I’m 26 and have a neighbour who is about 55 and has kids around my age that went to school with me so I know her quite well and have done my whole life. I recently started going to my local gym and noticed her there a few times and we had passing conversations during our workouts, the usual ‘how’s things etc etc.’

I thought nothing off it until she started complementing my body saying ‘wow you look great, I can see the gym the really paying off for you!’ I couldn’t stop thinking about fucking her so I decided to message her in Facebook and to my excitement she replied instantly.

We were exchanging messages getting flirtier and flirtier with us having a little bet and a forfeit…. She said she was under the influence during this conversation so she didn’t mind agreeing to something a little crazy. The bet entailed whoever isn’t in the best shape come the end of winter, the loser person has to give the winner a shower and hand wash them, she widely accepted which made me so horny sat... continue reading

Jackie wasn’t exactly a milf. She was a hot looking mid 30’s woman. Not sure that qualifies as MILF? She was a mom for sure and their kid split time with the father alternating 2 weeks each. I knew when the dad had him cause she would walk the dog past my house everyday. When she had the kids she was nowhere to be seen.

Jackie was a lean sporty type girl. Looked like she maybe was a dancer or athlete. She didn’t have a big ass or big tits. Maybe she’d been a showgirl. Not sure. But super pretty with long straight dark hair very tanned. Jackie exuded sex. I watched her walk the dog everyday at 4. After the 3rd day I assumed the kids were gone with dad. I wanted her so bad. The 4th day around 3:45 I walked the opposite direction in her route so I’d bump into her. Just like clockwork I came face to face with her. I played dumb. “Hi aren’t you from up the block?” Yes. I’m Jackie. You’re Steve, right? You played baseball with my ex. Yup. I'm a few years younger but I was on the team.

I... continue reading

This happened a couple years ago. I had just got back from California, I went there for a week for the Indian Wells tennis tournament (huge tennis fan, played it for 12 years). I stayed at the local resort hotel and brought my swim stuff. It was the day before the tournament officially started, and the weather was, of course, really nice lol so I'm doing laps in the pool (sort of, there's other people and it's not a particularly huge pool but I'm doing my best), and I get out of the pool in front of this sexy older woman. Probably early to mid 50s, a bit of gray in her blonde hair, but very good shape for her age, and big saggy tits.

So obviously as you know, swim trunks cling to your skin when getting out of water, so my admittedly huge soft print was extremely noticable to anyone looking, and this woman took the opportunity to say, quite loudly, "Damn boy that's a lot of meat!" I'm not sure what I was supposed to say in that situation lol but my face was getting hot so I just said... continue reading

My son is back for the holiday, which means his friends are hanging out at the house again. My house always seems to be hangout central for him and his buddies. One of his best friends is always hitting on me, and me being the tease I am, I have been toying with him over the past month.

My husband knows all about what’s going on, and he loves it. He encourages me to be slutty and lives that young guys want to fuck me, so he gave me the green light to do what I wanted.

Last night we had dinner and a this friend was there along with two other friends of my sons. He flirts with me and tries to touch whenever he gets the chance. I let him get me off a few weeks ago, so he’s getting more and more aggressive. So of course he sat next to me at the table.

It wasn’t two minutes after sitting down that he had his hand on my leg under the table. I was wearing a skirt, I come prepared. He rubbed my thigh all dinner and I teased him by opening my legs just enough so his hand could get between th... continue reading

I dated my ex, Lauren, all through high school. She came from a family of athletic people. Her father was a small time former gym owner. Her mother, Alexis, was a former personal trainer/sports trainer and her sister Jessie was a cross country participant. I was a lowly soccer/football player when we dated. Her family almost immediately welcomed me in and I began to train with them on the daily. Eventually Lauren's father died. Around that time I found out Lauren was cheating on me with a gym trainer named Chad. Chad was also on my rival sports team. He eneded up finishing my season early by breaking my right leg deliberately. Lauren also cut ties with her family and moved in with Chad.

Jessie and Alexis messaged me after my injury to see how I was going. They also offered to give me free upper arm workouts and rehab my leg while i was recovering.

