Sex Stories - PAGE 222

Shared Fantasy: Heather's Wish

"I want to try anal sex." The six words were written in careful script on an otherwise empty page. The page was in the hands of Tom, a 22 year old college senior. It had recently been inside a blank envelope which Heather, Tom's girlfriend of eight months, had given to him. Tom was a bit surprised. Was Heather serious? Could real girls, those outside of porn, actually enjoy "butt-sex"? Tom had assumed that women only consented to it to satisfy their boyfriends' desires, and it was never a particular fantasy of his. Yet here in front of him, in his girlfriend's unmistakable handwriting, was her "Biggest sexual fantasy I could never say out loud." Tom and Heather had met through mutual friends. He admired her independence and ... Read More»

The Debauchery Of Hope Chapter 05

Thankfully it was warm for a Mid-Winter Saturday morning. The 25 minute drive out to the property they were looking at had been picturesque for LJ and Hope, especially with the sun steadily rising to the East as they headed out of town. They both had to remind themselves as tranquil as the trip had been, it was done at 8am on a Saturday morning when most any other time it would certainly be a lot more time consuming. The property itself seemed to be exactly what they were looking for. It was a shade under 20 acres with about half the land cleared, a house that was situated well off the road and even a lake that was stocked with fish, not to mention a barn and a couple of buildings already raised. The catch was the property had been the site of a rather large ... Read More»

Plumber's Perks Chapter 08

The strange episode with Sarah had me feeling used, yet it was also tremendously exciting... If nothing else it boosted my confidence when it came to pleasing women, at least in a sexual sense. Debbie had been talking about setting up a get together with her friends Connie and Samantha, but so far this hadn't happened. It seemed to be a problem to get all three ladies together at the same time and place....still, something to look forward to I guess?? In the meantime work progressed as normal, Trish occasionally asked me to spend the night in her bed, much to my delight...she was a hot blooded lover, yet she had the ability to remain cool and detached most of the time when we were in the work environment together. Sarah had been in town a couple of times ... Read More»

Meet up of a life time with a tranny

So one day a couple of months ago, I needed some BC powder, Chapstick and something to drink. I walked in and headed to the headache isle. As I walked back I noticed there was a really hot looking Latina girl in the same isle. As I walked by she looked up and smiled at me. I said hello and walked on by. I got to the medicine and she was still there but had her back to me. She was wearing tight blue jeans and a black tank top with sexy heels. While she had her back turned I took the opportunity and looked at her butt. Man it was nice. She turned and caught me looking and I went the other way down the isle. I got my things and went to the register. She was there checking out. After a couple of minutes I noticed that she was having trouble with her debit card. She ... Read More»

Coffee Shop Couple

Some days do not go as planned. Sometimes this can be a good thing. What had been planned as an orderly and mundane, but busy day, transpired very differently. I was at work and had planned to leave at about 6:00 to do some late night shopping. It was about four in the afternoon when I got a reminder email that my local coffee shop, which serves absolutely divine coffee, was having a Christmas party. I had previously said I would be attending. Christina is the young lass who manages the coffee shop, a petite 23 year old brunette who has always looked after me each morning with a steaming hot flat white. I have always been loyal to my morning coffee supplier, a habit I have had since my younger days. When I got the email I decided I better pop in for a ... Read More»

Voyeur Boy

My roommate Ceaser of 1 year was a real ladies man having a new girl over every 2 weeks. I think the first time I was actually attracted to him was when when he was going at it late one night with one of his random girls. She was loud and it was annoying, for me anyway who had been in the closet my whole life. But then in the middle of it something happened that made me take the pillow off my head. Ceaser started moaning which is something he never did. I guess he was just so into it that he just let himself go. Our rooms were right next to each other with only a wall between us so I shifted to the other side of my bed and listened intently. I found myself picturing him 6'01" black semi-curly hair with his well toned body grinding on top of her bare assed in the ... Read More»

Demon Unleashed

The ache to control rose inside me until my mind swam with it. My hot blood pulsed and I could take him, own him, replace his will with my own. The dominatrix demon inside me seduced, promising to soothe my hot needs at last, and I succumbed to this third mind. Nathan appealed to me tremendously in this moment, because he stood resolute. He stared into my eyes defiantly. He would not melt for me. The demon behind my gray eyes promised me that the collapse of his will would give me deep pleasure. The wicked entity inside me played Nathan's game, enjoying the hunger in the three of us. I looked at Nate standing again in a motel room, this time sans blindfold and trembling voice. He sounded strong as he explained the reasons our coupling would not occur. His ... Read More»

Same Time Tomorrow

As I've gotten older, entering into my 40's, I find myself fantasizing more and more about younger men. I think my most recent naughty fantasy, which was ultimately fulfilled, involved the 21-year-old man who was I sharing dog-sitting duties with for a mutual friend. David is covering the 'night shift' for the weekend, and I'm coming over in the morning and afternoon. I've run into David a few times in the past, and he's always been very sweet and polite. Often I've found myself noticing his gorgeous bicep muscles, the way his jeans fit his tight, young ass, and the way his mouth and lips curved seductively when he laughed. I had to stop myself on more than a couple of occasions from staring at his crotch. Dog-sitting was to be from Friday to Monday. I ... Read More»

