Sex Stories - Anal - PAGE 21

A A Use Found For Dumb Office Girl…

I had employed Carly about 6 months before based on the fact that she had good experience and from her qualifications appeared that she could do the job expected of her. Carly was very conscientious and always began work before time and often stayed late when I required her to do this. As the months passed by and the work given to Carly became more complex to the level expected of the role it became clear that without significant help to do the job, Carly was just not capable of doing the job. Carly had a great personality and we shared a lot of jokes in the office. She had turned me on from the start, with her slim curvaceous figure. Carly was very slim, but had curves in all the right places and had gorgeous arse. She was quite short at 5ft 6inches, with ... Read More»

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My first experience with anal sex was painful. It was not that I didn’t enjoy it, quite the contrary, but the unfamiliar-ness of the whole experience left me wondering how well it suited me. For days after my first time, my ass just didn’t feel like normal. And the very thought of anal sex again made my sphincter tighten. But I knew that my lover enjoyed anal sex, and I wanted to make him happy. I knew that I would keep on enjoying being dominated by him, so I would allow him to fuck me however he chose, but I wanted anal sex to be more than a domination/submission thing. I wanted to know that I could experience physical orgasms from anal sex. So while he was out of town, I decided that I would find out if I actually enjoyed the act of anal sex. One night, ... Read More»

A Boss in Need

I worked at a posh office on the 58th floor of the Sears Tower. I grew up a Chicago girl and would never call it Willis Tower. If they ever try to rename Wrigley Field I think there might be an uprising. My job didn't really meet my needs as far as challenges went. I was a glorified secretary. That English major did little good in finding a job with a living wage. I thought I'd write Catcher in the Rye from a female's point of view. Yeah, I needed to get on that. Although the actual work was boring, filing, answering calls, typing letters, there was a very large part of my job that involved something that made me excited to come to work everyday with a skip in my step. I was fucking my married boss. He was gorgeous. Tall, with large, strong hands, hazel ... Read More»

When I became a horny maniac a few months ago ...

When I became a sex maniac a few months ago, I immediately worried that the Caveman might not be able to handle me - satisfy me. I didn't see that it would take time for us to really learn how to have sex together (duh!). But over these weeks of having a lot of love making and writing stories about it, we've really come along way (couldn't resist the pun). Every time we have sex it's a little different, a little saucier, a little sexier: sometimes because it's naughtier, sometimes because it's gentler, and always because it's starting to feel completely unscripted. By writing these sex stories, I figure out what I like, what I want more of, what rocks my housewyfely world. And the Caveman seems to really be getting his groove on, instinctively knowing how to ... Read More»

What a Night

My name is Keith and I am nearly fifty year of age, I have been married to Debi for just a little over twenty years, Debi is ten years younger then me. Over the years we have enjoyed a happy sex life, not particularly adventurous but satisfying for us both, or at least I thought so.... Until one special night. For the last couple of years 'it' has become a chore, an enjoyable one but a chore nonetheless. When we first married we would indulge our urges at any time and place, if we felt horny we had sex, whether full penetrative or oral. I have always enjoyed cunnilingus so has Debi, who also enjoys fellatio. Unfortunately nowadays the occasions where I am 'allowed' to go down on Debi are rare, she seems to have become much more sensitive to a little ... Read More»

A Defensive Side Trip

I'd been going out with several different ladies before hiring Tracy. Now they were getting ignored. Once I noticed, I decided that Tracy was to getting to me. The balance was shifting. I don't tend to go backwards, so I needed a new and powerful distraction. A few days later I sat down next to this very cute little thing on a flight back from Las Vegas. She had long dark hair, big tits, and a great smile. I'm normally not crazy about big tits, so I wasn't that attracted. On the other hand, the guy traveling with me WAS into big tits. He was sitting across the isle and started hitting on her immediately. She began talking to me, I think as a defensive move. This was the last flight of the night so I assumed she was local. I was right. Her name was Angela ... Read More»

Husband Finally Fucks Some Ass

Bob has always liked a little backdoor action. Only, a lot of women don't like it like that. Unfortunately, my co-worker, his wife turned out to be one of those that didn't. In every other way Cathy is a great piece of ass; but when it comes to 'ass,' well they tried it always at his suggestion a couple of times, and it just didn't turn her on. For a long time Bob just ignored his urgings for butt booty, and Cathy kept him quite content with other exotic sex. Yet Cathy knew Bob still had the desire, and one day she decided to surprise him and do something about it. "I'm inviting a girlfriend of mine from the office over to dinner tonight, don't forget," Cathy told Bob one Friday morning as he was leaving for work. She gave him a wicked kiss and ... Read More»