After two weeks of lounging around my apartment bored, I messaged Jessie to ask if the training was still available. She said that it was... continue reading

I had a first class seat to Denver where I had a connect to LA. I had a mature flight attendant. She’d been doing it for awhile I’d say. There were only 4 people in first class so she was like my personal attendant and looked after me, and I loved her Texas accent. Her name was Linda. We’d seen each other quite a few times. She was tall and her juicy ass shook as she walked, plus her D or bigger tits almost busted out of her top. She was very attractive with shoulder length blonde hair. She was stacked. Likely extremely hot when she was 20. Now she was about 45+.

We were a quarter of the way to Denver and people had settled in. She stopped and asked if I needed anything. I have a question, and it’s slightly naughty. Sure, shoot. I asked if she knew anyone that did the mile high club. She laughed. Ha. Oh that urban legend?. Maybe someone pulled it off? I really doubt it. I’ve never seen two people come out of a bathroom. I’ve seen two people try to go into a bathroom but it doesn’t wo... continue reading

This happened a couple years ago, I was 19. I had been seeing this girl for a few months. She was a short and stacked blonde, about 5’1 with some serious curves. The sex we had was always amazing, and she would get really loud in bed so I would always have to take precautionary measures when we would fuck while her folks were home.

One day, I went to her house to pick her up for a picnic that we had planned. Her mother answered the door, and she is even more stacked than her daughter. It’s hard not to look at her face without glancing down at her huge tits. Anyways, my girl and her father were gone, apparently there was some family emergency and they had to leave, her mother wouldn’t go into much detail. Of course this bummed me out since I was looking forward to spending the day with her, so her mom offered me to come inside, and we just laid out the picnic I had planned in her living room and had a chat.

We talked a lot about school at first, our senior year was about to end and... continue reading

I thought I would share the story of how I ended up fucking my best friend‘s mom.

My birthday is in September, so I spent most of my senior year 18 years old.

Justin and I became friends in pre-K and had been tight ever since. Growing up we would have sleepovers at each other‘s houses and both of our parents treated us like another kid. Justin‘s mom Becky actually treated me slightly better than she treated Justin.

Our friend group referred to her as psycho bitch Becky. And that’s what she was my whole childhood. She’s an attractive woman, a little over 5 foot tall, long blonde hair, blue eyes, and a nice figure with boobs that would be small on anybody else, but look huge on her tiny frame.

I’d say she was a solid eight in the looks Dept, but she was a raging bitch. Permanent resting bitch face, sneering at everybody, snapping at everybody, always yelling at Justin and his dad, etc. Around eighth grade, I came to visit him one time and there was a dent in their front door.... continue reading

I work at high end spa. I’m new kid on the block and the only man. It was a 90% female clientele and the men always requested females which was fine by me as the only two times I did a man they got hard and asked me to give them a happy ending. Ummm fuck no!!

Today I had an older country club lady on my table, Bev. Bev always wanted the same. Back and shoulders focus on shoulders. Occasionally her glutes. Bev was nice lady and had the gift of gab. Always interesting. She golfed everyday day then came for a massage every other day.

I knew her fairly well, 10 massages. I worked her back and shoulders. She had a towel over her lower area. I was pretty much done and she asked if I got do her legs. As I worked her calf muscles I could see she was inching the towel over her bum up. I could see about half her cheeks. I asked, glutes today too? She said perhaps and wiggled her legs open. Not that I cared but I could see her pussy clear as day.

I was still massaging her calf muscles when... continue reading

So I’ve found myself in another very fun and playful situation with someone besides my MIL. My wife has a sexy little friend that’s a 100% Asian milf of 3. 5’2 fit body, round ass, and perky fake tits. Over the years she’s gotten drunk and told us all about how her husband just isn’t interested in sex anymore. She buys lingerie, low cut tops, toys etc even modeling the lingerie and showing us all the toys she’s bought and he just says he’s too tired from work and the kids to do it. Which is shocking because she’s stunning and sexually starved.

He’s even joked and said we should just have an open marriage so you can get the satisfaction you need physically. She would never just find a random she’s not that kind of person. Well that’s when she joked with my wife and said “You’ve told me your husband wants you morning noon and night and you don’t, we should just totally swap he gets what he wants and I get what I want.”

