Panty Stories, Lingerie Stories, Older Women Sex Stories – Page 29

Auntie and Me

School was just out and it was the beginning of another one of those long hot summers. A rather shy 16-year old at the time, very much aware of girls, but too scared to do much about it, I just sat back and watched, and wondered. Kind of quiet myself and not to prone to doing things with the guys, not really interested, I liked to stay home. More than anything, I just really liked being with Auntie as much as I could. This was especially so lately. She and My uncle had separated after some pretty terrible fights. He’d […]

Auntie and I

My dick sprang up, hard as rock. My Aunt stood by the mirror in her nightgown, pouting her lips and cupping her breasts, so full and firm, they stood out large, barely keeping inside her lacy bra. Peeking through the door crack, I was trying to keep still, but finding it more and more difficult to do. My Aunt finally moved away from the mirror and to the bed, where she laid down and spread her legs. Every morning it was the same, needing to feel the hot clit against her fingers. As Aunt played with herself, I was getting […]

Auntie Alice 4

Something was up; Alice had insisted that I come straight home after I finished up at Rick and Caroline’s. I came back to the house to find Alice getting ready to go out for the evening. She sat at her make up table applying the final touches of cosmetics. She wore a light cotton housecoat over her lingerie, I could plainly see down the open front that she wasn’t wearing a bra. She had on a pair of powder pink high cut bikini panties, a lacy pink garter belt clipped into beige stockings. On the bed lay a stretch slipdress; […]

Auntie Alice 3

We got Alice home sometime late Sunday, she was now moved into Gladys’s house using the bedroom where I used to sleep. Everything went well, except moving her in a car was a real hassle. Her broken leg was in a full cast from her upper thigh to her ankle. Her badly broken right arm, was encased in plaster from her arm pit to her wrist. Her other arm, the cast went from below her elbow to her hand, her thumb was immobilized. She was in a lot of pain and on some pretty strong medication, she slept through the […]

Auntie Alice 2

Thursday: Alice had already left for work, when I arrived Thursday morning. I found a note on the kitchen table. Dear Bobby: Had a good nights sleep, can’t wait to see the look on Jack’s face! I hope I can pull this off. Your my rock and I know you’ll be there for me. You’ve been a very big help to me. I couldn’t have hired a better painter, you’re doing a super job. The house never looked this good before. Thank you so very much! Love and KISSES XXXXXOOOXXXX AUNTIE ALICE P/S I plan on doing something […]

Auntie Alice

TUESDAY: Gladys’s sister Alice was four almost five years younger than Gladys. Alice, had curly shoulder length black hair, the same dark complexion as Gladys, they always looked like they had just come from a tropical island where they had spent the whole time sunbathing. Alice and Gladys look very similar, except Alice had finer features she was slightly better looking. Her figure a tiny bit slimmer than Gladys’s, Alice never had any children. They both had long straight legs, Alice was slightly taller, of the two Gladys’s breasts were a touch bigger. I arrived at Alice’s slightly before she […]

Aunt Helping

Right before the ice storms hit the US midwest this winter, the factory my wife and I work at started a retooling. The company flew her out to California for training for a month while I stayed behind. I worked out on the manufacturing floor so I needed to occasionally inspect the progress. One week after she left, the ice storms hit the area. Our house was at the end of a very rural road and the lines were completely down for miles. Since not many lived on this stretch of road, the prospects of anything getting fixed were weeks […]

Aunt Helen

Helen Strangers was a fine-looking woman in her mid-thirties. A woman of independent means, she lived in some style in a large Edwardian country house set in its own grounds. Inside the house was exquisitely furnished, and she was served by a cook-cum-housekeeper, the taciturn Miss Pring, and the handyman-cum-gardener Allan. When Darren’s father got the Consul’s job, Helen offered to look after her nephew. It seemed the ideal arrangement since Helen lived not far from Darren’s exclusive private school and already saw the boy on a regular basis. Above all the two seemed really fond of each other. So […]

Aunt Gina at the Pool (part 6)

As if Sunday morning started off good Aunt Gina and i decided to go swim in the pool for a little bit and take in the afternoon’s sunshine. Aunt Gina was wearing her just there white bikini and i in my swimming trunks. When we got out of the pool Aunt Gina laid down a blanket on the concrete and covered up by and 8 ft fence surrounding our area of view asked me to lie down with her and revisit her body.”Kiss me, Chris,” She said. “Kiss me as your girlfriend, not your Aunt. Kiss me as if you […]

Aunt Gina at the Pool (part 5)

Saturday night was so good as Aunt Gina and i slept together in her bed that night so needless to say we had sex in her pussy 4 times and once in her butt i came 5 times and i counted she came twice.I also enjoyed sleeping with her for the entire night it was a boy’s fantasy come true.That Sunday morning i woke up early and went outside to get my Aunt a paper and came back in at around 9;30 am.I opened the front door of her house and walked towards her room. I was already hard and […]

Aunt Gina at the Pool (part 4)

Note:Flashback to when i was 10 years old Aunt was 38: When Aunt Gina worked in the yard she would wear short shorts with a halter top.Aunt Gina had the figure to wear these types of clothes. It was very hot during the summer, over 90 degrees,and very humid. After the work in the garden, Aunt Gina would get the first use of the hot water. Today Aunt Gina forgot to fully latch her bathroom door. I sat quietly outside the door and watched her undressing through the small crack in the door. As I watched her undress, I undressed […]