Bisexual Bandit

Jason Saint Jean leaned back against the wall and smiled at Barbara as she sucked on his cock. On her knees, with one hand holding his cock and the other fondling his balls, Barbara Sumner simply looked hot. A tall and somewhat large woman with short red hair and pale white skin. Her blue eyes shone as she looked at him. The tall, coconut-skinned young Haitian man thrust into her mouth, giving her all that he had to give. All eight inches of his manhood. Barbara closed her eyes as she sucked on him. Jason grimaced as Barbara continued what she was doing. Sucking on his cock and licking his balls. Jason groaned in pleasure. This girl really knew how to work his stuff. He felt an all too familiar rush in his loins and warned her that he was about to cum. When he ... Read More»

First time anal with Leanne

From our first date I knew that Leanne was a freak, in a good way. I had never expected to get my cock sucked in a 2 dollar theatre on our first date. If you would have told me that I would lose my virginity in her parents bed while they were home I would have called you crazy. She was into every fetish imaginable and we we're using a box of condoms every week, considering that we spent five days a week at different schools and she spent every Sunday with her family that is an insane amount of sex. I digress. I walked towards her house in the pouring rain. I got in one knock on her door before her arm flew out and pulled me in. She threw me to the ground in her living room and started gnawing on my neck, I tried not to think about vampires. I looked over and saw ... Read More»

A Surprise Change to my Weekly Massage

As most of my readers now know, I get a massage every Sunday without exception. Lately they have been the same each time; rub and then a tug, nothing more than that. Well, holy shit did I have a great time at my massage yesterday. She started off the massage like she usually does, works the lower and upper back then moves down to the legs and buttocks. When she started on one leg she had me shift my leg up to my side (I sl**p like that so I am used to it) She said it was so she could access my inner thigh area. I didn't take my brain long to realize this also meant a good view of my pecker and balls for her so I moved my leg in a snap. She worked the leg and thigh really fine and did an even good job of getting me hard by banging into my junk quite a bit. ... Read More»

Penetration Nation

We had reached that point in our relationship where you get the feeling that you have figured each other out. Sexually, you’ve tried all the kink, you’ve experimented, you’ve pushed the limits to see how far they can go. Emotionally, you’ve talked about your childhood, your former girlfriends and boyfriends, revealed how many people you’ve fucked, you’ve admitted your flaws and accepted each others flaws. Julie was great and I was crazy about her. We had known each other for 6 months and were settling in for the long run. She was pretty, independent and witty and her body was so perfect you’d think I had designed it myself. A little petite blonde with a well-trained body and sparkling, playful eyes. And she loved me, too, of that I was sure. We had gotten ... Read More»

A Possible Therapy (A Story)

After my wife had discovered my hidden stash of gay porn, our relationship had been like a roller-coaster; with many ups, but always followed by the downs. For a while, for about six months, our marriage had teetered on the very brink of destruction. In fact, I couldn't fathom our marriage lasting for much longer. Part of the trouble was that I immediately began attempting to deny that I was gay. The trouble with that was simple: I actually was gay! However, I did not necessarily wish to see my marriage (of nearly 30 years) go down the drain of the divorce court. There was also the fact that my wife and I had c***dren together! So, on the one hand, I was trying disparately to convince my wife that I "really wasn't" gay; and yet, on the other, I knew that this ... Read More»

Deviant Trip "around The World"

As many men in my position (married with small children) have found - sex eventually takes a back seat to just about everything. But don’t despair there is Good News! This does not have to be the way anymore, and I’m happy to say that sexlessness isn’t the way for Courtney (my wife) or me any longer. Courtney is a very pretty Puerto Rican and Irish girl who; I have found out, loves to be a very dirty girl. She is 5’4”, 120 lbs. with a perfect ass and exceptional tits. (They’re only an A cup but they are absolutely perfectly shaped with soft pink nipples that harden like pencil erasers on contact) She has long brown hair, soft brown eyes and all eyes gravitate to her when we go out, especially when she doesn’t wear a bra (which she never does). We first ... Read More»

Butt Slut Part 1

One day I was laying on my bed, had my legs all spread, and was working my pussy with one of mom's vibrators, the electric plug in one they call a Magic Wand. You don't stick it inside you, like a dick. It has this big massager head on it you put on your clit and it will make your brain melt out of your pussy. I was moaning and stuff, figuring the guys were probably watching because they could hear the buzzing and the moaning. It took me a minute after the first time I came to realize they were standing at the foot of the bed, just kind of smiling at me and stroking their dicks. I figured sooner or later they were going to fuck me, so I thought ok, this was it. Mom was out for the evening so we had plenty of time to play. I was ready for it and there wasn't ... Read More»

No Holes Barred....

Rob, sitting his office, the window open to the back garden, finished his tea and thought about his wife. After all these years, she still had the ability to make him harden just thinking of her. He mused that he had been up that pussy of hers a million times but each time it was like the first. But a stray thought several months ago had turned to obsession and he wanted not just the pussy but that sweet little hole just down from it. Anal sex was not something his usually adventurous wife had ever expressed an interest in exploring, and a few tentative forays towards that delectable hole between those beautiful plump cheeks had been seen as a misdirection and she had made it quite clear that there was no going there. He however had other plans. He had been ... Read More»