anal sex stories – Page 10

Loose Screw 3

Rate this story

by JAS III - YESTERDAY AFTERNOON when Rosemary puts on a show and offers me comfort. Demonstration At the end of the last episode (Loose Screw II) I was just trying to pull myself together. I had managed to quiet some of the first sexual craving I had experienced since my partner John's departure when the door bell rang. I went to check who was at the door through the observation glass and I was delighted to see my neighbour Rosemary standing in the porch. Opening the door I invited her inside. "Come in Rosemary. Goodness, I'm glad to see...

READ MORE

Tags: anal, anus, nylon, rectal, rectum

Manager’s Mom’s Used Panties

Rate this story

It's been such a busy period lately. Time is spent shuttling between the office and home, with drinking sessions sometimes after work as a means of socializing with the top management. I have been packed with work at the office, and I do not even have the time to indulge my favorite fetish of panty sniffing. Thus it was to my delight, that I managed to get a whiff of some new panties recently. Just last week, I was out after work with my manager and some other colleagues at a pub near our office. I was actually rather tired...

Life in a Female Household

Rate this story

My dear mother died of grief shortly after my father was killed at the start of the First World War. It was then left to my father's sister to raise me along with her two daughters. Her husband was also away commanding a regiment of fusiliers somewhere in northern France and, my aunt, far from being enthusiastic about having a thirteen year old boy joining the household, resigned herself to yet further inconvenience of that damnable war and reluctantly allowed me shelter and succour within the bosom of her household provided that my own governess accompanied me and that...

Life with Aunt Fanny

Rate this story

One of my earliest sexual memories is having a bath with my Auntie when I was about xxxx. We lived in a large, older two-story house in a quiet neighbourhood of the city. Our main bathroom had an old-fashioned claw-footed tub that you could fill up to your chin with hot, soapy water. Aunt Fanny had me sitting between her legs, facing away from her. She had a bar of soap and, while she rubbed it gently over my body with one hand, she gave me a soap-suds massage with the other. I could feel her hard, erect nipples pressing...

Lingerie in the Basement

Rate this story

Part 1 - Caught Stealing her Panties When I was a teenager, I lived in a large apartment building. All of the laundry equipment was in the basement and was shared by the tenants. Most people used the dryers however one woman used the clothesline to dry her lingerie. I discovered this one evening when I was sent down to the basement to bring up the laundry and saw her hanging out the most delicious set of panties. They were all bikinis with lacy fronts and see through backs. Some were just a silky triangle in the front with three...

Lisa’s Panties

Rate this story

Bob McClintock had got himself into some major trouble. He had had his run-ins with the law before, and even done a couple of thirty-day stints in the county jug, but this time he had really hit the big time. For his part in an arson plan gone wrong he had netted himself four years as a guest of the Feds and, even with remission for good behavior he was going to be doing every day of two and a half years. Things might not have been so bad if his wife, Leona, was still alive, but she had been...

Lady Eleanor

Rate this story

I had always had a thing for my neighbor Eleanor; she was in her late fifties but had an incredible body for a lady more than twice my age. She stood around 5'8 had legs that went up forever an ass that was big and round and her breasts had to be at least DD's. One day as I was sneaking around my parent's room I went to my favorite spot, my dad's plethora of porn he had stashed in a box deep in his closet. As I tore through the various magazines I came to the conclusion that he...

READ MORE

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

Landlady Wanted to See

Rate this story

I rented a room while I was in college. My landlady was about 60 or so, had a nice set of tits but was a little chubby. She was really nice and very friendly and always trying to please me. I would lounge around in my pyjama's and watch TV, read and talk. She would eventually get her night gown on, and lounge the same. One evening, she asked me to just sit around in my underwear, as she was tired of those pyjamas. I thought what the heck, so I did just that. She watched me intently, and sure...

READ MORE

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

Learning How to Behave Around Ladies

Rate this story

I was 17 years old when my mother died, leaving my dad and myself alone and living in the suburbs of San Diego. Over the course of the next year, Dad and I settled into a manly groove. He went to work, I went to school, he went to the bars after work, I ran track and played baseball, we ate out at the nearby diner, ate take out pizza or microwaved frozen dinners, the dishes piled in the sink and the trash overflowed the garbage cans until the cleaning lady came every other day. Grocery shopping occurred only when...

READ MORE

Tags: anal, anus, enema, punishment, rectal, rectum, spank, spanking

Kathy

Rate this story

By Bob Because Kathy was unable to get around I offered to stay and help her out. She wanted to pay me for fixing the porch but I refused any money from her. "Oh please Bob, take this money; you worked hard fixing my porch. If it wasn't for you, I don't know what I would've done." She begged. It was hard for me to take the money; sure I fixed her porch and what have you but if I'd been looking out in her interest in the first place she wouldn't be lying there on her couch with...

Johnny Gets Spanked part 3

Rate this story

John slept little Friday night, lying in bed wondering what was happening to him. When he did fall asleep he had another one of those scary but unbelievibly sexy dreams. He dreamt that Ms. Anderson was the head coach of the Cheerleaders and had decided they needed a mascot. She came to his classroom in the middle of the day dressed in a short cheerleader skirt and tight sweater that emphasised her breasts. She anounced to the whole class that "little Johnny" was to be their new mascot. Everyone, especially the girls, laughed at him and Ms. Anderson grabbed his...

