This was a while ago now, but my SIL was always a bit extra friendly with me and then one day we took it further..

She’s 27 and on all accounts I’d say attractive

It was a weekend we all stayed together at a large shared AirBnb, and had all been drinking some wine. My wife and I shared a room and she had opted to sleep in the extra bed in our room instead of the couch.

After we all stayed up and hung out my wife and I went to bed, my wife falling asleep almost instantly. I laid in bed and eventually found myself feeling a bit horny. I got ready for bed and laid back down, beginning to stroke my cock a bit by myself next to my sleeping wife.

That’s when I noticed that my SIL was in the bed next to us. She’d walked in when I didn’t notice and got into bed. I froze, but I heard some soft breathing, faster than normal and could see her hand under the covers slowly moving, she was touching herself.

So, I continued stroking my cock, hearing her continuing a little faster. And slide the... continue reading

This was the wildest night I’ve ever had…

She is a beautiful smal lady, with a big butt, big tits, a bit chubby. But a beautiful blond hair and a gourgeous smile. Let’s call her Candice.

I’ve been coaching her son for a year now, and the conversations were always very pleasant. Not really flirty, but closeby every time.

After a year I’ve asked her if she would join our field trip as a supervisor. Luckily she said yes.

The field trip was a great success, the guys were having a lot of fun. Candice and I were drinking a lot. And having a good time, talking a lot.

The night went on, the boys went to bed and my coaching partner was going to bed as well. Candice and were doing the same.

Just when I was about to go to bed a got a text: “one more drink?” I knew I shouldn’t, but I did “be right there”.

I walked over to her room, she openend the door to let me. My mind was racing at this point, “what is going on” “is this real” “what if..”

We drank another glass of wine, and sh... continue reading

*Everyone in this story is 18+ and fully consenting.*

Sophia handed me a towel that was softer and more fluffy than any towel I had ever used in my life, and I dried myself with it while she did the same with her own towel.

For the first time of the evening, she almost seemed hesitant before speaking. “Um, may I inquire whether you’re… protected?”

Her manner of speaking was sometimes overly formal, but it only took me a few seconds to realize she was asking if I was on birth control.

“I have an IUD,” I said simply.

She nodded knowingly. “Ah, very good. Thank you. I can assure you my Kenny hasn’t been with other women, so I want to know, are you currently entangled?”

*Entangled*? I smiled now and she realized how weird she was sounding. She added, “Sorry, I know sometimes my speech is too formal. What I’m asking is–”

I interrupted, “I don’t have a boyfriend right now, and it’s been months since I last had sex. I don’t have any STIs, Sophie.”

That took *her* aback, and I felt pr... continue reading

I knew this wouldn't end well. As soon as Lenka called and said her best friend had arrived and they were hanging out in the city until the morning, leaving her mother and I alone at the dacha, I immediately sensed something was wrong. But Victoria Mikhailovna, my mother-in-law, just chuckled into the phone: "Well, that's good, Sasha, I was so eager to go to the bathhouse after my long journey. Would you like to join me? I'm bored alone." I would have refused. Claim a headache, or the football game on TV. But she was already standing on the veranda threshold in her light robe, which was translucent even in the sunset. She had a figure, I must admit. For a forty-five-year-old woman, she was a real bombshell. Lenka, my wife, took after her father—slender, petite. But Victoria Mikhailovna was a force of nature. Tall, busty, with wide hips. Just like a Russian beauty from the epics, only modern and well-groomed. "What are you standing there for?" she said, wa... continue reading

My best friend is named Sabrina, and we are (or maybe were) very close. I always saw her like a bro, even though she is a very feminine lesbian. Our conversations were like two guys talking. She gave me total freedom to joke with her.

When I met her, I was still dating, but I always spent more time with Sabrina than with my ex.

When my relationship ended, I got even closer to Sabrina. Our friendship was kind of “colorful,” but without any intention from my side, because I love our friendship and I fully respect her sexuality.

Now getting straight to the point: Sabrina had been talking for days about a woman she was interested in having sex with. The problem was that the woman is straight, so Sabrina asked me for help on how to approach her.

