Pounding my girlfriend s ass on the roof Anal Sex Stories
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Why was my best friend telling me this? God, why couldn't he keep his mouth shut?I sat back against the hood of his car and sipped on a beer. On Javier's front lawn was a grill and flames were shooting up from the charcoal we'd just lit. We were both nineteen. I don't remember how the topic got started, but the sentence I've committed to memory was:"She really wants me to fuck her in the ass. Last night was like the hundredth time she'd asked me. She's been bugging me a lot about it lately."...
"I don't know about this honey. I mean I know you have always been keen on anal sex.""And I know you think Faith is sexy, but do you really think she would be up for a threesome with us? I mean just cos you have always perved over her body and particularly her tight muscular ass. And I know I told you, in confidence, about my suspicions that there might be a kinky side to her.""But do you really want me to call her and ask if she would be up for anal fuck with you, and tell her that you want me...
* All characters in this story are 16+ and all actions are consensual * It was probably an understatement to say that I was very pleased with myself following the deep ass-plowing that I had subjected Lilly to a few days earlier. In fact I couldn't help but feel proud that Lilly's first ass fuck had clearly impacted her, after seeing her walk down the street yesterday in a way that suggested her tiny hole was a little raw from the experience.So with the very fresh memory of having my full 8...
AnalTwo months before my marriage to my wife my best friend fucked her ass. My wife one night while drunk told me the story of her and Donny having sex 15 years ago .She told me this story while we were talking about things we regretted doing in our lives. She said well, I have a story for you. But I don't regret it. Why, how was the sex we had on our honeymoon? It was awesome. Why? Did I promise you anal sex on the honeymoon? Yes and we had anal every night and not since. Why is that I asked?...
“I don’t know how you felt while my butt was getting explored, but being nude before 2 people is an odd experience which you wouldn’t understand unless you experience it,” said my friend Rakhi. “Are you suggesting I should get naked in front of you guys while you have sex?” I blushed. I could see Kunal’s eyes brighten up like light bulbs. “Yes. I know I am asking for too much here from you but if you have to be around us with clothes on while we have sex, I would feel extremely uncomfortable,”...
My best friend from the group was a girl named Eva. She’s two years older than me and we met when we were little. She’s always been a beautiful girl; purely Irish with blonde hair and a thicker, but not fat, build. She was also always the troublemaker of the group – the first to come up with a stupid idea like borrowing her mom’s car without a license, wandering off around town without telling our parents, and doing all sorts of things that got me in trouble. As we grew older and entered high...
Hi friends! My name is Divine and I’m here with another story and I hope you will like this one. This happened last week. I’m in last year of my graduation and fortunately, I have a girlfriend since second year. So, coming to the story. The name of the girl in this story is Vaishnavi. She is my girlfriend’s bestfriend and they are like sisters. One day, my girlfriend and I were casually talking and I asked my her to have sex with me. But she said I won’t do it till marriage. I tried to convince...
Hi ISS readers, main apne sath recently (28th August) hua incident ko share kar raha hu. Mera naam Amanjeet hai, aur main Punjab ka rehne wala hu. Meri height 5’9″ hai, aur mujhe guitar ka bahut shaunk hai. Ab zyada time waste naa karte hue story pe aate hai. Mere aur meri girlfriend ke beech kaafi time se koi baat nahi ho rahi thi. Mujhe mutual friends se pata chala, ki wo trip plan kar rahi thi Manali ka. To maine bina kuch soche bags pack kiye, aur nikal gaya Manali usko milne. Story ke 4...
I had been dating my girlfriend for a decade. We met when I was 40 and she was 55. A notable age difference but we had had an instant attraction at first glance. She was a well-kept woman of Hispanic descent with a gorgeous face with full, plush lips, still pert, uplifting tits and an ass that you could bounce a quarter off of. On our very first date I had sodomized her tight, well-oiled asshole for hours thanks to a little blue pill. I have been gaping that elastic hole daily to the size of a...
