rectal sex stories – Page 5

Rick and Caroline part 9 (part 1)

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by Bob ************ Note: This story contains scenes of non-consensual sex. This is a work of fiction, and is only intended to be read as a fantasy. Just as some women have fantasies of rape, but would never actually want to be raped, this story is only a fantasy and neither the author, nor the site on which the story is posted, would condone these acts in reality. If you are offended by this type of fantasy please DON'T READ THIS STORY. ************ As August wore on I didn't have much work at the young couples house. We were waiting...

Robbie – First Punishment

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Part 1 It had started out of boredom. I was a young 8 year-old and really knew better but the game of the day was to see if we could skip a rock underneath a moving car. My best friend Mark and I had been practicing on our quiet street for ages it seemed when a likely car appeared. It was up to me and I had my little stone ready to go. The plan was ridiculous of course. The rock took one bad bounce and flew up into the side of the car with a resounding 'thunk'. To Mark's...

Sammy’s Hot Summer Ch. 2: A Helping Hand

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I couldn't believe it. One minute I was laying there in bed, jerking off, and before I knew it, the room brightened, as somebody turned the lamp on. I hadn't even heard the door open. I turned, and there she was, my neighbor Bethany, dressed only in a pair of heels, her red hair cascading down her back, her huge tits ... well, just huge. Before I even knew what was happening, she had crawled on top of me, pushed my sheets aside, and was riding my cock, her nails digging into my chest, her breasts bouncing, moaning louder...

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Tags: anal, anus, big-breasts, huge-tits, masturbating, mom, mommy, mother, mother-son, rectal, rectum

Sammy’s Hot Summer Ch. 3: A New Arrival

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The next morning, as I walked into the kitchen, I found myself faced with the odd dilemma of being both relieved and terribly disappointed. The first, because my mother hadn't decided to take another day off from work. The second, because as I glanced out the window, I noticed that Bethany's car wasn't parked in front of her house. Which meant she wasn't home. Which meant I wouldn't be going over there for some new sexual thrill this morning. Oh well. After a moment of sadness, I realized I was being kind of silly. For all I...

Sammy’s Hot Summer Ch. 5: Strike a Pose

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When I arrived at the front door at noon the next day, Thursday, there was no answer. So I went around the side of the house, back to the pool, thinking that was where I'd find the lovely "Busty Bethany", a web model who'd moved in next door to me less than a week ago, and who'd already managed turned my 13 year old world upside-down. Her car was parked in front of the house, so I assumed she must be home. After all, she was the one who'd specifically told me to show up at noon. Yet as I...

Sensible Shoes

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I am a shoe salesman. I work at GERARD'S, which is a small up scale independant shoe store in west L.A. We sell women's shoes, and, in order to compete with the big stores we have to give the customers reasons to come in to our store rather than going to the competition. One of those reasons is our policy of service to the customers. The boss says, "Treat 'em like they just bought a dozen pairs, whether they ever spend a dime or not." That meant measuring every foot, and helping them on and off with shoes, which means...

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Tags: anal, anus, nylon, older-woman, rectal, rectum, satin, stockings

Sex for Sale

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Now what am I going to do? The question struck to my core. For months, I had been making pretty good money selling adult novelties in people's homes, much like Tupperware parties, except, well, not just anyone was invited. And this is what happens when you don't know your host. My husband, Steven, and I had needed some extra money, and a small article in our newspaper had piqued my interest. I'm sure Steven would admit that it piqued his as well. From Steven's perspective, he lost weekend days and nights with me, but he gained by testing the wares...

She’d Been Alone Too Long

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Lisa Lorraine Bishop-Sullivan sat across from Bill on her white leather loveseat, her deep tangerine skirt riding high on her long shapely tanned legs. Her full breasts were straining at the thin material of her tight stretch top, her nipples plainly visible, hard, erect, shouting "touch me, Bill" mockingly across the room. Her tiny feet and ankles were framed in a beautiful pair of white stilettos with very thin straps around the ankles. Her face was radiant and lovely as always. Yeah, OK, she was getting to be a pain in the ass for him, but what a darling pain...

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Tags: anal, anus, aunt-nephew, rectal, rectum, satin

Proper Placement

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Agnes, my mother-in-law looked at me, an exasperated look on her face. "What is wrong with you?" She snapped. "Am I asking the impossible, or what? Is it too much that I ask a simple little favor?" "Oh c'mon, Agnes." I argued. "Jesus! Where do you get the idea that it's such a simple goddam favor, eh? I'm thinking that.." "Stop that profanity!" She said firmly. "I'm not religious, but I won't have you talking to me like that. A little respect if you please!" I modified my voice. "I'm sorry Agnes. You know I respect you. But this is...

Reaping the Benefits of a Drinking Sister and Mother

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Terri sighed. Here was another Friday night, and the fifteen-year-old was stuck baby-sitting her brother again! By all rights she should be out with Bobby Flynn right now! Specifically, she should be in the back seat of his beat-up old car, with her legs up in the air while the twenty-year-old college student used up three packs of condoms giving her the pounding she craved! She had grown so used to Bobby bitching about using the condoms, that she considered it just a part of foreplay. Despite all his begging to go bareback just once, he was scared shitless at...

