rectal sex stories – Page 3

The Surprise Blizzard

Rate this story

We open the scene in the early morning of a non-descript February weekday, in a house 90 minutes outside of Boston Time was just 6am. James and Wendy were in the kitchen, The Television was on the local new show the hosts were asking the weather guy about today "A picture perfect day ahead folks details at 17 minutes after the hour." Wendy was dressed for the day. So Wendy was organizing the kids things for school, She was so busy that she didn't notice that James Sr. was wearing a long Tee shirt and Jockey shorts as he was...

The Scavenger Hunt

Rate this story

*** A young man overcomes his lack of confidence by using a scavenger hunt ploy to introduce himself to widowed mature women. (Fm-teen, inc, 1st, anal) *** From the Journal of Damon Wentworth as Augmented by Katrina Ruza Prologue The events of the year 1992 culminated with a birthday party for Damon Wentworth at my home. In addition to celebrating his 19th birthday that evening we were marking the end of a one- year pact we three mature women had with Damon. The pact came about through an ingenious naughty mission this young man through a very clever scavenger hunt....

The Paperboy

Rate this story

The best job I ever had was that of a newspaper delivery boy. I did this job for 6 years-from age 10 till age 16 (I lied when I first took the job and told them I was 12). It was hard labor to be sure, hauling pounds upon pounds of newspapers from one household to another- especially for a 10 year old. But it had its benefits. Who knew that suburbia could harbor such perverted secrets? I didn't start to catch on till I was about 13 years of age (three years, utterly wasted!). As the hormone changes kicked...

READ MORE

Tags: anal, anus, older-woman, rectal, rectum

The Party

Rate this story

When my girlfriend and I first got together, we were rather naive in the way of sex. Of course, experimenting is the best way to go, and as we found out, we loved everything sexual, and I mean everything. Our sex life was an open affair for us. Light touching and caresses in public were not out of the question either. A lot of this was due to the watching of pornographic videos, with us experimenting at the same time that the video was running. Of course, my girlfriend was an exhibitionist. She loved to wear short dresses or tight...

READ MORE

Tags: anal, anus, masturbation, older-woman, rectal, rectum, satin

The Office Slut Ch. 03

Rate this story

The rest of that first week followed a similar vein as the last two days, I was used as a naked secretary by most of the management team who all seemed to want to get a look at me and of course show me off to their visitors minus my clothes of course. It seemed that this sort of thing was one of the perks offered to visitors who did business with Hinkerman's. Some wanted just to have me around, others wanted to use me in various ways either for sex or to satisfy their warped desires in some other...

READ MORE

Tags: anal, anus, rectal, rectum, stockings

The Invisible Panty Thief (part 1)

Rate this story

Hello. Allow me to introduce myself. I am Jeffery, a very shy and horny 15-year-old boy – an intellectually gifted freshman at Tremont High School in a large city in southern California. I have been labeled as a “science nerd” – a label I wear with pride. If you saw me walking down the street, you would probably dismiss me as just your normal teenage kid – a boy that you would never look at twice. I was very average physically – not tall or short, neither fat nor skinny, with an ordinary face framed by brown hair that needed...

READ MORE

Tags: anal, anus, areola, nylon, rectal, rectum

The Gym (The Beginning)

Rate this story

(A continuation of My Mother in Law) By Bob As truckload after truckload of used lumber arrived, George divided the loads into three piles. The crap consisted of broken or split boards and lumber full of nails. Good stuff, consisting of good dimensional lumber with few nails in it. And the best, lumber and boards free of nails, plywood sheathing and anything that George thought that he could use for Gladys's workout area. The pile of the best stuff was moved from outside into the barn after sorting through each truckload hiding it from Pete. While George looked after sorting...

READ MORE

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

The Gym 2

Rate this story

By Bob Two weeks passed and Gladys hadn't heard back from Judy; we were working from sunup to sundown. My mother in law was getting real antsy her funds had dwindled to almost nothing. Each time Gladys meet Sheila at gym class in the city, Sheila would ask, 'How's it going?' and Gladys would reply, 'We're working our asses off!' And let it go at that. Finally Sheila asked Gladys to meet her at a coffee shop after aerobics class one night. Over a cup of coffee Sheila told Gladys that Judy was very keen on the country gym project. ...

The Gypsy’s Curse

Rate this story

Virginia Fearnley was the sweetest, kindest young woman you could imagine. She worked as a sales assistant at a shoe store, but in her spare time she volunteered at a local charity that fed and clothed homeless people. So when she saw the shabby little homeless man, while walking from the shoe store to the car park at the end of a long day, she immediately dug for her purse. She had hoped to offer the man a five-pound note, but her face fell when she found that she did not have nearly that much loose change. "Here," she said,...

THE HAY LOFT

Rate this story

I couldn't believe it; I'd just filled the small gas tank on the top of my In-law's small lawn mower for the second time this morning and I hadn't even made a dent on their tall over grown yard. Pushing the lawn mower back out into the yard where I'd left off I pulled the rope to start the machine. The going was slow and tedious because their grass was so long and thick. I had to slowly push the lawn mower into an uncut area and patiently wait while the blade chewed away at the lush green grass. The...

