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3,454 stories · Page 45

Accidental anal with my wife- the slippery shock that unleashed our deepest desires

I have read some post about anal sex, so thought of sharing how it started with my wife. I edit this incident using Ai to make it more polished. My wife and I have been married for 11 years in an arranged setup. Our sex life has always been active and satisfying we do easily 3–4 times a week, sometimes more. She’s stunning: 5’7” tall, with long, silky dark brown hair that cascades down her back. Her skin is very fair with the softest pink undertone, the kind that flushes beautifully when she’s aroused. She has a deliciously curvy body — full, heavy breasts that sway hypnotically when we fuck, a soft proportionate tummy that I love gripping, thick juicy thighs that feel incredible wrapped around me, and a perfectly round, plump ass that’s impossible to ignore. Before this night, anal had literally never come up. Not once. No hints, no jokes, no shared porn featuring it. It just wasn’t on our radar. We’ve always loved using plenty of lube for regular sex — the slick, slippery glide

I accidentally sent my girlfriend's mom a photo of my dick.

My girlfriend, Cindy, was away visiting relatives for two weeks, and I knew she missed me terribly. We'd been texting a lot, so one evening after my shower, I decided to surprise her. I was still hard, my dick was still hard, so I took a couple of really good close-up shots and sent one to her with the caption, Miss you, baby. This is all yours. Feeling pretty happy, I tossed my phone aside and launched a video game to while away the time until she was ecstatic in the best possible way. About ten minutes later, my phone vibrated. I grabbed it, expecting a flood of lustful messages from Cindy... but these were from her mom, Linda. "Wow... was that meant for me?" And right underneath it, a screenshot of my dick photo. It turned out their names were listed next to each other in my contacts: "Cindy" and "Cindy's Mom (Linda)." I sent this to the wrong chat. My stomach twisted. My face burned. Total panic. I imagined this hot 45-year-old MILF (who I always sneak a peek at when I'm over)

Cumming inside a college student (19F) and my wife (45F) in the same day

Due to my job I've been living in a different city than my wife for the past six months. It's a college-dense area and I'm taking advantage of the opportunity to fuck as many young women as possible. But family is family and of course I made plans to come home for the holidays... On the morning of my flight home, I wake up to a 19-year old public health major (hereafter known as PH) licking my cock and looking into my eyes. I glance at my phone thinking I've overslept and realize with relief I have another before I need to get out of bed. So I grip PH's head by her disheveled blonde hair and start pumping her face up and down on my cock. She makes a happy, sloppy, gurgling sound. (Our sexual dynamic had been established the night before: she enjoys being used.) I pick up the pace, she relaxes her throat, basically in fucktoy mode. This continues for a bit until I pull her head off my cock and cum on her face. She's grinning. She's a happy little camper. She snuggles up for a bit, a

Separation 40 sister in law

Separation [f]40 sister in law After my sister in laws Birthday things had gotten weird between her and Arnie. They were arguing a lot and they ended up getting separated a few months back. Melinda was heartbroken and pissed off everytime we came over. Maintenance work was also continued being done by me. A couple of weeks ago I had a some training being done in town for a week and I was driving back and forth an hour away where I lived and the city where she lives. After 2 days my wife asked why I didn't just stay with Melinda so I wouldn't have to drive back so late since we were working and training 12 hr shifts. Melinda told me I was welcome to stay. The 3rd day I brought my bags with me and left home at 5am and went to the plant where I was to work at. After I got off I got to her house at 630pm and went knocked on the door to her house. Melinda answered wearing some short shorts and a tshirt I had never seen her wear around me before. Her bra also seemed to be pad-less due

Sex Ed Homeschool

For all of our lives, my sister and I were homeschooled by our mom. We live in a rural area, just me, my mom, and my twin sister Julia. My name's Robert. Not Robert California, not Robert New York, just Robert. Mom and Dad got divorced so long ago that I can't even remember when it happened, and Dad had gradually faded from our lives. Our parents had split their seemingly vast fortune, which left our mom with more than enough resources to spend the majority of her time being our teacher. She was really into it; she developed lesson plans, decorated the classroom for holidays, gave reading assignments, the whole shebang. She had even found a couple of those combination chair-desks, complete with the little metal basket under the chair. It's not that there wasn't a public school system that we could have attended, but Mom had gone there when she had grown up, and she didn't want to send us there. "I don't want you guys to go through what I went through at the schools around here. It'

Mother in law surprise.