READ MORE

Tags: anal, anus, humiliation, older-woman, punishment, rectal, rectum, spank, spanking

Julia (part 3)

Rate this story

If you have read the first two Julia Stories, you know that Julia, an older woman, and friend of the family, had been really allowing me to explore my interest in women and their sexy undergarments, and had finally given me my first blow-job as a 15th Birthday present. Thats where this story begins. The day after the blow-job, I came home from school to find out that Julia wanted me to come over and cut her grass. I practically ran the whole way to her house, hoping there would be a repeat of the previous day's events. When I...

READ MORE

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

Weekend at Julia’s (part 3)

Rate this story

After lunch, Julia and I dressed up and went out to a local art museum. We also saw a movie and went to dinner. Julia was wearing an ivory colored dress with a green and brown print and nylon stockings. It was all I could do to keep from mentally undressing her, and imagining what we would do later. "Lets get in the house" Julia mumbled. We entered the house and went straight to her bedroom. Julia lit a bunch of candles. "Now, you can undress me and have some panty play". I knelt in front of her and slid...

READ MORE

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

I Was a Teenage Panty Thief

Rate this story

Rustling in my covers one September morning prior to school, I discovered my manhood for the first time. Rigid. Inconceivably large. I was fascinated. Tentatively, I explored myself, amazed by the myriad sensations, stunned by what was happening to my body...until, quite unexpectedly, I found bliss. A sensation like no other. A shocking warmth burst in my chest and spread to my extremities. I sank into my sheets, spent and ecstatic. I had no idea what I had just done, but I knew with absolute certainty that I would rush home after school that day and do it again and...

READ MORE

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

Jacking Off On Her In Her Panties

3/5 - (1 vote)

After ten years of marriage my pretty wife knew that I jacked off on her panties. I would select a pair from the hamper, sniff and rub and put a load in them. After I was finished I would put them back in the hamper. She dutifully washed them, never saying a word. This wonderful, and true, adventure happened in 1993 while we were vacationing in Oregon. Mind you this hadn't happened before nor has it since, unfortunately. But the experience was so nasty and wonderful it is forever etched on my perverted mind. We had arrived late the night...

READ MORE

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

Jennifers Backyard Physical

Rate this story

Jennifer Stokes loved to swim. Her father had installed an in-ground pool in their backyard just so his daughter could spend her summer vacation tanning and swimming. The 18 year old blonde stood upon the spring board poised to dive, her five foot six figure carrying not an inch of excess fat. At 109 lbs, Jennifer was lovely and sylph-like as she dove and splashed into the brilliant sun-baked blue water. The dive had nearly taken the top of her hot-pink bikini off, but she didn’t care as she climbed out, standing momentarily to adjust her suit. The yard was...

READ MORE

Tags: anal, anus, aunt-nephew, doctor, medical, rectal, rectum

In the Hands of Doctor Palmer

Rate this story

(A Very Clinical Exam) Not long after I reached puberty, I had the most devastatingly humiliating experience of my life. My step-mother came home unexpectedly early and caught me lying on her bedroom floor, wearing nothing but a pair of her stockings, and sniffing her scent in a dirty pair of her panties which I had removed from the laundry hamper. I was masturbating into another pair of panties, and, right when she stepped into the room, I was at the brink of orgasm. I looked up in horror to see her towering over me. In fact, she was standing...

Her Room pt. 1

Rate this story

by Stairmaster I sat on my porch, it was a hot July summer day. My chores had been done and I sat reading a novel. My mind drifted in and out of the fictionious fantasy laid in print before my eyes. I looked up and across the street, my neighbor sat in her pink dress, it was short as usual, and I eyed her legs from the distance, her legs crossed, the bottom of her thighs exposed. I had seen her and her legs many times, and paid little attention. We had grown up together, snowball fights together when we...

READ MORE

Tags: anal, anus, grandma, grandmother, grandson, granny, rectal, rectum

How I Came to Love Slips

Rate this story

I have been cumming in sexy panties ever since I saw my sister in a pair of sexy red nylon panties with a matching bra. She was just filling out and was sooo sexy. I beat off 3 times that night and stole the panties the next day from her room. They are still in my collection to this day. Now, at 30, I found myself house sitting for a co-worker. He was about 40, married to a sexy lawyer. She always wore power suits and I hope power panties. She was very petite and her ass was very small...

READ MORE

Tags: anal, anus, nylon, rectal, rectum

How It Started (step-mom)

4/5 - (1 vote)

I remember when it started. I was 13, and my step-Mom, my Dad and I were on vacation. My own Mom had been killed by a hit-and-run driver when I was a year and a half old, so my step-Mom was the only Mom I ever knew. I liked her. She was great. We were still three days from home when Dad and Mom had an ugly fight, and split up. After a lot of screaming and crying, they decided he'd fly and I'd ride home with Mom. We dropped Dad at an airport and Mom started driving. It was...

READ MORE

Tags: anal, anus, mom, mommy, mother, nightgown, rectal, rectum