READ MORE

Tags: anal, anus, forced-nudity, nylon, older-woman, rectal, rectum

The Confessions of Jenny – 08 – The French Holiday 3

Rate this story

Our journey towards the South of France continued in perfect sunny weather, the quiet roads through the wine-growing regions around Dijon took us alongside the river Saone as it meanders through the Beaujolais, towards the picturesque town of Macon. We decided that this elegant and interesting town with its riverside shops and cafés, would be charming and romantic place to make our second overnight stop in France. We chose a 4 star hotel near the centre of the town. Our room was more like an apartment, it was enormous, with a commanding view of the river at one end, and...

READ MORE

Tags: anal, anus, rectal, rectum, satin, stockings

The Drive

Rate this story

A few weeks ago my mother in law's cousin Beth died after a long illness. The burial was to be in her home town about a 3 hour drive from us. As my father in law, Frank, was now confined to wheel chair, I offered to drive them both to the funeral. On the morning we were to leave, Frank decided he did not feel up to the long drive there and back in one day. As I had to be back as work the next day it was decided that only my...

READ MORE

Tags: anal, anus, big-breasts, huge-tits, medical, nurse, older-woman, rectal, rectum

The Ex – chapter 1

Rate this story

Bob recently retired from the military after 20 years of service. He was fortunate to land a job in the civilian sector with a local company that valued his military experience. The transition was relatively seamless. Work was work whether it is in a khaki uniform or coat and tie. The biggest adjustment Bob has to make was working around females. Quite frankly he wasn't used to the constant bombardment of skirts, heels, and the sweet aromas of the latest fragrances the ladies all wore. As a professional military man Bob didn't like the distraction, the duty of the job...

The Exhibitionist

Rate this story

By Bob It was Friday morning I'd just finished a grueling night shift. The night had been hot and sultry I had to work on a furnace all night and I was physically drained. The waves of heat coming from the open furnace and the cherry red steel coming out of it kept any sweat that was pouring out of me dried away leaving white crusty crystals on my skin. The first thing I did after coming home was go to the fridge and open a cold beer draining the bottle. My wife was in the shower preparing for her...

The Experience Which Made Me an Exhibitionist

Rate this story

I thought I would share with you all the experience, which in hindsight I think turned me in to an exhibitionist. It happened when I was about 12 or 13 and would today be classed as abuse. However, these were more innocent times and the fear of embarrassment kept me from telling anyone about it. In fact this is the first time I will have described the event to anyone. Now my taste is for jerk-flashing straight guys but this first experience was with a woman. I had been off sick from school for a week with a bug and...

READ MORE

Tags: anal, anus, masturbation, medical, nurse, rectal, rectum

The Farm

Rate this story

Chapter 1 It was one of those long weekends and Mom and Dad decided that they needed to be alone. So, all of a sudden I found myself packed up and leaving to stay over at my Aunt's house. Not to say that I don't like my Aunt Julie, but I had plans. My friends and I were going to go down to the lake and pick up some girls. For, a 17 year old guy it was hard enough just trying to fit in, but being sent off to your aunt's to be babysat was definitely a shot to...

READ MORE

Tags: anal, anus, aunt-nephew, humiliation, older-woman, rectal, rectum

The Funeral (part 1)

Rate this story

By Bob Gladys's new 1970 car was parked under the shade of a big old pine tree. The hood was up letting the over-heated engine cool down. We were sitting on a picnic table nearby eating the lunch that my mother-in-law had packed for us. Although the cooler of beer wasn't as full as when we started Gladys had been sampling on the long journey. I opened two more beers for us and took another sandwich from the container. One of Gladys's oldest and dearest friends had suddenly passed away; we were on our way to Sudbury to attend the...

READ MORE

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

The Funeral (part 2)

Rate this story

By Bob Once on the highway I set the cruise control to just under the speed limit. I had to keep my wits about me as I was driving drunk. As I drove along into the bright afternoon listening to the radio and feeling the warm breeze on my face from the open window I glanced over at my passed out mother-in-law. She was slumped back against the seat with her mini skirt still hiked up around her waist. Her sheer black silk blouse hung open her breasts jiggled with each bump along the highway, her nipples semi-erect. We were...

The Confessions of Jenny – 06 – The French Holiday 1

Rate this story

We thought about taking a holiday in France this summer. Simon had recently traded his Alfa Romeo saloon for a 2-seater sports model of the same make, so we decided on a touring holiday. Rather than reserving hotel accommodation in advance, we thought that we would try a more 'ad lib' approach, finding places to stay as we wandered slowly towards Giens on the Mediterranean coast. Simon has a small powerboat in storage there, and it could quickly be made ready for us by his friend Tom, who owns the storage facility there. Living in the North-East of England, it...

READ MORE

Tags: anal, anus, rectal, rectum

The Confessions of Jenny – 07 – The French Holiday 2

Rate this story

Our leisurely luncheon, followed by our canal-side activity, had taken up more time than we had thought. We therefore decided to press on more quickly so, at the next 'échangeur' we turned onto the fast trunk road, or 'autoroute' as it is called in France. We were eating up the miles when the sky began to darken and we could see heavy rain clouds on the horizon. We stayed on the autoroute, stopping only briefly at a 'Station de Service' to re-fuel and put up the hood before the rain came. After a few more miles we were glad that...

READ MORE

Tags: anal, anus, rectal, rectum, stockings