Sex Stories - PAGE 34

How to Have a Threesome in Milan

“By the way,” he wrote, “there are two of us…” I sat in the semi-darkness of the room, the light of my phone screen the only illumination. My friend Joanne lay curled up in the bed opposite, her breathing settling into the slow and steady rhythm of sleep. On a mattress at the foot of the bed, Maria was swaddled in blankets, already slumbering. We had spent the penultimate night of our trip in Milan drinking cocktails and dancing like wild things, sauntering tipsily back to Joanne’s apartment soon after 2 a.m. The girls had fallen into bed upon our return, but I was still buzzing with energy. I wanted more, so I had turned on my Grindr app. “I think I’m interested,” I wrote back. It was a dry October night and the city streets were washed in the buttery ... Read More»

An Old Codger

As she sat down my girlfriend Sandy said, "That old codger is sure eyeballing you!" "Who? Where?" "Over there." She nodded her head toward a table where three males and a female were sitting. As none of them were looking at us, I had a chance to study them. The three males seemed to be a grandfather, son and grandson because of their similar appearance, with the female being the son's wife. "He's been looking at us ever since you came in." If my girlfriends, Sandy and Susie, and I do not have dates, and quite often when we do, we usually meet on Friday and Saturday nights at the Corral, a country and western dance place. If we end up by ourselves at the end of the night, much more often than not, we adjourn to one ... Read More»

One Dream Night

A new group of friends I had been hanging out with recently had some really good ties with some powerful people. One of them knew management at Playboy and got us into after parties quite frequently. It was incredible to see all the famous faces there, some doing things you’d never imagine like getting involved in wet T shirt contests.I was just a bystander to it all. The women were all beautiful but I never tried to get to know anybody, I thought we were all there just for the night and only wanted a good time. But it didn’t hit me until one night what a “good time” encompassed. At one particular playboy after party which didn’t seem so special me and my friends were at at a table having a few beers and discussing what sporting event we were going to go to ... Read More»

Maureen's Slips Chapter 03

Inside the Tent * Maureen had told me that the two of us were going to the forest to check out the facilities and so on. We would be spending a night at the site and she told me that she had a tent and would, of course, borrow another one if I wanted so that we would have a tent each. I quickly said that if her tent was large enough for two I'd be happy with sharing (wouldn't I just!). I had always loved camping and had spent many summers under canvas in the company of my parents and brother and sister. This time, however, I was to be spending an afternoon and a night with only Maureen for company and that, believe me, was something I was looking forward to. In the last story I related how Maureen and I both waited and watched for three boys who had ... Read More»

Barbie's Birthday Wish

Barbie, my wife of 18 years was not exactly looking forward to her upcoming 50th birthday. While she still looks hot (to me), she has noticed a few extra pounds here and there and has always been self-conscious of her butt. I tell her that she has a J Lo butt, but she thinks it's a bit big. Barbie is a 5' 4" blonde with intense green eyes and a nice 34C bust that still sits up nice and high and firm. She has slender legs and likes to wear miniskirts and heels to show off her legs and give her an appearance of being a little taller. About a year ago I got her into swinging. We were on a trip to Vegas (which we take 2-3 times a year) and I talked her into checking out a swinger's club. Barbie has always been quite open minded sexually, but it took a little ... Read More»

For Sacrecco

Heather was sat in her picture window looking out into a starlit sky; it was 9:00 at night, and it was dark in her sitting room. She had turned off the lights, it was a beautiful night watched by an equally beautiful woman. Her soft angelic hazel eyes were filled with tears of sadness, what was she going to do now? This very day had been the day of her husband's funeral, and now she felt she had been left with nothing. Although her now late husband had left her with a rich monetary future due to insurance policies he had wisely provided them with. And also a healthy bank balance. His death had been as sudden as it was unexpected; he had just collapsed in his office suffering a massive heart attack from which there was no recovery. She was on her own this ... Read More»

Goodnight Brian

A story about an unusual young man in a strange situation. ... Waiting... I'm waiting in my bed, which is the same bed I've slept in for the majority of my 19 years. The only light in the room comes from the tiny air freshener/night light over by the door, and from whatever the moon provides through the slightly open curtains. It's almost 11, and I have a class tomorrow morning at nine, not that it really matters, because when he wants it, he gets it. I have a hunch that he wants it tonight, which is why I'm ready for him. The "he" I refer to is Chopper, and he's an enormous man who got his nickname because of his mechanical talents with motorcycles, as well as with muscle cars. He's a guy pushing 50 who's about 6'3" and over 200 pounds, with a ... Read More»

