Quick thing about me so this makes sense. I'm alt-ish. Black hair, usually messy. I run every morning in a sports bra and shorts because I refuse to overheat and also because my tits are big enough that the cleavage in a sports bra is... noticeable. Like guys-tripping-on-the-sidewalk noticeable. I'm aware of this. I use it. Whatever. So there's this guy on my street. Dad of two. Wife works a lot. He's out in his yard almost every morning when I leave for my run. Watering plants, taking the trash out, whatever dads do at 7am. We started saying hi a few months ago and the hi turned into small talk and the small talk turned into actual conversations and somewhere along the way it got flirty. Nothing crazy. Just the kind of flirty where he'd say "you look good today" while I'm standing there in a sports bra with my tits practically spilling out and my black hair piled up in a messy bun and I'd smile too long and neither of us would say what we were actually thinking. He vents to me s
I'd been home for three weeks, and I was losing my goddamn mind. Not because of the small-town boredom that crept into my bones every time I visited. Not because my mom kept asking about my grades, her eyes filled with that hopeful, expectant look that made me want to scream. It was him. It was always him. Liam walked through the kitchen in nothing but gray sweatpants, his hair still wet from the shower, and I forgot how to breathe. Water droplets trailed down his chest, catching in the light dusting of hair that led from his navel down into that elastic waistband. He didn't even look at me as he reached for the coffee pot, his back muscles shifting with the movement. "Morning, squirt." Squirt. I was nineteen years old. I had a C-cup and an ass that made guys on campus walk into doors, their eyes practically glued to me as I passed. But to him, I was still the annoying little stepsister who showed up two years ago with too much luggage and too many questions about everything. "Mo
I waitress on weekends to cover expenses and usually it is fine and sometimes it is not fine and this particular Saturday was one of the not fine ones from the start. I got a table's order wrong, not badly wrong, just the kind of wrong that happens when it is busy and you are moving fast, and I apologized and fixed it and thought that was the end of it. The woman at the table, late thirties, looked at me while I was fixing the order and said to her boyfriend loud enough for the surrounding tables to hear that this is what happens when places hire pretty girls instead of competent ones. I smiled and walked away. Her boyfriend came and found me at the service station a few minutes later, very apologetic, clearly embarrassed, said she does this and he is sorry and it will not affect the tip. I thanked him and he headed toward the bathrooms down the back corridor and I stood there for a second and thought about it and then I thought about her face when she said it and then I thought yea
This happened a few months back and I still think about it every time I hear her talking about that night like it was just a normal Tuesday lol. My roommate and I are the same age, both 18, first year living away from home, and she is significantly bolder than me when it comes to bringing people back which I have come to appreciate as a spectator sport. I was in my room one night, lights off, scrolling, when I heard the front door and then her voice and then a lower voice and then her bedroom door closing. And then about four minutes later, the sounds. Can't lie I kinda loved hearing them, it turned me on. They were trying to be quiet at first and failing in a way that made it obvious they were trying, the muffled sounds and the occasional creak, and I lay there in the dark listening and felt my body make a decision my brain had not fully approved yet, my hand sliding down and finding how wet I already was just from listening, and I stayed there in the dark taking care of myself whi
Okay so this is a lot, bear with me. The three of us have been inseparable for years, like genuinely the kind of close where I was asked to be maid of honor at their wedding next spring, that close, they've only ever been with each other for as long as any of us can remember and I have been there for basically all of it, so yeah, that's the context, keep that in mind because it matters for what I'm about to tell you. Few weeks ago we're all at their place, drinks, video games, the usual late night hanging out, and at some point the conversation goes to sex stuff which honestly happens more than you'd think with us, we're just like that, and then my best friend says something a bit out of pocket even for her. She goes, kind of casually, that her fiancé has this thing where he just cannot finish from a blowjob, like it literally does not happen for him, she's tried so many times and it never works, and she says it the way you say something you've been sitting with for a while, half fr