Sabrina asked me to message the woman on WhatsApp pretending to be her, because she thought a “male kind of flirting” might help convince a straight woman. It kind of worked. Luckily the woman was very sexually open, but the problem was that ev... continue reading

Joining the local run club was supposed to be about my "fitness journey," but standing at the trailhead that first Tuesday, I felt like I’d accidentally walked onto a film set. Everyone was lean, tanned, and radiating a level of confidence that made my brand-new sneakers feel like a neon sign flashing *ROOKIE*.

The club had a tradition: a 5k loop followed by "hydration" at a dive bar down the street. That’s where I first saw Chloe. She was the definition of the life of the party; dressed in a sleek black sports bra and matching high-waisted tights that looked like a second skin. She was bouncing between tables with a bright, infectious energy.

When she finally made it to the newcomers' table, she was incredibly disarming. We swapped handles, and I felt a genuine jolt of dopamine when the notification popped up an hour later: *chlo\_runs followed you back.*

A few weeks later, the intimidation had faded, but my fixation on Chloe hadn't. During the run, I found my eyes glued to the rhy... continue reading

My soohmore year in college, I lived in a co-ed dorm, which for us meant two girls rooms next to each other, then two guys rooms, and so on down the hall. Each hall had one shared men's restroom/showers and one women's. Over each floor was the RA, who was an upper class student that was "in charge" of the floor. The RA wasn't like a faculty member or anything, but was responsible for making sure everyone followed the rules, and was a point of contact if we needed anything.

90% of RA's were pretty cool. They would overlook A LOT of minor rule violations and would only report the really serious stuff. Our RA that year, Kevin, was a complete prick. He seemed to get off on having the slightest bit of authority and would gladly rat anyone out for anything.

Now, to be fair, to get caught wasn't exactly easy, you had to be pretty blatantly breaking rules, but it was still the idea that he was like that that got us all mad.

One rule that very few people did follow, had to do with the showe... continue reading

Together, Josh and I walked up the sand, our bodies dripping and salty, my bikini still clinging to me. I wrung water from my hair as we walked, trying not to think about the way his body had felt against mine in the ocean, the feel of my soft ass pressed against his thigh, trying to focus instead on the way the sand burned the soles of my feet, a pleasurable contrast to the cold saltiness of the ocean. As for Josh himself, I have no idea what he was thinking, his eyes scanning the horizon as we walked back to our towels in silence.

We sat down in the same spot as before, away from the clusters of umbrellas and noisy groups of teenagers throwing frisbees. Their distant shouts faded beneath just the roll of the tide and gulls above.

I looked out at the water, whilst beside me, Josh stretched out flat on his front, folding his arms beneath him and closing his eyes.

“Wake me if I crash,” he mumbled, his eyes closed, his breath heavy already.

“Sure,” I said, feeling it too; the ge... continue reading

Haven't posted in a while, but here's one of my sex encounters I haven't yet posted about. Going to give every detail I remember, so sorry if it's a bit long!

So I was 18 years old at the time, and it was the summer right before I headed off to college. My friend group and I always went on each others' family beach trips, so this time it was my closest friend's mom who had planned a trip to take all of us (me, my brother, my best friend, and our other close friend went). It is worth mentioning she was married to my friend's dad - but he was in the military and deployed at this time.

Now let me tell you about my friend's mom.... everyone always had a crush on her. She was the hot mom that everyone would talk about. A lot of this is because she was younger (she had my friend when she was just 16), so she was only 34 at this time. She had thick brown hair, very tan year-round, small tits, tiny waist, but a HUGE ass and thick thighs. She was so damn sexy!!

So we get to the hotel... continue reading

Fuck, that was so wild. Even now, when I think about it, I get goosebumps and something deep down inside me clenches. My name is Lisa, I'm a second-year student, and just so you understand, I've always been a good girl. Until I met him. Andrey Viktorovich, our track and field coach. A huge man of about forty, with arms the size of my thighs and a mug that never smiled. He was a real dictator in the gym. If you were late, he'd run extra laps; if you missed a time, he'd work you off twice as hard. In short, he was a butcher, not a coach. Honestly, I was terrified of him. But I also respected him, because thanks to his methods, I really got into shape. And that's where I got myself into trouble. I was hanging out with my girlfriends, then my exams came, and I just ditched three practices in a row. I thought, well, I'll go, apologize, make some excuse. Who cares. He caught me in the hallway after class. "Zaitseva," he barked, making me jump. "I'll... continue reading

Some years back,I was single and living alone in a 2 bedroom apartment and doing pretty well in my life.