Last year my wife decided she wanted several of us to go to the mountains and stay in a cabin for a few days. She planned everything and the final head count was the two of us, our teenage children, my mother in law and my wife’s best friend. My father in law did not care for traveling much so he opted to stay in town and dog sit. We made the three and a half hour trip with no problems. We did take two vehicles so that we had plenty of room for seating and luggage. We arrive at the cabin and get everything unpacked so that we can go to dinner. At dinner all the adults with the exception of my wife had a couple of drinks and were feeling good and relaxed. After returning to the cabin everyone seemed to head off to their beds for the night so I slipped my swim shorts on and headed downstairs to their beds the hot tub with another drink. I got tin the hot tub and after a couple of minutes the door opens and my mother in law comes out wrapped in a towel. She told me she heard the jet

How I leaked photos of my girlfriend

I've been dating a girl for two years now, we live together, and I've started getting turned on by the idea of cuckolding, like having someone fuck her, preferably hard. But she's pretty shy; I'm only her third boyfriend. It's just that during sex, I imagine someone just fucking her or about to fuck her right after me. It really turns me on. One day, I was staring at my phone, and she was taking a bath and called me over to get her a book. I walked into the bathroom with her book and phone in my hands and I really wanted to take a picture of her. I turned on the camera, wanting to take a picture, but she noticed, quickly covered her face with her hands and asked what I was doing. I managed to take one photo and replied, "Just a photo." She was surprised, asking, "Why do you need a naked photo of me, etc." We chatted for a bit, and she realized it was just a photo, let me take a normal photo of her in the bathroom, even posed for a little, and it

Going to a conference after fucking a colleague

We never spoke about it after, and I found out later that she was still with her boyfriend. I haven’t seen her since that project since we worked in different teams. However a couple of weeks ago we got back in touch since work had organised for us to go to a conference together to present the outcome of our project, so we met up to talk about our presentation. I secretly hoped that she’d bring up our hookup since I’d been thinking about her a lot after finding out we’d be working together again, but she was strictly professional and went on as if nothing had ever happened. About a week later we were headed to the conference. I tried not to think about that night since I figured that nothing else was going to happen with her and didn’t want things to be weird between us. We sat next to each other on the plane. We spoke a bit about our presentation for most of the flight, but towards the end she leaned in and whispered something in my ear. “Do you want to know what happened after y

I (45F) woke up naked in a hotel 20min from my house…

But it isn’t what you think. But it IS slutty :) All our kids are adults and came home this week. They overran our house and had friends over etc. I looked at my husband around lunch yesterday and said “I really need my ass fucked tonight and I don’t think that’s going to be possible now”. He thought for a second and said “pack our shit, let’s go downtown”. So off we went… Downtown early in the week is the right time. Very few people down here on a Monday, especially on a holiday week…we had our way with easy dinner reservations, walking into mostly empty bars. It’s wonderful. I wore really tight jeans (I have super strong legs) and red 4” heels with a blouse that had all my cleavage out. I had to use adhesive to keep my nipples from showing. My veins showed all night. My sexual energy was really high and the men watching knew it. My skinned was oiled and glowing… I’m lying here now with a sore throat…he fucked my throat like it was my pussy…my asshole is not only sore (the go

My sister's friend saw me in the shower.

So this happened a few winters back during the holiday season. I was back in my home city visiting family for the holidays, along with my sister. We both have moved away to different cities, so we like to get together with old friends when we are back. One night, I had gotten back from a late gym session when my sister had a group of her friends over for some pre drinks before they went out. I said hello to everyone, and I could tell that they were already a few drinks in and having a good time. I didn't think much of it, and went to have a shower. I'm doing my think in the shower when I hear a knock on the bathroom door, and a voice that sounded like my sisters friend Samantha. "Hey, can I come in? I really have to pee, and I promise I won't look." There were other bathrooms in the house, but she said they were occupied. I agreed to let her in so that she could do her business. However, I was feeling a little cheeky. The shower was a walk in with a glass partition, so you could

