rectum sex stories – Page 5 – Page 5

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

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

September 18, 2024 No Comments

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

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

September 18, 2024 No Comments

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

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

September 18, 2024 No Comments

Sensible Shoes

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

September 18, 2024 No Comments

Sex for Sale

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

September 18, 2024 No Comments

She’d Been Alone Too Long

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

September 18, 2024 No Comments

She Lets Me Expose Her

My wife of several years, Jessica, and I began dating in high school. She was only my third conquest, I her first. For years I prided myself at having been the only man to have seen her tiny, firm little a cups, her flawless round ass, her pussy. Over about 10 years though, there have been rare accidental exposures, some of which I’ve written about before. The first was a simple gaping shirt, with my old college buddy getting a 10 second, unobstructed look down her blouse, passed her padded bra that had fallen away a bit, to her tiny,

September 18, 2024 No Comments

Shopper and the Stock Boy

Chapter One – Dressing by the rules Jennifer Hart walked determinedly into the exclusive ladies clothing shop. It was late in the day and nearly closing time. She needed a new outfit and she did not want to miss the end-of-season sale. Surely the store could stay open a few minutes longer if necessary. Her high heels which had clicked noisily on the side walk were quiet on the tasteful carpeting. Greeted by a sales clerk who glanced tellingly at her watch, Jennifer looked quickly through the racks of sale clothing. A chic beige colored dress caught her eye. She

September 18, 2024 No Comments

Shopping Trip With Mom

Every Friday my sister used to get off work at noon time and my mom and I would always go pick her up. I usually looked forward to these days because usually the three of us would go out for lunch. One Friday about three years ago my mom and I left as usual but half way down town we got a call from my sister saying she was going to have to take the bus home later since she had to work late. My mom and I decided that since we were already half way in town we might

September 18, 2024 No Comments

Peter File #11

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

September 18, 2024 No Comments

Playing with Mummy

“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

September 18, 2024 No Comments

Premarital Exam

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

September 18, 2024 No Comments

Proper Placement

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

September 18, 2024 No Comments

Reaping the Benefits of a Drinking Sister and Mother

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

September 18, 2024 No Comments

Richard’s Condition

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

September 18, 2024 No Comments

Rick and Caroline part 2

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

September 18, 2024 No Comments

Rick and Caroline part 3

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

September 18, 2024 No Comments

Rick and Caroline part 6

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

September 18, 2024 No Comments

Paperboy Adventures

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.”

September 18, 2024 No Comments

Party Girls

I was about fifteen. I was invited to a party to accompany a sweet young girl I had my eyes on. She wasn’t all that interested in me as it turns out, but I was obviously good enough to be asked to take her. Anyway, all the people there were her friends and relations and I was the odd one out. She wondered off almost as we arrived, to talk with her friends, and left me sitting with a drink, in the corner of the sitting room. I scanned the room and soon worked out who was going

September 18, 2024 No Comments

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