On a random day, one of my closest friends texted me saying that a girl she knows was doing a tour of my country and had plans to visit my city for some days. She wanted a place to stay and my friend with whom she had stayed before asked me if I was okay with hosting her. I didn’t think much of it, had a spare bedroom anyway and agreed to it, my friend added that she is from Bangladesh and was travelling alone. I never had met any one from that country and frankly was excited to meet her and told my friend to share my number with her.

Little did I know how much impact she will have on my life at the time, nonetheless fast forward a couple of days, I receive a message from her and we start chatting. She told me which dates she planned to visit and if I could take her around a bit and all and I agreed to it. The chats were harmless and formal at the start but we started talking ab... continue reading

So I have a friend who I've always been able to talk freely about sex with. We shared stories, kinks, etc. However, we had never hooked up, until she found out about my size.

I can't remember how exactly the topic came up, but we were talking about dick sizes and how she takes pride in the fact that she's always been able to deepthroat every cock she's come across. Dhe asked me if I like being deepthroated, I admitted that I had never had the pleasure. I have had a few people try, but most tap out at about halfway down.

She seem shocked and then asked how big I was, and so I told her. She immediately blurted out "no fucking way" and I laughed hard. I then asked her if she needed proof and she obviously agreed.

"Come on, let's see this thing. I know you're bullshitting."

So I pulled up a photo on my phone and calmly showed her. That's when her mouth fell open and she snatched my phone from my hands. She proceeded to stare at the photos for a good 20 seconds before just saying "damn.... continue reading

So I have a friend who I've always been able to talk freely about sex with. We shared stories, kinks, etc. However, we had never hooked up, until she found out about my size.

I can't remember how exactly the topic came up, but we were talking about dick sizes and how she takes pride in the fact that she's always been able to deepthroat every cock she's come across. Dhe asked me if I like being deepthroated, I admitted that I had never had the pleasure. I have had a few people try, but most tap out at about halfway down.

She seem shocked and then asked how big I was, and so I told her. She immediately blurted out "no fucking way" and I laughed hard. I then asked her if she needed proof and she obviously agreed.

"Come on, let's see this thing. I know you're bullshitting."

So I pulled up a photo on my phone and calmly showed her. That's when her mouth fell open and she snatched my phone from my hands. She proceeded to stare at the photos for a good 20 seconds before just saying "damn.... continue reading

I’m 22, and last summer I did something so insanely dirty my pussy still pulses remembering it. My best friend Sarah dragged me along to her family’s luxe beach house in Malibu sun, waves, total paradise… until I let her dad raw-dog me, choke me on his cock, and pump me full of cum. Yeah, it’s messed up. Here’s every nasty second.

Third night in, Sarah blacked out early from too many tequila sunrises. I couldn’t sleep, so I’m prowling around in this skimpy bikini that’s basically just strings over my tits. Her dad, let’s call him Dave is in the kitchen, shirtless, 45, silver hair, carved body, that dangerous-daddy energy pouring off him. One look from him and I’m soaked. He pours me a whiskey, we start talking, flirting turns filthy fast. My pulse is hammering, I know this is so wrong, but I’m dripping for it.

Next thing, we’re in his room, door locked. He wraps a hand around my throat, kisses me like he owns me, tears my top off. My nipples are aching; he bites and sucks them until... continue reading

Freshman year of college I still thought of myself as a “good girl.” I’d only been with two guys and I wasn’t too sexually adventurous. But after my boyfriend and I broke up something in me changed. I definitely felt like I had a bit of a sexual awakening that year and I slowly was wanting to try everything I’d been too shy to even consider before. The night it really started still stands out in my memory.

My best friend had a guy she hooked up with pretty regularly on weekends. One night she invited me over and said his friend would be there too. I barely knew either of them and almost said no, but she kept pushing until I gave in. At first it was just the four of us sitting around making small talk and it was painfully awkward. Someone suggested we play some drinking games to loosen things up, and after a few rounds things got much more chill.