My wife actually talked to me about it for a little saying “I mean... continue reading

(Changed names and a few details for privacy) john never picked on me in highschool but was a nightmare for anyone who was smaller than him. I being meaner and about the same size always broke up any bullshit he was pulling, but he just wouldn't stop. Drinking at a friend's house one night with a few cool parents John's mom stops by and starts drinking also, shes no beauty queen but has great tits and a great personality( no idea how she birthed that little shit).

She and I begin talking and joking getting progressively drunker and flirtatious as the night carries on, one thing leads to another and at the end of the night im eating her pussy in the back of her car. Her legs shaking softly moaning as I play with her nipples, and suck her swollen clit she invites me back to her place. When we make it there she makes me use the back door to sneak in because john is asleep. I sneek in and fuck his mother three times, the last time shes riding my cock trying to control her moans (and fa... continue reading

I was in my camper, just about to pull my cock out of my tight shorts while filming a scene for Pornhub, when I realized I wasn’t alone. Out of the corner of my eye I saw my smoking hot neighbor from the camper next door — peeking in through the door. Booty shorts, tank top barely holding her tits in place - a total smoke show.

Instead of backing away, she stepped right inside. “What the fuck are you doing?” she asked, eyes darting from the camera to my cock straining against my shorts.

“Filming a scene for my Pornhub channel,” I said. She wouldn't stop staring at my cock bulge, so I pulled it out. She froze for a second but got on her knees while telling me how mad she was at her husband. I reminded her the camera was rolling - she didn't care. She even checked the monitor to make sure her face was in the center of the frame.

She shoved my cock in her mouth, lips stretched wide as she gagged and moaned on it. Her throat tightened as I grabbed the back of her head and shoved it i... continue reading

I'm 38, divorced, and living by myself. He is 19 year old, young, rough, and has such an amazing libido. We met at my son's birthday party and I gave him a blow job in the bathroom and then I gave him my number and told him to cal me. The next day he got in contact me, came over and fucked me until I was drooling and blabbering from all the orgasms I was having. I had been extremely sexually frustrated. Ever since then, every day, he has been coming over to my place after his classes and he has literally been fucking my brains out.

Recently, however, he suddenly had the urge to record him fucking me and he said he wanted to post them online. The idea does turn me on quite a bit, because I mod for a few NSFW reddit subs where lots of women post their sexy nudes and sex videos on the internet. Even though I posted them before, I've since stopped after I became a mom. I just think it's something that's immoral and unbefitting of a mom. So initially I told him no.

But last night as he wa... continue reading

Hey all x

So this happened last week and I really couldn’t wait any longer to post it. Here is goes… I (F45) have this friend (F41) who recently just got a divorce a few months ago and hasn’t been with a guy ever since. Shes been wanting to get back into the dating scene but has been contemplating it for so long.

So as a joke I told her that my son (M24) would love to have sex with her since he always had a crush on my friend. I couldn’t blame him. She is gorgeous. 5’4, dirty blonde hair, slim with a nice booty and a 34DDs with a couple tattoos. That’s everything my son looks for in a women. Oh and plus she’s an older lady. He’s into them.

Anyways, we brushed that conversation off and moved on to something else. But I couldn’t get the thought of my son and my friend together. It would’ve been so cute. So I decided to set it up.

I asked my friend to come over one night just to hang out and also told her my son was at home so he’d join us. We were just drinking and playing board g... continue reading

I (m21 at the time) went to my family friends for a get together. We’ve been friends since we were kids and I’ve never thought of his mom (f42) in any sexual way until I saw her in a slim bikini.. it squeezed her chest and ass so tight I thought it would rip. I would estimate a DD for her size, slim figure with a cute face and lips that would make me have to adjust myself every bit and then. I always fantasized about her giving me head.. And after that moment, I began to deviate.

I’m not so bad myself. I’m 6’3”, 175lbs, athletic build, and an 8 inches hung. (Dm for pics)

I went over for a family friend gathering and decided to wear some swim trunks that gripped me a little bit once they got wet. I went in the pool to relax and thought of her. I waited until I was bulging and showing off a chub before she came out and offered me water. “Oh thank you Jane! But I can manage, I was just getting out.” As I stepped out, my heart started thumping. She looked, her eyebrows raised, and her mo... continue reading

This naughty story took place last summer. Now, the pool season starts again and I think I will be able to have a great time again. I leave it here and I await your advice.