Janice, my girlfriend was arriving today and I had made some preparations. I missed her a lot while she was away on a work trip for 10 months. I was also missing the sex, quite obviously and often found myself thinking of our neighbor. I also had a craze for threesome anal and soon it was going to happen. Brad was a lean and fit gym instructor, whom I often ogled at discreetly. And today, he was standing at my door, asking to wait as the handyman repaired his leaking roof. I don’t remember how...
AnalHave you ever experienced something once and then got into it so badly that you are crazy for it? It is an experience many of us have when we first have sex. But for my girlfriend, it was after she had anal penetration the first time. She is the conservative type- a very shy and delicate girl. I love her madly but her reservations and stereotypes about sex often created a breach between us. I wanted to explore anal sex and BDSM for a long time but she was just not into it. Finally, I managed to...
AnalAs some of you might know I had been taught how to do anal when I was very young, being taught by an elderly neighbour. What she didn't teach me though was that it is very much a two way affair. About four years after my sex education I had a regular girl friend. She was beautiful with double d cup breasts and legs she could have modelled. Actually, when I first met her I was so surprised that she wanted me because she was so beautiful. 5 foot 6, slim, long legs, breasts that a blind man could...
My name is Amy. My bestfriend, who also happens to be my new recent ‘fuck buddy’, is Joey. We have known each other since the 7 th grade. All through high school we were quite flirtatious with each other, but never once acted upon it. Until now. I’m 18, and he just recently turned 19. On his birthday he asked me to go to the beach with him. So I made sure I had a nice clean shaven pussy, and then I put on the sexiest bikini I own. It’s skanky, and hot pink, and it’s thin enough that when my...
My name is Amy. My bestfriend, who also happens to be my new recent ‘fuck buddy’, is Joey. We have known each other since the 7 th grade. All through high school we were quite flirtatious with each other, but never once acted upon it. Until now.I’m 18, and he just recently turned 19. On his birthday he asked me to go to the beach with him. So I made sure I had a nice clean shaven pussy, and then I put on the sexiest bikini I own. It’s skanky, and hot pink, and it's thin enough that when my...
Straight SexIntroduction: This is a true incident that happened with me when I was 19. It was the first time I cheated on my boyfriend, the first time I had anal sex and that too with a stranger. This is a true incident that happened with me when I was 19. It was the first time I cheated on my boyfriend, the first time I had anal sex and that too with a stranger. So here it goes&hellip, One night I was at a dance club with my boyfriend and some of our friends. I was a little drunk and my boyfriend isnt...
This is the story of when i fucked my girlfriends insanely hot younger sister up the arse.My name is brad 28 6.3 and built. My gf Alison is 23 blonde small tits but nice body. The girl loves to fuck and anal but recently not so much where i have a 9inch cock and it hurts her. When i saw her sister Rachael who is 18 i fell into a state of lust for her. Hotter in everyway! Her tits are massive probs a GG and she aint affraid to show them off. Her legs are so natuarally toned and she knows it....
Wassup ISS readers this is Arthur here.This is my first story on ISS and its also a real one so please bear with me if the story is not up to your mark. I currently shifted to Mumbai now cause I went there for my basketball competition.I am tall 6 2′ in height and fair skinned. We are rich as my father works as an engineer in NASA and mother as a cardiologist. In high school girls used to look at me, all the make of them even came proposed me but I rejected them all cause I was very shy back...
I woke up as usual on a Saturday morning and expected to see my boring 45 year old wife lying next to me. Instead, I looked over and realized how lucky I was. I glanced over and there was my beautiful naked Irish exchange student twenty year old Kathleen next to me with her long red hair covering the pillow and gently brushing up against her bare breasts. Then it all came back to me. Last night I was lying flat on my bed, Kathleen straddled me as she furiously rode my cock. Out of the morning...
When my wife Anne and I met she was 28 years old, and was just divorcing her first husband Keith. I had just returned from the U.S. where I had lived for two and a half years. In that time I dated four women, Anne had split with her husband six months ago when she found he had been unfaithful with a mutual friend. Anne had been with Keith since she was 19 and had only been with two other men besides Keith at the time. Anne and Keith lived downstairs from me for 3 years in the UK. I worked away...