A Lovers Desire

"Come here." He motioned with his index finger in an effort to trump my hesitation. "Drew, I..." The inside of my mouth grew dry and I traced my tongue over my lips to moisten them. Reluctantly, I took a step towards him. "That's it sexy." He closed the hairline distance between us and draped his arm over my tense shoulders. "Come on now, you'll enjoy this." He lifted my chin with his finger to meet his eyes. "It's what you want remember." The allure of his hazel eyes shone in assuredness, alleviating my reservations. "And I want to give you what you want." His lips gently brushed mine. I nodded, and looked over towards the bed at her naked silhouette. She was beautiful, I must confess. And for whatever reason, she stirred an unfamiliar tingle deep ... Read More»

Ass & Grass in Ashville

We were camping in a national forest with a whole bunch of other people our age, many which we knew, but none very well. Right away we had shitty weather - cold and rainy. We decided to move on, seeing that things weren't shaping up to be any fun where we were. Mia then mentioned that she had an aunt that lived outside Ashville. "I haven't seen her in a few years, but she was always cool. I'll call her, it'll be worth a shot. Anything's better than this," she said as she wrapped a damp blanket tighter around herself. We were all in agreement. As it turned out, her aunt was on vacation in Florida. Her machine had a number where she could be reached, and Mia easily got in touch with her. After a few minutes of small talk and reminiscing, we got the go ahead ... Read More»

The Night After The Evening Before

There are days when it just doesn't seem worth getting out of bed for. That day felt like one of those...how wrong I was. The early evening before the night was a really bad one, the guys and gurls from my ex-company wanted to "do" Amsterdam in a big way. As the resident expert I was the tour guide, bars, dope cafes, sex clubs, and finally dinner at Sleepers-the latest sexy/exploitation club on the yuppie circuit. Frankly it was just embarrassing, Ann and Shona were virtually fucking in the club, I think Ian and Andrew did, the bouncer had to get me to get them out of the loo. Andrea stuck her hands down the waiter's pants, and I thought Mark was going to end up in a fight with the next door table about some finer point of American foreign policy. ... Read More»

Just the tip

I was working a 6 day week for the past 3 years and needed a break. So I decided that being an introvert, and my past experiences with travel(read other stories), that I would get ready for a getaway alone. I was leaning towards going towards heading to Greece again but I couldn't find a good travel agency with a good price. After constantly looking for deals during office hours, I found one that was pretty good but it was to Switzerland. Researching the countless options of packages, I decided to sign up for a free-and-easy tour. After a grueling 14 hour flight and a collective of public transportation, I arrived at my hotel. It was named The Grand or something like that, having an old century charm set in picturesque town with cozy shop lots littered by ... Read More»

Practice Makes Perfect

"Have you been practicing lately?" you asked me. "No, not really, it's been a while," I reply. You encouraged me to practice, to prepare myself for you to fuck my ass. I've admitted to being a little scared, a little apprehensive of the prospect, but, you promise you'll make me enjoy it, so I practiced. I had gotten in the habit of this practice nearly every morning in the shower, and then, I found myself more interested, and I took the practicing to new levels. I began experimenting with my purple vibrator. I learned what I liked, and how I liked it. I learned how to control my muscles, to squeeze them tight, imagining that it was your dick that I held so tightly in my ass. I imagined that your body was behind me, pushing harder and ... Read More»

Dear Pen Pal

Dear Pen Pal, April 20, 2007 How are you? I am fine, well as good as it gets I guess. Thought I would start by describing to you what I look like. I am 18year old, level III girl, 5'8, long legs, great abs and long red hair. Blue eyes with long lashes, tasty pink lips, and a killer smile. Not to sound consisted but I am a knock-out. I just wish someone else would notice. I am the least popular girl in this entire town. I have never had a date; I have never even had a guy wink at me. I am a straight A student who spends most of her time studying cleaning up the house, or working at my family's business. But what my family don't know about is my secret life in my room. I probably shouldn't tell you about it, but since we will never meet and we will only be in ... Read More»

Slave in Training

There's never anyone that I'm interested in at my school. None of the guys here are hot, and I don't even want to deal with them anyway. That's why I began going out and looking for older guys, ones that know what they're doing. Since I just turned eighteen, that meant that I was fair game for any guy that wanted me. It was an exciting thought, and it often made me feel a bit intimidated, but I'm okay with that. I was done looking for guys at school, so I decided to start looking in other places. Gay bars, no luck. Stores, no luck. The park, you guessed it, no luck. I was about to just give up, until one day I met someone absolutely perfect for my needs. It wasn't a graceful introduction by any means. I was at the mall with some of my friends, going into the ... Read More»