Eventually the guys started making comments about how my friend and I needed to make out to really relax. At first we laughed it off, but... continue reading

*Everyone in this story is 18+ and fully consenting.*

Sometime around Thanksgiving last year, I was working dinner service and had just put the check folder down on the table of an older woman and who looked to be her son, who at the time I thought looked like was in his mid-twenties.

The woman, who if I had to guess was in her late 50s, caught my eye and motioned for me to lean down so she could whisper something into my ear, so I leaned down and waited for her to speak.

The words she said took me aback. As an attractive female working in an environment with many wealthy men, I had been propositioned and flirted with countless times, but this was a request I'd never encountered, especially coming from a woman.

She whispered, "I know this might sound crazy, but my son has never been kissed by a girl before, and I think you are so cute and wanted to see if you would kiss him for a $500 tip."

My eyes must have flown open as the shocked expression took over my face while I quickly st... continue reading

It happened in July, at the dacha. It was hot, and there was no escape from the mosquitoes. My wife, Lena, and her mother, Nina Sergeyevna, were in a state of drunken euphoria from the moment they arrived. They'd opened a bottle of homemade cherry wine earlier in the day, and by evening, when I'd finished sawing wood and mending the old wattle fence, they were both already well-fed. I sat on the veranda, drank cold kvass, and simply stared at them. Nina Sergeyevna is a whole other story. She's fifty-two, but in great shape. Not skinny, no, just... shapely. Heavy breasts, wide butt, and in a tight sundress without a bra, her nipples just poke through the fabric. Lena takes after her, only my wife is slimmer, more athletic. But damn... there was something wild, animalistic about her. She never hesitated to change in front of me, she could walk around in just a bathing suit, and I'd catch myself staring at the dark hairs peeking out from under her panties, at the way he... continue reading

The next time we went to the beach, I knew I wanted to push it further. For some reason, the idea of teasing him had become kind of an obsession of mine; something I had thought about regularly since our last trip, especially late at night with my hands between my legs.

Not that I would ever admit that to him.

Or even to myself, really. Josh was my best friend, and I'd never do *anything* to jeopardise that. Except, of course, my pussy had other ideas.

We didn’t talk about what had happened last time, but I felt like maybe something had changed between us. Not on the surface, but like…underneath. Something unspoken, I guess. I could feel it in the way we didn’t message each other for the next few days, and the way his voice was a little more hesitant to answer when I called him, like he was trying not to remember the feel of my nipples under his thumbs.

“Hey, want to go to the beach again? I had fun last time…”

“Oh…uh…yeah, sure!”

The next day we drove to the beach just... continue reading

Today and for the next week or so I'm working from home 38M... today me and the wife (40) are going through the motions of getting the kids sorted for school.. and the usual routines of getting ready for the day..

Around 8.30 the wife leaves to drop the kids off at school.. I know she's going to be 30mins so I hop in the shower.. get cleaned up and semi ready for work...

I pull some curtains and drop the kitchen blind down for some privacy..

I settle on the sofa and pull my jeans and boxers down and im stroking my cock to pics and stories on reddit..

I'm rock hard from it all and I hear the keys go.. she walks in.... and in complete surprise is stopped in her tracks of me just stroking my cock.. "do you need help?" the wife asks.. grabs a pillow and proceeds to kneel down in front of me on the sofa and take my throbbing cock in her mouth...

my jeans are kind of constricting so I slide one leg out and open up my legs wider... her eyes widen.. now she can get to work on my hard... continue reading

I couldn’t stop thinking about Emma.

Every day she lay in her backyard in a tiny bikini. The bottom was so small it showed the shape of her pussy. She untied her top so her big soft tits spread out on the towel. Her nipples got hard when the wind touched them. I stood at my window and stroked my cock slowly, dreaming about licking between her legs and tasting how wet she was.

One hot evening her husband left for a week of work. At eight o’clock she came to my door. She wore a thin white dress. No bra. Her dark nipples showed clearly through the cloth. No panties either. She held an empty wine bottle and smiled.

“Max, my corkscrew is broken. Can I use yours?”

I let her inside. She walked in front of me. Her hips moved side to side. The dress went up and I saw her bare pussy lips. They looked puffy and shiny already. In the kitchen she bent over to look in the drawer. Her ass was high. Her legs opened a little. I could see her wet slit clearly.

I walked close and pressed my hard coc... continue reading