humiliation sex stories – Page 8

Family Friend Jane

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One summer, when I was 18 years old, my parents went on a vacation. My parents were going to be gone for three months and they didn't trust me to be alone for that length of time. I didn't know how to cook for myself, and I didn't know how to keep the house clean. I had lived a sheltered life where my mom had done all of the housework and I just studied and did my homework. So they had a family friend, Jane, who had just graduated from college, come to baby-sit the house and me. Jane's family...

Flashing My Japanese Realtor

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It was a few more minutes before my realtor would arrrive. She is a 5'0", beautiful japanese lady..She is about 33 and has a really thick ass. She was coming over to go over some papers on the sale of my house. The front door of my house is made of wood and glass. I knew that she'd come up and ring the door bell and be able to see inside. As I saw her car approaching, I turned up the stereo. I had just shaved my pubic hairs and my cock could clearly be seen. I have a really...

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Tags: embarassed, humiliation

Drugged Mother-in-Law

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"Goodnight Christopher!" I watched my mother in law as she climbed the stairs to her bedroom and I heard the door close behind her as she went off to bed, carrying the mug of hot milk her considerate son in law had made her as a nightcap. She always said coffee kept her awake. I smiled to myself - this particular mug of milk was intended to have the opposite effect. If my contact with the chemistry degree was telling the truth my old bitch of a mother in law was soon to be in a very deep sleep indeed....

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Tags: anal, anus, areola, humiliation, rectal, rectum, teats, udders

Embarassing Moment

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My boyfriend loves your site and asked me to submit one of my more embarassing moments to you out of my loyalty to him....... I am a 27 year old retail sales manager at a major department store. Last summer my boyfriend and I were invited to a friends party after work. It was hot that day so I wanted to go home and change after work, changing into a white summery dress, but stupidly left on the lingerie I had worn to work. Well, to make a long story short, the party had gotten out of hand and two...

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Tags: embarassed, humiliation

Embarrassing Panties & Garter Belt

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Back in the 60's every young girl couldn't wait until she turned sixteen to have her "Sweet Sixteen" birthday party because that was the advent of her becoming a young woman. Going to a Catholic grade school until eight-grade I had to wear uniforms with knee socks to school and my parents forbid me to wear stockings out socially, remember pantyhose weren't invented yet. So when I turned sixteen I was ready for some wardrobe changes. Vividly I remember that morning of my sixteenth birthday taking a bath to get ready for my afternoon party and as I walked out...

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Tags: humiliation, nylon, older-woman

Daniel’s School Physical

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This happened in the summer of 1964 when I was 16 years old. I was a well built boy with pale skin, blue eyes and jet black hair. Even though I went to a co-ed school, our PE lessons were segregated by sex. Our PE uniforms consisted of short black gym shorts, white trainers and white socks. We did not wear shirts. We were sitting on the floor of our gym while our PE teacher Mr Robertson called out the roll. The school nurse Mrs Anderson walked in and whispered something to Mr Robertson, who looked directly at me. 'Daniel!'...

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Tags: humiliation, medical, nurse

Dirty Boy

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"Please Samuel, remove your shoes and socks before stepping a single foot in here," Bethany Cannony said to young Sam very matter-of-factly, "we are going into the nicest room in my home you know." As they stepped through the arched doorway, Sam felt very out of place in what was clearly the tidiest and most elegant room he had ever set foot into in his young life. His bare feet sunk into the lush white carpeting as they made their way past the expensive decorative lamps perched upon antique marble tabletops. Delicate glass menagerie hung from display stands on delicate...

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Tags: doctor, humiliation, medical, older-woman

Dog-sitting for the Neighbors

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When I was younger, my neighbor asked me to take care of her dog. My neighbor was a school teacher and she was nice looking. Her husband had won a trip to Italy and they were going to be gone for two weeks. I agreed to watch the dog, but did not know what change was about to enter my life. The first two days were normal, but my older cousin came to visit on the third day. He came over to the house with me, and he disappeared while I was feeding the dog. I found him in my...

Don’s Panties

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*** Chapter 1 *** Don was quite small the first time he put on his older sister's pink silk panties but he liked it. He was quite upset the first time his sister and her girlfriend caught him wearing these panties. "What on earth are you wearing," Jane said as she and Judy walked into the room. They stood staring at Don wearing nothing but pink panties. "You're not supposed to be here yet," was all the young Don could say but he knew he had been caught. "Wait till I tell Mom," Jane laughed. "No, please you can't...

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Tags: humiliation, masturbate, masturbation, older-woman

Dressing with Auntie Heather

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It all started when I was a young, teenage boy. Just discovering my sexual urges by fantasizing about the girls in my class. For some reason I kept flashing on their cute little skirts and legs. Oh, how sexy their legs looked to me. Once in a while, I'd catch a glimpse of them while crossing their legs; you know that little flash of panty. It would just send shivers up my spine and then down directly to my cock. Thus the start of my fetish for women's lingerie. Fast forward a year or so, where I discovered the wonderful...