Richard’s Condition

5/5 - (1 vote)

As a middle-school boy Richard was sent by his parents to spend part of his summer vacation with his aunt who had a big home in a resort area. The aunt had experience raising boys of her own. She welcomed Richard on his first solo outing by giving him his own room and scheduling her days so that he got lots of activity.One of the first activities was a morning walk. After breakfast the first day there or soon after she and Richard went for a long walk. It was very pleasant until Richard felt the urgent need to get...

Rick and Caroline part 2

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I arrived a little earlier than usual and knocked at the side door. After a few minutes Caroline finally answered the door. She came to the door looking like she'd just rolled out of bed. Her hair was messy, she had no make up on and best of all she must have been sleeping naked because she had wrapped a little cover up sheer white robe around her shoulders. She was trying to tie the feather trimmed robe at her throat as she opened the door. Needless to say it hung open exposing her naked body, with nothing but the...

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Tags: anal, anus, doctor, humiliation, medical, nylon, punishment, rectal, rectum, spank

Rick and Caroline part 3

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The next morning Caroline greeted me at the door wearing the shirt to Rick's pajamas. She had on a pair of feather trimmed high heel slippers. As she walked up the few steps into the kitchen I saw the bare cheeks of her ass. "Coffees ready!" She said, placing a cup on the end of the table where I usually sat. I could smell the bacon cooking in the frying pan. "RICK! Rick your breakfast is ready!" She called out lovingly to her husband. "I'm so hungry I could eat a horse!" Rick said coming into the kitchen. He was...

Rick and Caroline part 6

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Caroline greeted me at the back door after I'd knocked twice. After my outing with the three women my night of appreciation, I didn't know what to expect. She seemed happy to see me as she pushed the door open for me to enter. Caroline must have been in the shower, her hair looked damp and I could see that she'd just started to apply some make-up. She wore a vividly sheer black top; it was a small jacket of sorts. With a single tie just below and between her breasts. From the join between her breasts (that just screamed...

Peter File #11

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In which Nurse Collins recruits Peter for a demonstration of patient care procedures. Editor's Note: Every practicing nurse is well aware of the involuntary sexual arousal experienced by many male patients receiving enemas. The symbolically submissive posture of the enema recipient, the forced exposure of private parts of his body, the sense of personal invasion, and (most importantly) the intimate pressure of the warm enema fluid on his sensitive prostate gland often produce a sexual response in the male. Although the response is harmless and entirely involuntary, and usually goes away as soon as enema delivery is completed, many men...

Playing with Mummy

4/5 - (2 votes)

"Ready for a bath honey?" Anne asked her son as she stood in the living room doorway, already in her flowing white dressing gown. "Almost mummy," Sammy replied. The dark-haired child was kneeling on the floor, wearing just his Spiderman pyjamas as he scribbled in a colouring-book with wax crayons. "It's getting late," Anne replied, "It'll be bedtime soon. C'mon honey, it's a school night. You can't stay up forever." "Okay mum," Sammy said. He sighed and put the book and crayons on the coffee table. Like any eight-year-old boy, he didn't really like the idea of having to go...

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Tags: anal, anus, enema, masturbating, masturbation, rectal, rectum

Premarital Exam

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Prior to our wedding, my wife and I each had to undergo premarital examinations. Both our religion and our culture prohibit premarital intercourse, so we were both virgins. I had no idea what to expect. Although my wife had had pelvic examinations and pap smears before, she didn't have a clue as to what exactly these premarital exams would entail either. The doctor chosen to perform these exams was probably in her mid forties, cute, slender, and most importantly, understood both our culture and religious beliefs. She understood the necessity of the procedures, and the traditional methods of conducting the...

Panty Heaven

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I've had a panty fetish since I was 14. My first girlfriend always enjoyed wearing bikini's which were mostly white and the material was shiny (silky, nylon, satin) which drove me insane. Whenever we fooled around, she always kept her panties on so I could rub my hands all over her panty ass as we were having sex. The thrill of touching her silky panties was like a feeling I never had experienced before and definitely didn't want to lose. However, all good things come to an end and we parted ways a few years later. For the next 15...

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Tags: anal, anus, nylon, panties, panty-fetish, rectal, rectum

Panty Loving Principal

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Lisa strode down the hall to her English class, happy that the school day was almost over. At 16, she was a junior at Maple Valley High School and about the only thing that was on her mind at the moment was getting the hell out of school for the day. As she reached into her locker to get her English book, her folder containing all of the past night's handout assignments fell from her arms and scattered on the floor near her locker. 'Shit,' Lisa thought, knowing that she would be late for class now because of the accident,...

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Tags: anal, anus, big-breasts, huge-tits, punishment, rectal, rectum, spank, spanking

Paperboy Adventures

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I LOVE the stories that have been submitted recently about women's underwear, exhibitionism, and voyeurism. I had several experiences as a young teen that turned me onto girls' underwear for life, and still to this day I enjoy the occasional wank with a nice silky pair of panties, a slip, or pantyhose. The summer I was 14 I delivered newspapers in my neighborhood. I had about 30 customers, and it would generally take me an hour to pedal my bike up and down local streets in the late afternoon to make my deliveries. My favorite days were Friday, "collection day."...