EroticThis story was written as an assignment for my former Mentor, a wonderful Dom in Florida named Jack. i met Him online when i began exploring BDSM 5 years ago, before I met Master Falcon. Jack would give me writing assignments with specific topics as a way to help me learn about various aspects of BDSM. He would critique my writing as a way to help me learn from what i had written. This story was written to help me explore anal sex....
Varun was my boyfriend and we were in a relationship past the three years. Although, lately we were doing a lot of long distance as he had to travel for work. Soon, it was going to be his birthday and I wanted to plan something special for him. Also, I did not want to spend it away from him. That’s when I had anal sex for the first time. Thus, I thought of planning a surprise for him. I casually asked him his schedule and decided to visit him. I planned everything and even packed a lacy...
AnalJuly, 1984, Stockholm, Sweden Sitting at the gate at Arlanda airport, I thought back over the final six days of my trip to Sweden. They had been filled with sightseeing, talking, and dinners, both in the apartment and out, with Karin’s parents. And of course, making love. I did, finally, on the last evening, take a trip, alone, to see Birgit. I put flowers on her grave and knelt there, imploring her for answers to the difficult questions that were swirling around my head. She, like the...
Jace and I had been dating for some time and had even indulged in sex. However, when it came to anal sex I was a virgin. As Jason likes to call it “this ass is mineâ€. Truly it probably is, as he is the only one who has been there. It began as we sat for a movie which led to a bit of touching. We were wrapped up in the couch when his hand found my bare breasts under the shirt. He began playing with it as the movie went on. Soon I turned to him and put my lips on his. We kissed with tongues and...
AnalAugust, 1983, Chicago, Illinois Friday went by quickly at school, and we were starting to get into the routine again. I talked to Julia and Stephie at lunch about dinner that evening, and Julia said that she’d take care of it. I had all the ingredients and a recipe, so she was totally comfortable. I hadn’t quite figured out the logistics with cooking dinner for Anala, though I had put up a note saying I needed the ‘Indian’ room that evening. In the end, I figured that Anala and I could do a...
January-February, 1984, Chicago, Illinois I mailed the letter from the Lisle Post Office on Tuesday during my lunch break. I had no idea what Karin’s response would be, or how that would affect her visit. All I could do now was wait. I was also waiting for Friday, and dreading talking to Anala about the situation with Joyce. I was waiting, nervously, for my lunch date with Becky. And I was waiting for a call from Connie. All of those things weighed heavily on my mind at work and in class...
I’ve known her for 3 or 4 years, we went to highschool together and I was always very attracted to her. She’s not overtly sexual, always dressing in jeans and modest tops, but quite flirty and is a very intelligent girl, doing voluntary work at school ect. Though I wouldn’t call myself shy, I am not very forward when things come to sex so I never managed to have more than coffee with her. That was to change, though... One day I was visiting her at her flat and, while she was busy doing...
At first she was shy and just lost her virginity in college. I was the older married man. She was dating her boyfriend who popped her cherry. I was "technically" separated and was about to go through my second divorce. She was the 24 year old - "girl next door". I knew I loved her from the first day we met. I never imagined that she would be interested in this 30 year old - two time loser. At first we dated casually and visited parks and museums. We went to dinner and a movie. Dirty Dancing....
I have gone through many dirty adventures. So I decided to pen down a few of them. I have had all types of sexual experience to date, including lesbian fantasy. But first, let me describe myself! My name is Anupriya. Mostly everyone calls me Anu. I am 5 feet 3 inches with figures 34-26-34. I am quite slim and short. My breasts are not big, but my assets are exceedingly cute! Now let me tell you a little about my background. Both my parents passed away when I was very young. I was brought up by...
LesbianMy movements woke Lyn, she kissed me stroking my cock as she did, I told her I needed to pee, her eyes lit up, saying shall we get naughty, I knew what she had in mind, as we have played with water sports before. We snuck into our bathroom, Lyn still sticky with cum from last night looked great, as we kissed and played, my fingers slipping into her warm pussy, she didn't take long to begin to orgasm, still on a high from last night, as she did, I slipped my cock up her ass, then let my...