Anal without her permission

Sophie was a girl I was fucking for a while at university as a friend with benefits. Before the night this happened, I’d never fucked her in the ass. We’d never even talked about it. She was very clearly in the mood for fun when she came around that evening. We barely even said two words to each other before Sophie was pressed up against me, kissing me with her tongue in my mouth, making horny little gasping noises. Sophie was French, with dark blonde hair, fantastic cheekbones, and big blue eyes. She was slender, with small, perky tits but with a surprisingly round, full, thick ass. She was wearing a summer dress that night with a floaty skirt. I pretty much went straight up it. As she rubbed at my cock through my jeans, I cupped her pussy through her underwear. I felt how wet she was already. I got another hand up the back of her dress to grip her ass. As I slid between her cheeks, I mashed her knickers into her sopping cunt from the front and the back. We’d been fooling around f

The Friendly Neighbor Lady

I'm an older guy, married and the marriage is nice but not "romantic" anymore. About five years ago J (m) and S(f) moved in next door. They are really nice and S is a thin long legged brunette with tiny tits - but what she lacks there is made up with a fun flirty personality. Its not above her to stand closer than normal and brush up against me when my wife is not around. J doesn't mind it and seems to enjoy knowing his wife is openly flirting with an older man. On occasion I have caught a fleeting glimpse of what I think was her naked in her backyard but I could not be sure of that. I'm pretty sure that she also "accidently" left her bedroom blind open one day while she was naked in there. Yes I liked it and I stroked over that sight for a week. One afternoon J and S both drop over. My wife is out of town for a week and isn't due back for five days, and they thought it would be nice if I joined them for a BBQ. What the hell why not? He's a pretty cool guy and S is friendly and nice

Neighbors flirty daughter

Kelly my daughter had a friend up the block, Leslie. They graduated and were partying every night last summer. Leslie slept with Kelly when she was too drunk to walk home. Not sure but they may have experimented. All good. Youth. A few times late at night I’d pass Leslie in the hall as she was going to pee and she was always naked. Tall, skinny girl with nice tits. Not shy and I think she was attracted to older guys. Well, a guy can hope. She’d act embarrassed for a second then stand and flirt with me. That’s the way it went for a month. A couple party girls. Near the end of summer during one of drunk stumble to pee moments she leaned in close. She was breathing hot air in my ear on purpose and moaning. She said, I’m pretty fucking horny, how bout you? She had her hand between her legs rubbing her clit. Her knees were tight together and she was on her tiptoes. I told her it wasn’t a good idea. She stepped back. Really? Seems like a fucking excellent idea to me. I looked at her. Ho

My first threesome in college was my introduction to cheating

As the title implies, this story will eventually involve cheating. Yes, I’m aware that I’m a bad person. If it makes you feel better you’re welcome to tell me yourself, but trust me, I already know. With that out of the way, this story takes place back when I was around 22 and a senior in college. I had been dating my then girlfriend, Sasha, for about a year, and up until this point had always been faithful to her and my previous exes. We were pretty serious at the time, but there was an unspoken feeling between us that we weren’t going to immediately base our post-college lives around each other if it didn’t work out. We had also made a pre-graduation bucket list going into our final year together one night after a date, and one of the last items on the list was a threesome. Back when we were writing everything down, I wasn’t sure how serious she was when she added it to the list, both of us laughing when she wrote it down. We were a pretty kinky couple, me a little more so than he

Mature neighbor Aunt Natasha and a young student

It all started so banally that it's even funny now. I was coming home from college, pulling into the entrance hall, drenched in sweat from the stuffy street, and she was just coming out of her apartment—Aunt Natasha. Our neighbor, in her forties. I always saw her as well-groomed, smelling of perfume and baked goods, a true homemaker. She was always smiling at me, asking about my studies, and there was something warm and maternal in her eyes. The guardian angel of our building. But today her gaze was different. Narrowed, appraising. I muttered "hello" and reached for my door. “Andryusha, wait a minute,” her voice, usually so clear, was now low and velvety. I turned around. She was leaning against the doorframe, wearing a light housecoat that outlined... God, it outlined everything. All those soft, seductive curves that I sometimes thought about out of the corner of my mind as I drifted off to sleep. "You're so disinhibited, poor thing. Session?" She took a ste

