan was struck a little speechless. Standing before him was one of the sexiest women he had ever seen. Dark auburn hair and green eyes. ...
According to a 2012 study by Indiana University, more people are having anal sex. While the 1990s only saw roughly one-quarter to one-third of men and women having tried anal, by 2009 that percentage had jumped to 40 to 45 percent. But while that may the case, anal sex is still, as Salon reported in 2012 "Science’s Last Taboo.” We know that some people are having it, but it’s not very likely that people are willing to talk about it. Somewhere between the poop rumors and the embarrassment of...
"I hope this apartment is nice" Dan thought. He had been looking at apartments all day and had seen some real shit holes. This apartment was a little more expensive than what he had planned, but it would be worth it. He had to start work on Monday and it was already Saturday. The new job he was starting in Flagstaff hadn't given him much notice, it was a great opportunity, but it was all such a rush.Driving into the driveway this house looked pretty promising. The ad was about a garage...
“I hope this apartment is nice” Khan thought. He had been looking at apartments all day and had seen some real shit holes. This apartment was a little more expensive than what he had planned, but it would be worth it. He had to start work on Monday and it was already Saturday. The new job he was starting in Flagstaff hadn’t given him much notice, it was a great opportunity, but it was all such a rush. Driving into the driveway this house looked pretty promising. The ad was about a garage...
Teaching has great benefits that far outweigh the costs. I know that not everybody enjoys those benefits in the same way, but there is a thrill that comes when your students "get it." When that light bulb goes on over their head and you can see that what you've tried to share has been received, there is a sense of incredible happiness that floods your soul and lets you know that you have done well. Of course, there are other benefits, as well, that extend beyond the altruistic. When I...
I looked across the room at Janie. She was so beautiful and a complete contrast to me. She was the epitome of sophistication compared to my rustic look. Her blonde hair styled to perfection, and her makeup looked so natural. If I didn't see her put it on, I'd swear she wasn't wearing any. She wore a simple summer dress that accentuated her body and her ever present rainbow necklace. My brunette locks were always unruly and pulled into a ponytail. My makeup was limited to some lip gloss. I...
LesbianIn 2010, Emily Revard, age twenty-eight, received her Ph.D. in physics from a very good university in New York City. She was among the few women at the university who earned a Ph.D. in physics that year. Ten years of hard work and near-poverty came to an end -- because she also was offered and accepted a job at that same university. It was in her field of particle physics and with the salary of a grown-up. The girl from a coal-mining town in backwoods Kentucky had found success! Her...
ReluctanceChapter 1 It had been a long, hot day for Michael, he was planning on going home to his apartment, drinking a couple beers and having a nice slow jerk-off session. After stopping at the local Liquor store, he went and rented some new porno vids, but as he pulled up to his apartment he spotted his roommates car. "Damn, he must have come back early from his trip. Shit!" As he opened the door he braced himself for the argument that was about to happen since he had yet to clean the apartment...
The routine was well established. Claire operated the ‘Zero-tolerance-no-second-chance’ discipline regime, which Melanie readily accepted.Melanie was eighteen years old and had tricked her step-mum into changing grounding and time-out to an instant over-her-knee bare-bottom spanking with scolding before, during and afterwards. Melanie preferred the immediate, albeit painful, discipline to the arduous grounding which was normally up to seven days with the occasional longer period, and even a...
SpankingIt was a miracle that the memories of that second date didn’t make me fail all of my finals. School should have been the first thing on my mind, but it came at a distant second place, after Morgan, and the time we got to share together at the movie theater. Any time I wasn’t texting her, I was thinking of her. Kevin of all people reminded me that I should study for the finals, though Mother also was glad to give her two cents as well. That said, I tried to be humble but I wasn’t delusional –...
Hi, Guys and Girls, I have been a big fan of ISS for at least 3 years and this is my first sex story I’m publishing which is my real life incident which happened to me a few months back with my friend Archana at the escape cinemas in the express avenue at Chennai. So about me, I’m 21 years old guy from Chennai and I stay at Nungambakkam. I love to travel, watch movies and TV series and the best thing about me is I’m a professional state level swimmer, so I have a very good body which I’m really...
Hi friends, I am rahul I am 27 years old and this story is about my first sex experience which happened with my best friend ruchika(name changed) she was one of the best bombshells in our college, guys would used to die to talk to her, I was quite lucky to sit next to her because I was her best friend, I always had feelings for her but never shared it with her because I did not wanted to ruin my relationship with her. I was also dating a girl that time so I didn’t feel that it is appropriate to...
This is my first story in ISS but a real one, My name is Rahul and I’m from Tamil Nadu. The heroine of this story is Sindhu(name changed). Sindhu and I were close friends from college and in this story I will tell about how our 5 years of friendship suddenly turned into friends with benefits kind of relationship. I never had any sexual intention on sindhu throughout my college days. I completed my UG in a college from my hometown. I became friends with her since day 1 that’s because we use to...