There is some background here that you need and I'm going to keep it short, my best friend's boyfriend has been attractive to me for over a year and I have done absolutely nothing about it because she is my best friend and I am a good person, also she would 100% clock it if I tried anything, so it has just been living in the back of my head quietly for fourteen months. Until last weekend lol. Late birthday celebration, fancy airbnb, jacuzzi, the three of us, and a level of alcohol that I would describe as more than sufficient. We got in the jacuzzi after dinner and honestly it started the way these things always start when you put two girls who are comfortable with each other and one very attractive man into warm water with enough drinks in them, which is slowly and then all at once. She and I have always been touchy with each other in a way that's never needed a label and with the alcohol and the warm water and the low light she pulled me close at some point and kissed me and I kiss
We don't live together anymore but I think about that year more than I probably should. We'd been roommates since the start of college. She had a boyfriend who came over a few nights a week. I had an FWB situation. We were both happy with our respective arrangements. And also secretly with each other. It started one night when we were both a few drinks in, venting about our separate situations the way you do when you're comfortable enough to be honest. We ended up close on the couch and then closer and then she kissed me and I kissed her back and that was that. She slid her hand into my underwear without making it a question and found out immediately that I was already wet which I'm still a little embarrassed about. She worked two fingers inside me slow and kept her thumb on my clit and I came on the couch cushion we used for the rest of the year without a word about it. I pulled her underwear down after and returned everything she'd done with my mouth and she grabbed my hair with b
I want to be upfront that I set this up for entirely selfish reasons and it worked out better than I planned. My friend has a boyfriend. They've been together a couple of years, happy, solid. I like him a lot. He has always, in a very well-managed and respectful way, made it clear he finds me attractive, which I've filed away and never done anything with. I have also always wanted to go down on my friend. She's straight, or straight enough that it was never a realistic possibility, and I made my peace with that. I'm not in love with her, I just think she's genuinely stunning and I've always been curious and I stopped letting myself think about it. Until she mentioned one night when we were a few drinks in that she'd thought about it before. With me specifically. Just as a thing she'd occasionally thought about. I thought about this for approximately thirty seconds. I told her I'd do it if she let her boyfriend join in. She looked at me. "Like," she said, "join in with us, or."
In my first job out of college I was noticeably bummed down when my extremely hot GF dumped me for another guy. The "office mom" tried to make me feel better by bringing me cookies, brownies and other treats. Talking with her also made me feel listened and that helped a lot. She was the tipical curvy mature lady with a phat ass, big tits and a tummy. Her silver hair nicely accentuated her deep blue eyes, but I never really saw her in a sexual way, I was VERY wrong!This lady was the sex goddess that would cure my lull in a way I never imagined. She invited me to her place for dinner but never told me she was an experienced swinger who recently got divorced and was aching for a younger cock. Dinner wasn't even started when my dick was already deep in her throat and her large tits with magnificent pink ghost nipples where freely bouncing. I have only seen such a perfect technique in porn movies, she practically squeezed and vacuumed the cum out of my balls. There was no down tim
I work for a convenience store and I have a few homeless people that come in and I’ve grown attached to some of them. One in particular is a 20 year old girl that’s completely adorable. I had a birthday a while back and she was in jail for something stupid. Today I saw her and asked her since she missed my bday if she’d consider a late bday present for me. She asked like what. I said let me motorboat your titties. She looked surprised I said I’ll even kick in $20 for you. She said hell yeah so we went to the men’s room she took off her top exposing her cute tits. Her nipples are inverted and I put cupped them telling her how much I liked them then put my face between them and motorboated her titties. She laughed a little and I played with them a little more. I had to get back to work but as promised I have her $20 and she got her drink and asked for my number and went on her way. It was very fun.