Fucked a nurse during my shift

The hospital at seven in the morning is a liminal place, caught between silence and chaos. The night shift lingers, pale and exhausted, while the day staff trickle in with fresh uniforms and half-finished coffees. I was already in the pharmacy, leaning over a pile of medication charts, when I saw her for the first time. She came in with the head nurse, walking a little too straight-backed, the way people do when they’re trying to hide nerves. She was new. Fresh out of school, the head nurse explained, starting her rotation with us. A graduate nurse with her first real ward assignment. Her ID badge swung on its lanyard as she nodded, smiling politely to the handful of staff who looked up. When her eyes flicked to me, she smiled again — soft, careful, like she wasn’t sure of the right level of friendliness. I gave her a nod and a professional smile back, but something caught in me instantly. She was tall, slim but not fragile, blonde hair tied back in a neat ponytail. The kind of beau

Don't cum in my daughter, cum in me

I am amazed at how much incest exists. All kinds. I am a straight guy, not especially handsome, average, average build, average cock, I'd say a bit longer than some, but not really thick. Nothing special. But over the years, somehow, I have run in to quite a few families that had fun together, or, one member who allowed sex with a sister, or even mother. Seemingly straight girls, who, when circumstances occurred, did things I never thought they would do. I admit, in my youth, I was naive about such things, I thought my circumstances were quite the rare thing. Boy was I wrong. My mom taught me about incest, let's start there, before I get to...not getting college age daughter's pregnant. I was lucky enough to be brought up by a great mother, who became a single mom when I was just getting interested in girls. Let me be clear, we, she, did nothing, until I was college age, past my 18th birthday. Up to that time, yes, I had lived with her, we weren't shy, all kids are naked

Wife in a sauna with her husband and his friends

The scent of pine and steam hung in the air, mingling with the aroma of chilled beer. The sauna was dizzyingly hot. I sat on the bottom bunk, my back against the rough wooden wall, watching drops of water roll down my husband, Igor's, bare chest. His friends, Sergey and Anton, lounged nearby. We were all naked, covered only by small towels that had long since ceased to conceal anything. The idea of coming here, to this male citadel, had seemed daring and piquant at first. Now I realized it was a trap I'd fallen into. My friends' gazes, heavy and gliding like oil, lingered on my hips, my breasts, and between my legs. I tried to cover myself, but it was useless, and it seemed to only inflame them—and me—even more. "So, Lerka, isn't it too hot?" Sergei, the most brazen of them, asked hoarsely, his eyes fixed on my chest. I felt my nipples swell under his gaze, hardening treacherously. "It's okay, bearable," I managed to say, taking a sip of beer. T

How Tasha from the College Gym Ruined Condoms for Me

I sat back on my couch the other day and saw that I had a text out of the blue from an old college hookup, Tasha. It read: “I was just thinking, you have a glorious penis,” and immediately I was hard as a rock. \* I met Tasha in the college gym about ten years ago, helping her up after she accidentally triggered the emergency stop on her treadmill at the gym, lurched forward, and fell over. Fortunately, only her ego was harmed, and she seemed grateful for the hand. “I’m Tasha,” she said, “And I promise this never happens.” “I’m Marc,” I said, then grinned and took a calculated risk, “And I don’t know… it seems like a good way to meet a guy.” She laughed, I was in, and we both proceeded to cut our running short and grab smoothies at the cafe next door. Tasha was… fit. At 6’2”, she was nearly as tall as I was, and she boasted a tight ass and some perky, probably B-cups. You could tell this was a woman who took fitness seriously, and found out later that she was actually on the

I let my roommate fuck my asshole because he has never tried anal

Okay things have been getting really crazy with my roommate lately. When I first moved in with two guys I initially thought we would keep our relationship total platonic and responsible. Knowing myself I honestly should have known better though. I'm lowkey a bit of a whore. It's not even my fault I genuinely think I have a bit of a hypersexuallity problem. Anyways. At first things were platonic, just as I had assumed they would be, but eventually I ended up hearing one of my roommates masturbating. Idk if he was being really loud on purpose or if he just didn't realize how not soundproof our rooms are, but listening to him kinda started to drive me crazy. The fact that I hadn't been fucked in months before that probably contributed to it as well. Long story short I ended up masturbating in my bed while listening to him moan and groan as he jerked off. One thing led to another and soon enough I was getting fucked by him. At this point we are basically friends with benefits/roommates