humiliation sex stories – Page 5

Nighty-Ware

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Prologue It all started when mom had hosted a Nighty-Ware party for some friends and neighbors in my house. Instead of plastic storage containers, lingerie of all kinds was sampled and purchased. My first sexual experiences came as a result of delivering these purchases to our neighbors. Since then, I've had more experiences, heightening and strengthening my attention and desire for sex. Part 1 ______________________________ I guess I was just destined to grow up horny. At least, that's what it feels like in retrospect. I thought about sex all the time. My dad had a...

My Sleeping Auntie’s Panties

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I was 20 at the time and still living with Auntie and was about to be married the next summer. I came home late one hot summer night after several beers and found Auntie sleeping on the couch with the air conditioner running. Auntie stirred and woke up, saying to me that I should roll the cot out to the front room and enjoy the air conditioning as well. I had never done this but the heat was sweltering and I knew I would have trouble sleeping so I decided to do so. The rollaway cot was in Auntie's bedroom...

My Step Sisters (part 2)

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From that day on the girls became even more confident about the way they treated me. On the last day of the school term, a Thursday, Liz told me to go to her friend's house on my way home from school. When I got there I was told that they knew about the magazine I had been reading and that as I had been using girls for my entertainment I would be used to entertain girls during the summer holidays. They told me that I would have to learn how to strip...

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

My Summer with Cheryl

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Chapter I - Introductions It was the last week of eighth grade, just before summer. School let out on Thursday. Four more school days until the blissful relaxation of my 13th summer. My teachers were all sick of me, and I was certainly sick of them. I made every effort to let them know exactly how sick of them I was. Each of those efforts landed me in the principal's office, although even Mr. Fontaine was too consumed by the expectation of summer to put any real effort into discipline. My parents had never been into discipline either, which probably...

My Understanding Mother

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Well, I wish I could say it was the first time my mother caught me masturbating. But, it wasn't. And, it's not like I was always walking around the house, pulling my crank out and flashing it around, either. I wasn't trying to get caught, but, she had this uncanny ability to want to barge into my bedroom, or need to talk to me when I was in the shower, and as a result, she periodically caught me with my hand around my crank, pumping it toward orgasm. On top of that, I don't know how many times I'd be...

Nancy’s Panty Slave

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**************************** Part 1 I never considered myself an especially aggressive woman, but in the past few months I've discovered the joys of feminine domination by training my boyfriend to be my own personal maidservant! Ronnie is the most servile, most submissive maid a girl could want. No order is too difficult; no whim too small for him to carry out immediately. He hangs on my every word, eager to obey my every command. He is my utter slave and he loves every second of it! You see, Ronnie has a serious panty fetish, which I put to good use in...

Naughty Stepdaughter

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I came home terribly late one Friday whilst Mother was away visiting and old friend for the weekend. I was prepared to face the inevitable tongue lashing from Stepfather, although I wasn't overly concerned. However, it so happened that he had been visiting the local pub and was visibly fuming as I entered the house. He chastised me severely, and as he ranted and raved, his anger seemed to know no bounds. I stood the abuse for as long as I thought reasonable. "I think you made your point," I said curtly, and started walking away. "Just a second, young...

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Tags: humiliation, nylon, punishment, spank, spanking

My Mother-in-Law (4)

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I was outside wiping my car with a damp cloth getting the dust off the paint when Gladys came out. She stood on the porch in the sunlight. "Well, what do you think?" I whistled a loud wolf whistle at her as I stood admiring her. "You look fantastic, god, all that just to deceive an old fart!" I said looking at her approvingly, also checking for any flaws. The only thing I could see wrong was the yellow dress needed a slip underneath, I could make out the outline of her underwear effortlessly. Just the slightest hint of stocking...

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Tags: humiliation, older-woman, punishment, stockings

My Mother-in-Law (9)

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Sunday afternoon, Paula and I came back to her house so we could change, we were going out to eat at a nice restaurant in Niagara Falls. While Paula was taking a bath, Gladys pulled me aside taking me out onto her patio. Where neither Paula or Alice could hear. "Bob, I got it!" She exclaimed. At first I thought she had some kind of an idea to get us out of the mess we were in. Looking blank, ready to hear her idea, I said. "Okay, let's hear it!?" "NO SILLY!... MY PERIOD! I'M NOT PREGNANT!" She beamed smiling...

My Mum Caught Me

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I thought I would share one of the times my mum caught me. Although she did catch me a few times, this is the most memorable. I was 15 and my parents had separated. My mum had a couple of jobs. At her day job she worked in an office and would always wear a skirt and blouse or a dress with heels and tights. Her second job was working in a bar 3 nights a week. It was on these nights that I had my chance to dress up. I would usually wait for her to go out to...

