humiliation sex stories – Page 2

Trick or Treat

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Henry felt like an idiot. Here it was, Halloween. All his friends were out egging people's doors, throwing water balloons at cars, and just generally causing trouble -- exactly what every 14 year-old boy SHOULD be doing on this day in a small town ... exactly what he should be doing. Instead, thanks to his mom, who had to work an extra shift tonight, he got stuck walking his little sister Trish around for trick-or-treat. It just wasn't fair. He loved his sister and all, and she wasn't nearly as much of a pain in the ass as some 8...

Tutor Tits

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My wife, Judy, and I have been engaging lately in exposing her naked body to all sorts of men as foreplay to great times of sex between us that she likes to use as her excuse to do it. She has long been an "innocent" exhibitionist that enjoys being braless and can fluster even good friends or neighbors when we're out working in the yard where she will tease them with close-up views of her nipples poking into the thin tops that she deliberately chooses to wear when she knows she might get caught. Our intentions have always been that...

Understanding Auntie

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Synopsis: While spending his summer vacation with his aunt Madge, Timmy gets caught in the embarrassing situation of being discovered wearing her lingerie! She knows he probably won't quit his little "hobby" but comes up with a unique plan to keep him out of her things for the rest of the summer! "So that's why the lingerie in my dresser drawers always seem like somebody's been rummaging through my things!" My aunt said as she undid my pants and pulled them down to reveal I was wearing a pair of her lace trimmed, pink satin panties! She then...

Timothy’s Treatment

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Mrs. Rodgerson’s long, satiny blonde hair cascaded over her shoulders as she knocked on the door marked “Duty Nurse” with her reluctant son trailing behind her. Timmy didn't like going to the medical centre. At 12 years old, he didn't feel comfortable being examined, and certainly not in front of women. The medical centre always seemed to be full of women. He couldn’t remember when he had last seen a male doctor or anything. “Come in!” Nurse Susan Shaftsbury looked up from her desk as the door to her office opened. She licked her lips as she caught sight of...

Tommy’s Wicked Stepmother

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"And I want you to be in punishment position when Miss Caulder arrives Tommy". The boy was mortified upon hearing this over the dinner table. His stepsister Julia looked at him and snickered. What his stepmother was saying was that he would have to be totally nude for the visit from his 7th grade teacher tonight. These punishments began shortly after the death of his father. Whenever his stepmother, Sondra, felt he had misbehaved she would strip off all his clothes and humiliate him somehow. After dinner Sondra said "Julia, be a dear and help Tommy...

Tom Part 2

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Tom awoke during the night, he was very cold and his teeth began to chatter. He was disoriented at first and then remembered he was in his aunt's apartment and he was naked when he went to bed. Not knowing exactly where the light was and not wanting to wake his aunt, he lay on the bed trying to get his bearings. He discovered a window near his bed was wide open and the cool night air made his area of the apartment quite chilly. He quietly closed the window and felt around for something to cover himself with. He...

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Tags: bath, bathing, doctor, enema, humiliation, medical, nurse, spank, spanking

Travels with Aunt Leigh

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Part 1 Troy was at that age when a growing boy walks around with a, more or less, perpetual erection. And there’s only one thing on his mind:sex….sex, sex, sex, and more sex! It was driving the kid crazy! And it didn’t help that he lived alone with an attractive “older woman” -- his 40s-something aunt, who also happened to be a good-looking blonde. He remembered when his roommate, Patterson, first met Aunt Leigh, at one of those parents’ days at Hillcrest Academy. Standing at the window of their room, Patterson took a moment to eye up the slender blonde...

The Story of Richard

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Chapter 1 Richard has gone to live with his grandmother (his father's mother), after his mother passed away. His mother had always sheltered him because of his extremely shy nature. Like her mother, she was a strong woman and controlled every aspect of Richard's life. Grandma Edna had always been kind to him, if a little intimidating, and so he soon felt at home there. The only difficulty for Richard was the fact that she was a large buxom woman, with huge breasts and a mammoth ass and thighs. For some reason large women had always caused strong sexual reactions...