Okay I'm putting this on reddit because I can't tell anyone I actually know and I need to get it out of my head. I hooked up with my childhood friend Eli last weekend and it was genuinely some of the best sex I've had in college and I've been thinking about it constantly since. Context matters here so bear with me. I've known Eli since seventh grade. Earth science class, sat next to each other, he explained plate tectonics in a way that actually clicked and we were inseparable for like two years before high school happened and everyone sorted themselves out socially and we just drifted. Not dramatically, just the slow fade of two people ending up in different friend groups. I ran into him at college orientation and felt that specific warmth of rediscovering something you forgot you liked. We'd been loosely back in each other's orbit since September. He's nineteen, still very much the same guy. Five-nine, slim, sandy hair that needs a cut, thick glasses, the kind of person who apolog
okay so this happened a few months back and I still laugh about how it turned out I had been seeing this guy, let's call him Ryan, for about a month. total sweetheart, a little nerdy, the type who had strong opinions about video games and made playlists for every occasion. we were still pretty new and figuring each other out. one saturday morning he came over while my parents were out. or so I thought. we were in my room with the door cracked because that's just the rule in my house, religious family, you know how it is. we were messing around slowly, keeping quiet, being careful. then the power went out. I went to check on things and realized my mom's car was gone and my dad was outside doing yard work. we had the house to ourselves basically. I went back to my room, shut the door, and we didn't waste any more time. he went down on me and I was genuinely not prepared for how good it was. he was doing this thing with his tongue, tracing patterns, taking his time, and I was trying
About us: Me(M52) and my wife (45) have been married for 18 years. We've had our high and lows, fucked like rabbits and have been through dry spells as life has gone by. We own multiple businesses so we stay extremely busy and usually very stressed...which kills our sex drive because of exhaustion. Im 6'1", 195, athletic and in shape. She is 5'5", 150lbs, with a thick ass, flat stomach, 36DD tits and is smoking hot. She literally has god pussy status. She started on vaginal testosterone about a month ago,which I think its finally kicking in and that brings us to today. We've been on vacation this week at a secluded Airbnb in the mountains....away from life and stress. We fucked twice on Monday and 3 times yesterday with the last being right before bed. I finally fell asleep about midnight as we both laid there sweaty and catching our breaths after the last round. Im sound asleep until I feel the bed move a little after 2. I slowly gain awareness, open my eyes, and holy fuck! The sou
(All characters named or otherwise are at, or well above, the age of 18) Obligatory this happened more than a decade ago before I was really and true a slut. I also hope my friend never finds this. My friend never finds this because I think she knew something was up and some details here would confirm it. MJ, I just want you to know, I’d do it again, don’t read this I’m about to fuck your mom. The Summer I graduated Highschool was an amazing time. I had so many things that happened. There were parties at the lake almost every weekend. At one of these take parties some friends of mine, who had been deep in their cups for a while, suggested that we go skinny dipping. I say suggested what I mean was they ripped their tops and bottoms off screamed “Skinny dipping” and cannon balled into the lake. Now 19 year old sins didn’t drink or do drugs, but when a bunch of people get naked and jump in the lake, it’s pretty to follow suit and de-suit. One thing I don’t miss about partying as a t
When Yulia told me she'd invited my boss to dinner, I didn't understand the implication at first. I figured my wife was trying to give me a career boost, feed him some homemade food, and win him over. I wasn't opposed. Viktor Sergeyevich, my direct supervisor for the past five years, is a generally decent guy. He's in his early fifties, with a hint of gray hair, a trim figure, and always smells nice. He's a widower. Yulia cooked all day. She twirled around the kitchen in a short robe, and a couple of times I caught myself staring at her bare thighs as she reached for spices on the top shelf. I also noticed something else: she had put on her robe without underwear. Her pussy, still untouched by the razor but already neatly trimmed, flashed with every careless movement. I slapped her on the ass, laughed, and said something about a horny housewife. She smiled, but it was a bit too mysterious. "Maybe I should walk around like this in front of the boss too?" s