Getting Caught in Mom’s Underwear

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Anonymous I often wondered what would happen if mom walked in on me while I was dressed in her underwear ever since the close call I had when I was 8. I was wearing her white nylon slip bra and panties. She came home while I was in her room. I closed and locked the door, changed and came out, claiming to have 'taken a nap'. I'm sure Mom saw right thru me and knew something was up. I was was so tense it took me an hour to calm down from the adrenaline rush....

Caught Peeping

3/5 - (1 vote)

I guess I should start out by saying that I grew up a normal boy, interested in baseball, football, and girls. My folks married young, and my big sister Rhonda was born when my Mom and Dad were just 18. I came along just two short years later. Our family lived on a small farm in central Illinois, and the small town I went to school in didn't have a lot of cute girls. Actually, my sister Rhonda was the best looking girl in the school. When I was 13, my Dad was killed in a freak farming accident, so...

Caught Red-handed and Punished

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When I was a teenager, I spent a lot of time alone. I was an only child and my parents were rich and in show business and travelled a lot, frequently being gone for weeks and sometimes months at a time. They never seemed to want to take me with them in their travels, explaining that it would interfere with my schooling, so they left me home with a succession of housekeepers who lived in the house and hired other help to cook and clean. I was kind of a strange, geeky kid and didn't have many friends, so...

Confessions of a Panty Slave

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There are several kinds of boys in this world: those who have masturbated to their sister's panties, those who say they haven't but are lying about it, those without sisters, and those who are sexually dead. I am a member of the rather large first kind. I grew up in the 1950's we didn't have internet then. As a young pre-teen, the best I could do was the girl's section of mom's Sears Catalogue and at least they showed pictures of women and girls in their undergarments. I didn't have a lot of time alone in the house (mom was...

Country Road

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Sally Turner was going to look at a house that just came on the market. She was a married mother with one 16-year-old son, Dave, a loving husband, Jeff. Her career as a real estate broker was moving along nicely. She made over 100 thousand dollars this year, and was in for a big bonus later in the month as the top seller of the year. Everything about her life looked perfect. She was of a medium height with a slim tapered body. She worked out religiously, and ate only healthy food. She had shoulder length brunette hair, a pretty...

Cumming in Front of Older Ladies

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A few things before I begin. Noelana (I call her Noe) is a lady I've known for about 7 years. She's 46 but usually acts 26, and rents a house from my uncle. She's about average for her age, if not a bit plump(she's had 2 kids). Over the years I've gotten to know her and her best friend, Lana(I think she's a few years younger than Noe, slightly plumper with a waaay bigger ass), pretty well over the years. We've got an open relationship in that we talk about everything, and can ask each other almost anything. Noe's been...

Brian’s Directoire Knickers Discipline

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It was in the early 50’s when I was at secondary school and my cousin Sheila was at grammar school, that we two cousins used to visit each other and have fun times during our school holidays. I loved to watch Sheila and her friends doing their handstands against a wall. Sheila usually tucked her skirt into the waist-elastic of her knickers when she was doing this and gave us all a good, long look at her gorgeous knickers. The girls’ knickers of the early fifties were rather like adult women’s directoire knickers. However, instead of the lovely, long knicker-legs...

Caught by Cousin

4/5 - (1 vote)

My story begins when I was 12 yrs old (I'm now 40). I remember reading aletter in my dad's Penthouse magazine from a guy that liked wearingpantyhose while masturbating. The next time I was in the bathroom andsaw a pair of my sister's pantyhose hanging up to dry I decided to trythem on. Felt so good I was hooked. My sis was 2 yrs older than me andI'd started spying on her - trying to see her naked. I rememberthinking how lucky she was to be able to wear things like pantyhose thatfelt so good. I remember that I began...

Be Careful What You Wish For

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Chapter I: Kevin's Shameful Secret As Kevin awoke, the large black nylon panties over his head and face instantly reminded him of the previous nights activities. His right hand instinctively reached down to fondle himself through the silky confines of the pink nylon women's panties he was wearing; as his left hand began to rub the shiney satin cup of the white padded bra that was secured around his chest. His excitement increased upon feeling the stiff nylon of his cum stained panties, as he remembered last nights hour long conversation with his strict telephone dominitrix, Mistress Dawn. Kevin began...

Bathtime For Zach

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It was Friday night and I walked into the bathroom ready to have a bath. I stripped off down to my thong underpants and waited for my mother. I suppose I better back track here, or you'll be wondering why an eighteen year old boy is still being bathed by his mother. When I was twelve years old I remember having a conversation with my mother one bath time. "Its about time you started bathing alone Zach." My mother said. "You'll be a teenager next year." I was a shy boy back then, and I suppose to some degree I...

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Tags: humiliation, mom, mommy, mother