Hi everyone, I am Raj, age 19, from Mumbai. Young guys indeed have fantasies about mature moms, bhabhis, and aunties. I, too, had such fantasies. But I have to accept that my mom was also one of a good-looking milf. She was 44 years old with a nice figure because of her workout in the gym. Her figure was 36-28-36. Her name is Sonia, and she has been married for the past 20 years. My parents are quite modern and broad-minded, and such was my upbringing. My mom used to wear single-piece dresses,...
Manali bohut cute ladki hai,sab uspe fida the.Wo bohut slim aur sexy bhi hai,par wo bohut conservative thi.usne mere sath bhi kabhi sex,yeha tak kiss bhi nahin kiya.Mai usse bohut pyar karta tha,mai bhi bohut conservative tha.mai kabhi usko kisi or ke sath sex karwane ki baat kabhi sapno mein bhi soch nehin sak ta tha.yeh tak usse sex karne ki khayal kabhi mere demag mein aaya nehin.Humare bech kabhi sex ko leke baat tak bhi nahin hoti thi.Par ekdin jab mai cricket practice se ghar wapas aa...
I've always enjoyed ‘first time’ stories, so I thought for my first story I would tell one about one of my best first time experiences.This isn't my first anal experience though… that happened long before (and I may tell that story someday too if this gets a good response from people). I had tried other anal toys before this, some of them were my own creation, but they were all fairly thin and small mainly just to get to my prostate for direct stimulation and that was it. This short story is...
April, 1984, Chicago Illinois “Who goes first?” I asked. “I believe I should,” Anala said. “I have the more important issue, really.” “I agree. Becky is not as nearly important as Stephanie. Go ahead.” “I wondered, for several months, what you were hiding from me. I had all manner of speculation as to what it could be. A criminal past. Some terrible thing you might have done to a girl. Some other dark part of your past. Never would I have guessed it was a sexual relationship with your...
August, 1984, Chicago, Illinois Anala had pushed me hard to decide what I wanted from Penny. The thing was, no matter what I wanted, the fact that she was only fifteen presented what appeared to be insurmountable problems. In theory she could marry at sixteen with parental permission, but how did a twenty-one year old man approach the parents of a fifteen-year old and ask to marry her without potentially disastrous results? And even if I overcame that problem, was Penny really in a position...
BeginningsI suppose I've always been a bit obsessive compulsive, even from an early age. From as far back as I remember when I developed an interest in something it consumed me. These interests included gymnastics, playing the piano, and various other activities. I would go through periods when I would spend hours each day practicing piano or gymnastics. I also had a very intense interest in my bum from a very early age. I always loved the shape of my ass and how it felt (gymnastics helped a...
I know videos play a huge part in your fap sessions, but I have also been here long enough to know that sometimes you just want to chill and look at hot images. It could be the nostalgia of older days or something else altogether, but it doesn’t really matter. The thing is, you will need a good source of porn pictures sometimes.PornPics has been a reliable source of sexy porn images for years now, but their anal galleries are particularly delightful. In their anal section, you will find a wide...
Anal Porn SitesA few years back, I made friends with a bloke who used the same snooker club as me. We got talking one day, about different things and it came out about my photography and that I dabbled in most aspects. He said that his girlfriend was a bit of an exhibitionist, liked to be photographed and wanted to try out a lot of things. I said I'd meet up with her, check out the situation (sometimes, I have to say, blokes are more convinced than their partners that the poor women want to be photographed...
Hello ISS readers, this is Saroj Sharma again from Rajasthan. I got so many inspiring, good comments on my previous real story “My suhagrat”, that I am submitting this real story of my first Anal (Ass) Fucking. For new readers of ISS, who did not read my previous story I want to tell them that I am recently married Post Graduate girl of 25 doing Govt service. My height is 5ft 6inches and vital statistics as 36-26-36. I have sexy features and always wear sex provoking dresses in home. My husband...