To start, I’m a man who enjoys a decent backstory, so if you’d like to skip right to the dirt, find the line. Back in my sophomore year of college, I had recently been dumped by my first and only girlfriend. It was a high school thing that didn’t survive the college experience as so many don’t. This left me with three things: a bruised ego, a starving cock, and an over abundance of time on my hands. The first two I simply tried to remedy with frequent nights out at the bar, but the excess time left me a bit listless. I was studying STEM but had always had a passion for writing, so I decided to submit a short-story to a college sponsored contest and somehow ended up as one of the finalists. Next thing I know I’m receiving information about some event I’m supposed to attend in which I will meet other finalists and read a portion of the story in front of a crowd. Not exactly my scene, but fuck it, my ego could use the boost. The night goes by without much excitement. I read my stuff al
It all happened so quickly. My wife and I were fucking in our room when our dog started barking at the door. “I heard someone knock,” my wife said. Fuck. I grumbled. I pulled out of my wife and threw on a robe. Better go make sure it’s not an emergency. My dick is pretty big and it was still hard, so to hide it I tucked it under the robe sash which was tied around my waist. At the door, I grabbed my dog's collar to make sure he didn’t run and reached towards the handle. When I opened it, there was a cutely dressed younger woman holding a clip board standing practically in my doorway. “Hi there,” she drew out her greeting in a disarming innocent tone. “Have you heard of \\\*her organization\\\*, we’re a nonprofit humanitarian group here in the area.” She smiled and looked down at my dog excitedly as she finished speaking. “Oh hi,” I said. I really wasn’t expecting this. “No I haven’t, but now really isn’t a good time sorry.” I replied, trying to be polite. I was holding my
When I was in college, I lived in the mother-in-law suite of a family friend who was married and had 2 kids. The mom was a nurse, and the dad traveled a lot with his job, so 2-3 nights a week they needed a babysitter until the mom got home at the end of her shift. I was happy to watch the kids some, but I couldn’t do it ask the time bc of my job, so they found another student who could be there when they got home from school and stay until the mom got home. She didn’t have a car, though, so she walked from campus, which wasn’t that far. One of the first times she watched the kids, the mom came and got me when she got home and asked if I could keep an eye on the kids while she drove the babysitter back to campus bc it was already getting dark. I could tell she was dog tired, so I said that I could drive her back to campus if that was easier. We talked a little on the way and hit it off, and then I started seeing her more when she was at the house and giving her rides back to campus. O
I was in my hometown for my cousin’s wedding. I had a lot going on at the office so it was a quick trip- flew in Friday and hung out w my brother and his girlfriend, brunch w my parents on Saturday and then the rehearsal dinner, and the wedding was to be Sunday afternoon at the botanical garden. One of my best childhood friends, Zoe, still lived in my hometown. Zoe is 3 years older than me and in that sense was always my older, cooler friend. We had a lot of very good mutual friends and hung out a lot in the summers. We became especially close while I was in college; she lived close to the university that I attended at the time and we took road trips, drank beers, went camping etc. Over the years that we spent hanging out, both of us had a number of a significant others and so we were never really romantically involved (save for a drunk make out session one night in NYC). I let Zoe know I’d be in town for the wedding and we decided we should hang out if our schedules aligned. We
When I was a sophomore, my best friend’s mom saw me naked. His mom was a crazy hot 5’7 Italian woman who spent most of her time at the gym working out and teaching yoga classes. She was recently divorced which led to a lot of guys at my school picking on Anthony. Not a day went by where someone didn’t mention dating his hot ass mom or mentioning how sexy her body was. I was pretty much the only person in his life that didn’t make those types of jokes. This didn’t mean it wasn’t true though. I guess I was just happy to even be around his mom as much as I was. Every time I went over his house, his mom was wearing the tightest clothing ever. I’d try my best not to stare but it was a fight I’d lose quite often. This brings me back to the day I slept over and his mom caught me with my pants down. We had been gaming and eating junk food all night. Around 2 am Anthony and I passed out in his basement. I woke up around 4am having to take a piss. I didn’t like using the bathroom in his basemen