Hi, I am Vijay, 23 male from Kerala. My email id is This is a true sexperience with my best friend Revathi. I write this with her permission. For our privacy Names are changed. About me, I am an average mallu boy. I don’t have a big dick (it is 15cms, i measured with a ruler). I am good looking and fair. Revathi is a little dark complexioned, but beautiful with big round eyes and have perfect shapes. This story happened four years before. I joined college after one week the classes started....
I’m reading stories on ISS since a year and thought of writing down my story also which happened 5 months back. Let me introduce myself. My name is Rahul and I’m 5’7ft with an average build and 6 inches dick which can satisfy any unsatisfied female. Mail me on My friend and I were in 2 different colleges and it was the first few days of college. I knew her from past 4 years and we were best of friends. We used to have all types of talks including sexual talks and stuff. One day while we were...
I couldn't believe my new roommate was a black guy. Not that I was racist or anything, I just never really had any black friends and never imagined that I would ever share a bedroom and bathroom with one, but here we were.I had just transferred to this school as a sophomore after doing my first year at a local community college. I came from a small town a few hours away from the college and didn't know anybody when I showed up that September. All I knew moving in was that my roommate's name was...
I came home late one night after a fight with my boyfriend, my roommate Sheila wasn't expecting me and had planned to have the apartment to herself all night. I walked in to the sound of loud sex coming from Sheila's bedroom, it wasn't uncommon for Sheila to have her boyfriend over and spend the night. I walked up the hallway the sounds getting louder as I approached her bedroom, the door was wide open. I looked in to see this Huge Black Guy pounding his Massive Cock into Sheila spread in a...
Roommates By RogerGirl "So, that's pretty much it," Marcus said after showing him around the apartment, "what do you think?" "Wow, it's great," Reggie said surprised at how much bigger, cleaner, and well furnished the apartment was compared to the other apartments he'd been visiting, "when can I move in?" "Whenever you'd like," Marcus said, "but there's something you should know about me before you make your decision." "What is it?" Reggie...
Seth wasn’t your average mid-twenties white male that spent his weekends going to clubs and juggling several women at the same time. He worked 60+ hours a week and then found time to go to college for a couple classes a semester. Seth had a game plan, a hope and desire to get his dream job of being a Cop. He had moved from New Jersey to Florida to make that game plan come true, but some were along the line had failed to make many friends his age or friends that would drag him out to clubs and...
Straight SexCopyright ©2005. All rights reserved. Caveat lector. "What are you staring at?" she asked calmly, knowing full well what he was staring at. Startled, he tore his eyes away and looked toward her face. He could feel his eyes being pulled inexorably downward again and fought the urge with every ounce of willpower he could find, but it was not enough. When she had entered his office for her interview, he thought he heard some soft talking and a giggle from outside the door. He had an important...
I was home one day and horny as always. I think I was about 19 at the time. I had moved into a new apartment and had a roomie for the first time. This was a nice place with a pool and lots of women that lived in the building. My roomie was a friend that I had worked with and he had a Mom that defined MILF. We had moved in just before summer and we got comfortable in the new digs and made fast friends with the neighbors. Little did I know that my roomies Mom came over to the apt to use the pool...
Roommates Doug and Emily were in bed together in her loft apartment. It was a rare night together. They had sex about once a week, and it was usually quick and almost violent.Doug liked to take her suddenly, unexpectedly, in the hot tub, in the kitchen, once on the front steps of their townhouse late at night. It was all over in a couple of minutes. She enjoyed it -- but she also missed the slow, casual, loving, chat-between-trysts that she had enjoyed with Jason before he reunited with his...
Group SexRoommates Doug and Emily were in bed together in her loft apartment. It was a rare night together. They had sex about once a week, and it was usually quick and almost violent.Doug liked to take her suddenly, unexpectedly, in the hot tub, in the kitchen, once on the front steps of their townhouse late at night. It was all over in a couple of minutes. She enjoyed it -- but she also missed the slow, casual, loving, chat-between-trysts that she had enjoyed with Jason before he reunited with his...
ThreesomesThe two roommates had just finished fucking their girlfriends there in the dorm room together. Now it was time to do what they'd agreed on -- switch girls and fuck another time or two. "Do you girls want to go again but switch with us?" Hal asked as he looked into Beth's eyes to see her reaction and then looked over where Larry and Susanne had just finishing have their fuck, too. "I'm still horny and I want somebody to do me good again," Susanne said without even waiting to see what...