I live in a not very large housing estate, about a hundred neighbors. And in summer I like to go down to the pool to sunbathe. The rules are that you can't go topless but usually a lot of people don't come and sometimes I found myself completely alone and take advantage of it. If I see someone coming I put on my bikini and that's it.

But one day when no one was there, I fell asleep on the lounger. When I woke up in the water there were a couple of guys. One of them was the couple's next-door neighbor and the other a visiting friend of theirs. I realized that they were looking at me sideways and I pretended to be asleep. They couldn't stop looking and laughing. In the end they got out of the pool and sat nearby. I took advantage of the situation.

\- oops! Sorry I fell asleep topless. - "It's okay," they s... continue reading

So a few years ago, my best friend asked me to be a surrogate mother for her and her husband since she was unable to have a child. This involved me having sex with her husband for a couple of months before he got me pregnant. (We kept fucking after I got pregnant as well but mostly cause we liked it so much)

When I gave birth to a girl, I took care of the baby for a while whilst my friend induced lactation and could take over completely.

Fast forward to this Christmas and they asked me once again to be a surrogate. As you can read in the title, I am quite old so at first I wasn't interested but she is my best friend so I did consider it. By February, I was bouncing like a mad woman on her husband's hard cock. We fucked pretty much every day. He would often pick me up at work to bring me home and fuck me. Sometimes we didn't make it all the way and fucked in the car. Other times, we didn't even make it to the car and fucked on my desk.

I took multiple pregnancy tests and finally g... continue reading

**Part 7- Endless Summer**

After the disappointing sex she had with my virgin friend, I decided that stepmother had waited long enough. She had been obedient after all and to be honest I was dying to get inside her pussy again. I had toyed with her emotions, played my game with her, and now it was time to have some fun.

We were going to be alone at the house all that week, my siblings at day camp and father away at work. This was going to be the perfect time.

I found her in the morning after she returned from dropping brother and sister off at camp that Tuesday. We met each other in the hallway and stopped, she leaned against the wall waiting for me to instruct her.

I made a suggestion.

“Hey lets hang out by the pool today. Get some sun, go swimming, what do you say?”

“Sure, that sounds like fun.”

She answered and turned to walk off toward the bedroom.

“Wear something sexy.”

I gave her a pop on her ass as she walked away.

She continued without acknowledgin... continue reading

Part 5 - Homecoming

That last night away at college was wild. We threw a rager that went on all night. One last party before the summer. A lot of fun, tons of drinking, but boy I felt it the next morning. I was dreading having to pack up my shit and load into my car. I slept most of the day trying to recover.

I finally got around to packing up in the late afternoon. I was starving and got a bite on my way out of town, and headed back home. I was driving back to spend the summer at the house shared by my father, and stepmother. Back to the home I grew up in.

On my drive back I thought of all the fun we could have this summer. What new games we could play, she and I? How far was she willing to let things go? One thing was sure. I was gonna to find out.

I got in fairly late. Around midnight. The house was dark and quiet. I was careful not to make too much noise as I went upstairs. Still half recovering from the night before, I needed a good night slee... continue reading

**Part 2 - A Bold Move**

So before we get back to the story, I want to tell you a little bit about my stepmom.

She is a total smoke show. My father married her about a year after he and my mother divorced. My mom was so fucking pissed... and jealous.

Mother went on and on about how he had married a younger woman, she was over ten years younger than my dad. My mom never forgot it, and I always got to hear her views on the subject. Sour grapes I guess.

When he married her she was like a trophy wife. Young, beautiful, light brunette hair, long and wavy. A real beauty. Pretty blue eyes. Like a beauty queen. Every man’s fantasy.

She and I were never close although I always thought she was sexy. Even from a young age. I was enamored by her. I think I got my first little boner looking and thinking of her as a kid. She never treated me bad, but she never treated me like a son either. She was more interested in starting a new family with my father. I was an af... continue reading