The Strict Aunt

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Aunt Cecilia had lived alone until the day her sister died in 1955 she was forced to take in her sixteen year old nephew. She enjoyed living alone and was not offended by the term old maid or spinster, she enjoyed her job as a librarian and thought a good book and a hot coffee an enjoyable evening. At 43 she was still quite attractive but considered plain due to her glasses and the way she wore her hair tightly bunched up in a bun and also for her penchant for tweed skirts and sensible shoes. No freedom was given...

The Office Slut Ch. 01

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The Start of things. The whole thing started with a discussion among a group of us in the rest room at Hinkerman's, the company where I worked in the typing pool. It was all about how far you would be willing to go for money. It had started with a reality TV program that had been shown the previous evening, where girls had been offered money to flash their boobs in public. The shows presenter could have offered the girls up to £100, but it was surprising just how little he got away with. There was one especially attractive young...

The Office Slut Ch. 02

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I sealed my fate on the way home that night by depositing the cheque in my bank account. The young girl behind the counter looked at the large cheque with interest. "Nice little deposit," she said, smiling, as she wrote down the amount. I wondered to myself what she would have thought if she knew what I was about to do for it. The following morning, I was extremely nervous about what I was about to do. I took some care dressing. I still did not know what to expect, but after yesterday's interview with Mellor, I realised that what...

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Tags: humiliation, stockings

The Office Slut Ch. 04

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Martin rang me on Sunday to enquire how I was, which I thought was nice of him. He said that he had spoken to his farther and he had suggested that I take a few days off to get over Friday. I thanked him and said that I was OK, but he insisted, so I did not return to work until Thursday. It was a good idea, because when I returned to work, I was feeling much better because of the rest. The marks and bruises on my body had gone, and down below, things were back in full working...

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Tags: bath, bathing, humiliation, older-woman, satin, stockings

The Ex – chapter 1

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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 Ex – chapter 2

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Bob could not believe the expertise in which these women had manipulated him. It was obvious Connie had her hand in the seduction. Geez, from the Mr. Man comments, business suits and sundress; in a matter of 1 hour his every fantasy had come to life. He pulled into his garage, stepped out of his truck. As he was about to hit the button to shut the garage door a red sports car pulled into the driveway. Hi honey! Bob was taken aback as he watched Connie saunter up to him. She was so much bigger and curvier than he...

The Exhibitionist

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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 Farm

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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...

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

The Church Lady 2

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by Stockingtops At dinner that evening, Miss Betty was still wearing her terry cloth bathrobe. The waist was tied with a loose overhand knot that seemed to be working its way looser. As she moved about the kitchen cooking, I set the table with dishes and silverware, constantly watching her, and willing her robe to open further. And that it did. The top began gaping more and more. As I viewed her from the side, I could see her heavy breasts swaying back and forth with her movement. Then she opened one of the upper cabinets and tried to reach...

Tech

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"Surely you've done it, just a little bit... haven't you?" Rose was asking me if I ever had fun with our patients! We were both nurses in the same doctor's office and we often settled patients in the examination rooms and instructed them to undress. "Good grief, no!" I responded. I couldn't believe she was asking about such a thing. You get used to the routines and you act professionally to put the patients at ease. You don't go around seeing what you can get away with! "I don't mean anything terrible, just a little experiment. You know: see if...

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Tags: anal, anus, doctor, humiliation, medical, nurse, rectal, rectum

Tell Mommy What You Want

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Sharon Taylor had a dirty little secret; she was constantly horny and loved to act like a submissive, sex crazed slut! Her fantasies involved being dominated, having all of her dirty little holes filled, and being ordered to do naughty, depraved sexually acts. But, after becoming pregnant at a young age, caused by living out those same fantasies, she gave it all up, moved away, and has since lived a respectable life. She was now thirty-two, but if anything, she was sexier than before. She was 5’ ‘4”, with long black hair, large firm tits, a generous ass and a...

Thanksgiving

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* Danny "Danny, are you sure you have all the emergency numbers?" my mom asked as she ushered my two kid sisters into the car. "Don't worry, mom, I'll be OK," I said waving back to her as she got in herself. "It will only be a couple of hours until dad gets home anyway." That was the plan. Mom's part of the plan was taking Pam and Amy to my aunt's house for the Thanksgiving weekend early, and I would wait at home for dad to get home from work and ride up with him. I was happy to...