My Obsession with Panties

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I've been obsessed with panties from a very early age; probably the first time I noticed the difference between my sisters' silky, lacy undies and my own boring cotton "Tidy Whities." I should probably add here that I have three older sisters, one more beautiful than the other. Mom is rather attractive too; that's where they get it from! Dad left early on, when I was about 10 or 11. When my parents divorced, Mom gathered my sisters and myself and told us things would be different from now on. She said she got a new job and that we...

My First of Many Embarrassing Moments

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My first of many embarrassing moments happened when I was thirteen. If you read my story in "First Encounters" you remember that I had stolen two pairs of panties and a wonderful petticoat from my cousin Bonnie and I kept them under my bed in a storage box intended for preserving dresses. Also in the box were three pairs of my mother’s nylon panties and two pairs of the landlady’s panties that I had stolen from the clothesline. Every night after I finished my homework I would play with these frillies, and I thought I had a good thing going....

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Tags: humiliation, nylon

My Favorite Aunt Fantasy

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This is a pure fantasy that I developed many years ago and concerns what some might consider incest… this fantasy helped to produce many loads of hand-pumped cum in my early 20’s, and actually came about as the result of a real-life experience. Through high school and my early college years I did some part-time work for an uncle who was in the home remodeling business. During Christmas break of my sophomore year of college he was working on the home of his sister. Since he was my uncle through marriage to my dad’s sister, his sister wasn’t actually my...

My Aunt Sandy

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Part1 My first visit at my aunt's. (age 9) I grew up in a very loving yet strict home. I have an older sister (5 years older) while growing up she was not only my friend but also my protector against bullies and at times my parents. On many occasions she would either cover up for me or talked my parents out of punishing me. She was very wild especially for a girl-- for this reason my parents spend most of the time disciplining her and were more lenient with me. I guess she trained them...

My Best Friend’s Mother

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CHAPTER ONE I couldn't wait for the weekend to get here. My best friend had invited me to go along on a camping trip with his family. It would be Steve and I together with his parents. Steve's mother's name was Pam. She had light brown hair, a slender, athletic body and a very pretty face. She was a nice lady and easy to get along with. I was looking forward to the camping trip and being close to her because I'd always been secretly attracted to her. In my opinion she was the perfect women figure. It was...

My Auntie, Claire

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It is difficult for me to say, with any degree of certainty or accuracy, exactly when I might have first begun to consciously perceive that my Auntie Claire was anything more than just the generic entity I had always known as my Mother's sister. Certainly, my earliest perceptions and recollections of her were distinctly platonic and familial. We were never especially close, she and my Uncle Charles lived several hundred miles away and, in my formative years, our families visited only once or twice a year. In my youth, I knew her essentially as a very amiable and personable woman...

Mrs. Summers’ Slips

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Dear Sonia and Brad: Please review my contribution to your stories and experience showcase. I hope you find it acceptable to publish. While the event is true, the dialog between Frankie and Mrs Summers may or may not be exactly word-for-word. Warm regards Frankie Chapter 1, "Curiosity" Shortly after my thirteenth birthday, I discovered the appendage between my legs had another use. As I experimented with these new-found sensations sometimes 3-times a day, and usually with the assistance of a purloined stroke mag), it became very clear that I preferred looking at pictures of partially clad women over full frontal...

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Tags: embarassed, humiliation, nightgown, nylon

Mrs. Summer’s Slips 2

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Chapter II, Experimentation I left Mrs. Summers house very much shaken and confused at the events that had just taken place. My loins were still warm with the afterglow of that magnificent orgasm which only served to make me think more. When I entered the house my mother instinctively knew something was troubling me. I managed to fend off her inquiries complaining of a headache. Mom agreed I looked a bit peaked so she gave me a couple of aspirins and sent me off to my bedroom for some bed rest. I lay there piecing together the events of the...

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Tags: humiliation, masturbate, masturbation, nylon, stockings

Mrs. Sylvia Fellani

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Before applying to college in 1963, I spent several weekends visiting prospective schools in Ohio and Pennsylvania. I had already heard a lot about Smithson College from my first cousin, Fred who was then in his senior year and full of stories about wild parties, road trips, and other mayhem. As a scholarship kid, he lived inexpensively off campus by renting a room from a widow who worked as a children's librarian in the public library. In exchange for a modest rent and help around the house and yard, Fred enjoyed the benefits of a normal home. Mrs. Fellani did...

Mrs. Carmen Sheldrake

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"Do you remember me talking about the difference between a sissy and a real man?" "Not really." "Real men have dicks, Precious. Big manly, masculine pricks. You have a baby dickie, a clittie. Even if I did let you into my pussy I'd never feel you, Sissy. Your dick is too small. So that's never gonna happen. This little guy is such a teeny weeny that you're never going to be able to fuck Mommy. Mommy needs Men, Real Men with Real Big Dicks. Understand?' "Oh you're blushing again, Hon. I love it. I know it seems cruel, Sweetness, but...