Bikini Beach: Friends with Benefits By: Light Clark Synopsis: Andy seems like the kind of guy that has it all, rich parents, good looks, and smarts. However, in spite of all that, he leads a double life while hoping to find a special friend who might be willing to share in it. A heavy sigh slid out of my lips as I plunked down at one of the round, common area tables with my lunch tray in hand. It wasn't because of the low-quality, lukewarm meal. I wasn't picky. Nor was it...
“Sounds like someone is jealous,” someone said. “I just hope you talk about me to the other bartenders,” I joked. “I’m not sure I appreciate youse talking about another bartender in front of me. I don’t talk about my other customers in front of you.” We all laughed. “I feel like they you’re cheating on me.” I made a pouty face and jokingly stomped to the other side of the bar. “We are cheating on you,” one said. “I knew I smelled beer on your breath when you walked in,” I...
So I had been chatting with a guy online for almost a year. He was several years older than me and he was the ideal fuck buddy that I was hoping to find. I’m 5’10” weigh 175lbs, mostly smooth and I am a clean and horny bottom. I had only been with four different guys ever, two of those were long term fuck buddies. I had gotten used to having a nice cock coated with silicone lube sliding into my ass and shooting a warm load of sperm as deep as possible. My first fuck buddy was a corporate guy...
Gay MaleHi, guys, this sex story is about my colleague who used to work with me back in 2011 but then I quit that company and we lost contact with each other. Her name is Shruti, she is 28 years old. Short but huge boobs and nice ass. So last year I found her on Facebook and sent her a request. I found out that she has been married to a guy and it’s been a year that she’s married. She used to be so basic chic back in 2011, with oil in her hair and not at all sexy but when I looked at her pictures...
My wife had moved into a new job which required her to travel a fair bit, about 1-2 weeks out of town a month. We’d been married for 3 years and didnt have any kids yet. Thus such a travel heavy job was easy to manage. Usually her travel schedule would require her to visit her company’s Chennai and Bangalore offices and would either require her to spend a week at each office one after the other, or spend a week at either of the office. We had a good support system of maids (Melissa, the cook...
I met Sheryl about 10 years ago, when she married my older cousin Dan. I was impressed, because she was very attractive and seemed very together. It was surprising, because while Dan was a fine looking guy, he was pretty much a loser. This was her 2nd marriage. Sheryl was in her late 30's, had a pretty face and long dark blonde hair. The day I met her, she was wearing a red tank top which showed off her fit arms and shoulders. She wore tight black cotton pants which showed off her nice tight...
BDSMFriends with benefitsChapter oneThis really sucked. I just spent three hours in that stupid bar, trying to find someone for a nice one-night-stand. And nothing – not one person I would even remotely consider. In three hours! How could that be? This wouldn’t do. It was four weeks almost to the day that I broke it off with Mira. And since then my love- and even worse my sex life had been non-existing. This had to end right now or I would die of blue balls within the day. So I drove the car down...
This is a particular event I wanted to explain thoroughly. Even though I have written many stories in ISS platform this ,I have given my best effort for it. So let me introduce myself I am Hari and this story I intend to release as many parts. Basically I am a mallu and girls and ladies who are interested in chatting with me or even want to take it to the next level can contact me in the mail id and I will be always online in hangouts to chat. I assure you that our personal details will be...
Friends with benefits.Well this saying has a lot of connotations and it depends on how best it fits your relationship with your friends. Anyway, for purposes for this forum, mine was somewhat a friend in need is a friend in deed. I met my friend with benefits in Uni, we were pretty close in that I respected her enough for me to call her a sister, where we were so open with each other but I definitely never had any feelings for her. My family thought it was unnatiral for a female friend could...
If you were wondering I am 5’10”, brown hair, blue eyes and I have a fairly muscular build. I wouldn’t say I’m the most attractive guy around but I’m not far off. Well in my opinion anyway. About 3 years ago the house next door to me was sold to one of my mother’s friends. She had a daughter who was two years younger than me called Jess. She was gorgeous. She has long, straight, hazel hair that falls below her shoulders and rests on her breasts. She had green eyes, a slightly freckled face...
Miss Jones left the headmaster's office with a pussy oozing cum into her panties and the salty taste of Sir's sperm in her mouth. She was his Senior Mistress, eager to learn what benefits accrued from her new responsibilities. First she had to shower and wash so her husband could not smell her reeking of sex. To him, she was just a wife grateful for the meagre boring sex he gave her once a week if she was lucky. Never saying no, always making him cum, never complaining about being...
SeductionI didn’t like my new job. I can’t say I hated it, but stocking grocery shelves at 5AM was not the lateral career move I had hoped for when I was terminated by corporate America. It had its perks after all. It was close to home and the hour commute became a 20 minute walk and it was nice to wear shorts all day. I was making money and the job had health care benefits, so I was OK with it.I soon came to realize that the walk had lots of benefits too. The walk took me by a small house with a...