For my Tgal Mistress

If one night You don't feel sl**py, that's the kind of thing i could do to help You with that: You'd be laying on Your bed, in pyjamas, ready for bed, but not sl**p. i would take Your pants off. First i'd put Your still soft cock in my mouth, feeling it grow bigger on my tongue and sucking it deep and fast. While i am stroking Your cock with the back of my throat i'll be playing with my ass, injecting some lube in it and then inserting a dildo, a long and large one. i would have one hand on the dildo, the other on one of my nipples, and my head bouncing fast and deep on Your pubis. When You'l be hard enough i'll stand up and turn my back to You. You'll see how deep i could insert that very big dildo. i'll remove it in front of You and You'll see my gaping ... Read More»

Fantasy cums true

I was on a business trip staying in a nice Hotel. After a business meeting in my room I called down for room service. The maid came up a few minutes later and I let her in. She was stunning, 5' tall with black hair and the bluest eyes I have ever seen. Under her uniform you could tell she was very well endowed at least a 34 DD. She came in and took care of the room. Thru small talk I found out her name was Terri, she was 28 and single. I thanked her and gave her a tip when she was done. As she left I had to watch her walk down the hallway, her little heart shaped ass swaying back and forth. The next day and another meeting and another room cleaning. This time I ask Terri out for a drink. Terri said, "Yeah right, why would a guy like you want to go out ... Read More»

The Masquerade

Samantha sighed as she sank down into the hot water in the tub. The last thing she wanted to do was to go to a boring office party tonight. She had a very long week at work and just wanted to stay at home this weekend. Her boss had come into her office Wednesday just before she was leaving and tossed an invitation on her desk, and politely asked her to go the party this Friday. Of course, she had to, seeing as how she didn’t want to irritate her boss. She was first up for a big promotion next month and didn’t want to screw up her chances at it. What made it worse was that when she looked after the invitation, she noticed that it was a masquerade party. Of all things, she thought. Samantha lay in the bathtub thinking of the evening ahead. The only thing of ... Read More»

First time

For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. She was just gorgeous - an adult film star named Dani. I saw her at the store. She had red hair and long legs, and I recognized her from a couple movie boxes. I was nervous, but I went over to her and introduced myself and told her I thought she was beautiful. I was sort of blushing and mum- bling, and she thought my shyness was cute. The next thing I know, we're at her apartment. I was nervous, and had never even gotten laid before. I had jacked off a lot, but I ... Read More»

First Time Behind

It was the first time my boyfriend had rented a hotel room for us, and I was sure that he wanted to fuck more than just my pussy. As we began the foreplay, I knew immediately that he was going to fuck me in my ass. He began sucking on my tits holding me tightly with one arm around my waist while his other hand was finger fucking me. I was extremely wet. He then got up and proceeded to lay on top of me, holding both my hands above my head with one hand. He softly began kissing my ear and as he did that, his other hand moved down my ass. With his legs, he spread mine slightly open and then with his finger searched for my asshole until he found it. I was startled and he began to whisper into my ear..."shhhhh, you're going to love it". He then stuck his ... Read More»

Old Man, New Business

Over the years lots of things had changed in my life. Marriages had begun and ended, kids grown up and left home, houses bought and sold, eyesight got worse, and my once fit body betrayed me. Here I was at 61 with only one vestige of my youth, my sex drive. And, because of medical problems, I couldn't get a hard on to save my life. I spent about two years being depressed that fucking and making love were no longer what they used to be. I was also a bit depressed because the company I worked for was going through some downsizing pains and it looked like I was next. I had lunch with a friend, Julian, who was downsized out of an eighteen year career two years ago. "Find something that brings in a little cash and you enjoy." That was the sum of his advice. ... Read More»

Her Maiden Aunt

Graham Leek had been going out with Katey White for over a year now and he worshipped the very ground she walked on. Katey who was a very pretty flirtatious rather proud young lady seldom kept a boy friend for long: she was twenty nine and lived with her maiden aunt Miss Tomlinson in a fine house with large bay windows and a well kept lawn. Graham was fifteen years older than Kate but he was putty in her hands and that was why the relationship went so smoothly. "Now Graham its time you and I had a serious talk about our future you know." "Yes my darling but you know how I feel about you I'm willing to name the day whenever you wish." "Yes but there is the problem of Aunt Agatha and we need to discuss it sensibly." "She can live with us my sweet just ... Read More»

A Beautiful Partnership

For Alex and Victoria Drummond, both the young product of a highly respected and expensive private education, it seemed like the perfect job. The money on offer was far in excess of what they could have expected to earn anywhere else and it meant that they would be working together. It also meant, should they take the offered position – and as far as Alex was concerned, that was a forgone conclusion – that they could combine their two favourite pastimes: making money and having sex! But of course no one was going to pay them large sums of money to have sex in the privacy of their own bedroom – or anywhere else private for that matter. The young couple would be expected to reveal their most intimate moments on stage in a live sex display. Neither Alex or his ... Read More»