These are funny, but karma being the bitch that she is, my activities eventually caught up with me. The summer before I started law school, I was seeing a girl in Miami named “Courtney.” She was incredibly hot–one of those girls you have a physical reaction too as soon as you see her. One time we were fucking doggy style, incredible sex, and right as I was about to come I pulled back too far and my dick came out. I didn’t realize it, and as I thrust forward again, instead of going back into her vagina my dick stuck in her ass crack (NOT into her asshole, but her crack, between her butt cheeks, like a hot dog…sort of). I was leaning over her, my face right above the back of her head, and I looked down at my dick right as I hit climax…and shot nut INTO ... Read More»

was dancing at a club, when this guy started looking at me. He just stared there none stop, as if he wanted me to go to him. So I did, and he lead me to the nearest wall and put his thick warm tongue inside my mouth while rubbing his body against mine. He pulled my skirt up and I didn't know what to do so I just looked at him as he slowly put his hand inside my underwear and started playing with my clit. The loss of control excited even more. I went to the bathroom with him and we fucked against the mirror. Read More»

As Nick walked out of the jet-way finally getting home from his deployment in Saudi Arabia, he was surprise as hell when the first person to come crashing into him to give me a big hug and a kiss wasn’t his pregnant wife, but his sister-in-law Samantha. The now 17 year old girl was crying happy tears to see him. After giving him her wonderful greeting, she stepped aside so Theresa could take her rightful place. Nick reached down to pick-up his little girl, Julianne and gave the toddler a big hug. At first the girl seemed a bit skittish as though she didn’t recognize him, then all of a sudden the girl got a great big look recognition and wonder on her face and exclaimed “DA DA!” She wrapped her little arms around Nick’s neck and squeezed. Then the girl giggled ... Read More»

Autumn's father and I have been friends for a long time. I used to baby-sit his baby girl Autumn all the time when she was around 5 years old while he and his wife were off at work. By the time Autumn started going to high school, she and her parents moved to a new location. I was upset that my best friend had just moved. They were pretty much the only family I had ever known. Being 40 years of age, life sure does suck when you're lonely. It's been a few years since I have seen Autumn and her family. But one day out of the blue, I got a phone call from Autumn's father Henry. I hadn't spoken to him in ages, and I was very pleased to hear his voice. We talked seemingly for hours on the phone before he had to go. He invited me down to his new work place just an ... Read More»

My cock was pumping as deep as I could get it into Suzy's pussy, that Joe had just fired his sperm into, which made my turn fucking her the greatest sexual pleasure that I could have with her. Having her after he had fucked her for several minutes, until he came, was always how I wanted it. Sometimes I could barely wait for him to discharge into her, so I could take my turn and enjoy the heat and feel of his sperm on my penis. It was a beautiful moonlight night and we had taken to continue our threesome every Sunday at the beach. To see a full moon reflecting on the ocean and hear the waves breaking on the rocks gave added pleasure to the enjoyment of sex between us. It had been Suzy's idea originally, to take our sexual fun at a little secluded beach and as ... Read More»

“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»

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»

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»

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»

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»

"Please take me with you," Ruthanne begged her husband, "I won't be in the way, I promise!!!" Jake Gannon kissed his wife gently on the cheek and whispered softly into her ear, "This trip is strictly business, honey, now I'm only going to be gone for a five days, and besides, I'll call you every evening!!!" As the tears began welling up in her eyes, Ruthanne watched her husband of six months driving down the street on his way to the airport for his trip to Mexico City!!! Turning tail and running into the bedroom, she flopped herself down on the bed for a good cry until she was finally over come with blessed sleep!!! It was hours later that she opened her eyes to a darkened bedroom, and while struggling to get her bearings and ... Read More»

Margaret rolled over lazily and blinked her eyes against the bright California sun pouring in through the windows. She stretched luxuriously and arched her back, giggling as her nipples brushed against the sheet. She was a small woman, and this bed was enormous. Sitting up and looking around the room, she realized her daughter's taste in home decor was nothing like her own. The room was fussy and full of chintz and pastels and roses; absolutely nothing like Margaret's modern black, silver and red. It was the first morning of her vacation. Before she did anything else, she intended to put on her new bathing suit, make her body shine with suntan oil, squeeze herself a pitcher of cold mimosas and plop herself down by the pool to soak up some much-needed ... Read More»

I was 25, and I had developed my first ever schoolgirl crush. I was a first year law student and he was my professor. He had attracted my attention slowly – there was nothing particularly extraordinary about him, but I'd always been the type to be more attracted to someone once I had a sense of his personality. Professor Smith was in his early fifties, with graying brown hair, blue eyes, and academic looking glasses. Your average middle-aged law professor, for the most part. But after a few days watching him lecture, I found that there was just something about him that compelled me. I had taken a place in the front row because it was one of the few left by the time I got to class on the first day, but I soon became glad for my position as I sensed his eyes on ... Read More»

Nat was still sleeping when I left for the golf course at seven thirty, the morning following our 'sex on the beach' fun. My instructor for 'tune up' was Anita, as it has been since I started coming to Maui, five years ago. Then, I was into guys; now, not so much, laughing aloud at my thought. I have assumed that Anita was gay since day one; she'd never 'come on' to me, but there was 'something' in the way she's looked at me, talked with me since I started with her. Like I said, though, she'd never made any moves. Of course, until this year, my head wasn't thinking or looking for anything other than a cock to fuck; if I felt like it, that is. Pulling into a parking spot, I also wondered, if I'd behave differently towards her or notice anything like a ... Read More»

I decided to take a vacation to a Gulf Coast resort to get my life moving again and I was talking to a friend at work about it and she, I am a male, said she would love to go. Her husband worked out of the country and hadnt been home for 3 months and I knew she had a little wild side in her. She said that she needed to get away as well. I told her that I had a one bedroom condo and she said she would take the couch if necessary. I told her ok and if she was serious to be ready on a certain day at 800 and I would meet her to pick her up. I told her that I would give her an extra 15 minutes but if she didnt show I was going on. I arrived at the spot at 800 and she had me follow her to her home to load her stuff. She was looking fine in a paid off shorts and tank ... Read More»