This story is 100% true and happened Sunday night. As you read the story you will learn of SWW's (stands for her screen name) desire to fulfill her destiny by becoming a true anal whoreslut. You will read how I accepted the responsibility of being her master and to help her fulfill her destiny. We are one and the same in terms of our passion for all things anal. She wanted me to write this story and to announce to everyone her favorite part in our chat where I said: "Hey fellas, just so...
Reddit FunWithFriends, aka r/FunWithFriends! Is there any sex that’s better than with friends? I’m not talking about the weird sex that ends friendships because the bitch couldn’t compartmentalize and, ‘accept what this was.’ I’m referring to the kind of sex where friends want nothing more than to fuck one another’s brains out, clean up, then go out and grab a beer before going home, taking a giant whiskey dump, then going to sleep. The kind of friend sex where everyone fucks because they want...
Reddit NSFW ListChapter Twelve: Earning that A with Anal By mypenname3000 Commissioned by n1one Copyright 2021 It was time to get back at those smart bitches, too. Clara was eager for that. She remembered how that bitch who was going for valedictorian had rubbed her brains in Clara's face before she had dropped out of school. “It's so easy. Even a hamster can get it,” Rebecca Goldstein had said. “Why not you?” “Let's see what the deep fakes and rumor mills make with this,” muttered Clara. Her life...
And also my only anal. We were (and still are friends) and there had always been some sexual tension. MSNs started to get dirty, he told me that he liked to be in charge in bed and I told him that I was absolutely the opposite and for the first time since we'd known one another, we were both single. We lived in different parts of the country. One thing led to another and I had found myself on a train and we spent the weekend fucking. Bliss. Fucking and friendship. We knew nothing more should...
AnalJanuary, 1984, Chicago, Illinois “OK, now that we’ve made love, talk to me more about Becky,” I said to Anala. “What I was trying to tell you was that denying your feelings, and refusing to address the issue with the girls closest to you, is not healthy. Is there anyone else that you are literally afraid of being with? And forget your mom for the moment.” “Nobody that I can think of, excluding my mom. I’m not sure that I’m afraid, but I’ll concede that for the sake of the...
May, 1984, Chicago, Illinois Bethany and I said our goodbyes and I walked her out to her car. We kissed before she got into her car, and after she drove off, and I went back inside. My housemates were filtering out, along with my friends, and the house would soon be empty. I let Kara and Jackie know that I was going to pick up Anala. They disappeared together, and I headed out to my car to drive to Bridgeport. Other than a brief greeting, and a question about her final project, Anala and I...
LiveJasmin has been at the forefront of the live streaming smut business since the beginning of time, or so I’m told. They’re a reputable company, and they pride themselves on being classy and dignified. They’ve got a certain air of decency and elegance, and I like that about them. I can respect that. There’s nothing wrong with trying to be tasteful with your smut. I can appreciate a classy lady just as much as I can appreciate a total cumslut. That being said, I think LiveJasmin’s Anal section...
Live Anal Sex CamsNote: Being from an opened minded family. me and my older sister spent many hours, talking about our fantasies and sexual adventures. So here one from my sister!Looking back I guess I was very sexually reserved as a young person. But by 18 I was beginning to feel more relaxed about have sexual desires and fantasies. I didn't start masturbating until I was 19 but it soon became a very regular thing. I would often think about touching myself during the day and I thought I was terribly sexually...
What’s better than hot anal porn videos? That’s right, hot anal live streams are. Not to hate on regular porn videos, but live content will always be better because of the added intimacy – you can tip the girls, chat with them, buy them gifts, and even pay them to act out your anal fantasies. Well, if you enjoy this kind of content as much as I do, I recommend that you check out Flirt4Free.com/Anal.Flirt4Free is a fantastic and popular cam website in general, but their anal section is even...
Live Anal Sex CamsMay, 1984, Chicago, Illinois I didn’t return Becky’s call; I called Jackie instead. I told her about what had happened with the phone message. “Let me get this straight. You didn’t make love with Penny, but you realized she’s the antidote to Becky?” “Yes. I thought about Penny so much, and was so focused on her, that Becky didn’t even cross my mind, and when I heard Becky’s phone message, I was annoyed, not because I’d missed lunch with her, but because I simply didn’t want anything to do...
On occasions, things transpire when least expected, many of these moments are the most remarkable. This late summer night became to be one of those incredible adventures. It started as a tranquil evening at home, just my wife and I enjoying the fall evening outdoors. We were relaxing in our backyard around our fire pit as nightfall descended. Our outdoor lighting was on along with our music. We both had drinks with no plans to do anything but relax. My wife was dressed in her jeans along with a...
Dear Readers,This is a story that I immensely enjoyed writting. It has a bit of everything in it except quickies. I hope that you all enjoy it. Comments are appreciated!~Cum_ShooterChapter 1I loved masturbating. My problem was that I loved it more than having sex and it was getting frustrating. I didn't want it to be that way but I couldn't seem to help it. I figured that it was just something wrong with me. One of my problems was that I was always dissatisfied after sex. Two minutes after my...
April, 1984, Chicago, Illinois On Saturday morning, after a night of passion which had lasted until after 3:00am, Anala and I slept in. I’d called Sensei Jim earlier in the week to let him know that I was going to stop attending for a time. He’d pressed me hard not to stop, but I simply didn’t have the time, at least until the end of the semester. I’d promised to reevaluate the situation at the end of the summer, but I knew what the conclusion would most likely be. Because we slept late, I...
April, 1984, Chicago, Illinois My plans to get my schoolwork out of the way for Joyce’s visit hit a roadblock when I arrived home on Monday. I had a message on my answering machine from the union electrician. His brief message said that there were some changes and additions they wanted, and he asked me to call right away. I sighed and dialed the number he’d left. We spent twenty minutes discussing the changes, and I made copious notes. I looked at my calendar, checked my syllabi, and told...
Anal has been a huge part of the content we consume on premium and tube sites every day. The genre is prevalent, and everybody loves seeing a babe taking cock up her ass. But do you know what’s better than recorded anal scenes? You guessed it right, anal live streams are. For the better part of the decade, I have been providing folks with the best sources of smut for their various kinky fap sessions. I have searched far and wide for all kinds of fetish content, so you can trust me when I say I...
Live Anal Sex CamsI had tried other anal toys before this, some of them were my own creation, but they were all fairly thin and small mainly just to get to my prostate for direct stimulation and that was it. This short story is about my first time with a thick plug and also the first time that my girl was involved. So I’ll start from the beginning… I'm sure you've all had this experience… walking through a sex shop with your partner, looking and giggling at all the toys and products. Well my girlfriend Jenn...
By : Kalsoom Hi readers, this is Kalsoom again with many thanks to the readers for their richly response to my previous stories. Those who want to read the previous ones, may contact me at this story is to narrate my further experiences with Ahsan whom I kept meeting at Sameena’s house. In the beginning I feared about the pregnancy but Sameena and Ahsan were experts in this field so they kept providing me contraceptives and I was safe from any kind of fear. But this use of contraceptives and...
Hi guys, I have never written here before, but I would like to use this as a diary entry. This is the story of how I had my first anal experience this week.It was a normal Sunday afternoon, I was in bed with my girlfriend and we watched a series. When we kissed, I slowly took her shirt off. She has a great figure, is slim, nice breasts (B-Cup) and has blonde hair and a beautiful face. First I kissed her breasts, then her belly and in the meantime I took off her pants. I moved my tongue further...
My sex diary-The anal-slut chroniclesJan 1st 2009 This is my own story, written in my own words with absolute honesty, without bending the truth or any other bullshit designed to simply grab peoples attention in order to get them to read this, because to put it simply… I couldn’t give a fuck who read’s it. This is simply my transition from a heterosexual 25 year old lad, into a bi-sexual, submissive, anal-loving whore, starting today, with twelve months worth of entries (or so I...
This is my follow up piece on how to receive anal sex. In this segment, I want to share more logistical ideas, tips, and experiences in receiving anal sex that can help the reader learn about potential unknown facts that I may not have shared in my first writing. As I try to think back on my sexual experiences, I have estimated to have had sex with probably 30-35 women, I have blown over 100 guys, and taken as many as 50-60 dicks in my ass. I have lots of experience and want to help you if you...