Aunt Gina at the pool (part 3)

My mind was still reeling over what had happened with my Aunt last night. So much in fact, that I stayed up a lot later than I wanted to thinking about. I thought about it so much in fact, that I jerked off just to relieve the pressure, thinking about her gorgeous body sliding up and down on me. It was a feeling that was foreign to me. Because my Aunt and I had always been very close, and to be inside her was dirty. It didn’t hurt that she was super sexy too! At the same time, it […]

Aunt Gina at the Pool (part 2)

I quickly tried to wash all of the soap off of myself as I came back from my heart pounding orgasm I just had looking at my aunt out at the pool. I quickly turned the water off grabbed for my towel and dried myself off and threw on a pair of underwear and some shorts and lay on the bed in my aunt’s room. So this is where she sleeps at night huh I thought. I got up like most 15 yr old boys have an urge to look at what she wears under her clothes so I […]

Aunt Gina at the Pool (part 1)

I was a young man of 15 when I was invited over to my aunt Gina’s house for the weekend. Aunt Gina was never married 43 years old and lived alone, she also was very wealthy and had recently had an in ground pool installed. I was included in being able to use the pool anytime I wanted granted I kept it clean and was in on the maintenance of it during the summer. No problem I said. My aunt was a very attractive older woman with blondish hair short around her shoulders, her body was built medium in […]

Auntie Gerri

Women’s panties have always aroused me. I have a fine collection that I have collected and wear to ease my frustration. My wife even enjoys helping me with my fantasies, but that is another story. When I was in the Navy, I was trained to be an electrician. One day, after moving back to my hometown, my Aunt Gerri called and asked if I could come over to her house. She said her garbage disposal was not working. She said her husband had just left to play golf. He would be gone for several hours. Gerri is 58 and very […]

Aunt Eva

I was raised in a fairly typical big city neighborhood. In those days, families lived pretty close to one another if not in the same immediate neighborhood. My aunt Eva (my mother’s sister) lived a few blocks away from us in a 2-flat building she owned. She lived on the 2nd floor and did n’t rent the other apartment because she thought it was too much trouble and besides she didn’t need the money. My aunt lived alone and never married. Because of that she had to do all the maintenance work herself. Yard-work, paining and whatever else was needed. […]

Aunt Estelle

*** True story of a young boy coming of age in 1950’s small Georgia town. *** I was born in a small town in Georgia in 1940. My Mom and Dad owned the only grocery store in town and worked 6 days a week from 7 in the morning until 6 at night. I was an only child and was cared for by my Aunt Estelle. Aunt Estelle was not really my aunt. She was a black lady who took care of me before and after school, cleaned the house, washed clothes and cooked supper every day. She lived on […]

Aunt Emmaline

My Aunt Emmaline practiced petticoat discipline on me from the time I was eleven years old, which meant at age 13 I was quite used to being dropped off at her house by my mother on a Saturday morning to spend what we called a punishment weekend. That meant I had to take off my boy’s clothes the moment I arrived, stand completely naked before my aunt, and let her dress me as a girl. My dress for the entire weekend was nothing more than a light cotton little girl’s frock, pink or white lace panties, and some shiny […]

Aunt Emily’s Boarding House

One summer early in Peter’s teen years, his mother sent him to stay with his Aunt Emily, who ran a boarding house for young men in the north of England. Peter was quite excited, both at the novelty of the trip and at the prospect of being more “on his own” for the summer. He had onlyrecently discovered the boyish pleasures of masturbation, and he waslooking forward to having opportunity to explore them out of thesupervision of his parents. Little did he know that his mother’ssuspicion of his secret activities was the prime motivation for sending him to the care […]

Aunt Dot

Three months later my Aunt Dot came back to visit me again, I welcomed my Aunt with open arms and a kiss! Aunt Dot told me my Uncle Bernard is back in the hospital again, this time for a back surgery. Uncle Bernard been suffering with back pains for several years, but this time he’s getting it taken care of. Aunt Dot and I was sitting on the my couch talking and talking. Then she asks”Carlyle, I have to pee can I use the restroom”? Isaid”Aunt Dot, your my guest you can do what ever you want, you don’tneed my permission […]

Aunt Dorothy

As a teenager I would fantasise over my Aunt Dorothy’s mountainous tits – huge melons that jiggled under her jumper as she walked. She was a mature and imposing lady in her late forties, and had a shapely figure, cinched at the waist with wide patent leather belts, which she often wore with flared floral frocks, and taffeta petticoats. And then there were the v-necked sweaters, accentuating her huge, cone-shaped breasts, through which I could occasionally see the circle-stitching of her brassieres. The swish of her petticoats as she walked, and the click of her high- heels never failed to […]

Aunt Delores’ Panties

I come from a rather close, extended family in the Northeast part of the U.S. Both my mom’s sisters lived within twenty miles of us when I was growing up, and we would see each other frequently. My Aunt Delores was about five years older than my mom. She was divorced when I was fairly young and never remarried. Despite being older, she was the “cool” Aunt in the family, and I looked forward to her babysitting me or spending nights at her house when my parents went out. She was pretty loose with the rules. She let me stay […]

Aunt Charlene’s Garden

I liked to go over to my Aunt Charlene’s house, and watch her work in thegarden. She seemed to work out there quite a bit, and one day, I was there allday with her, from early morning until late in the afternoon. Wearing only ahalter top, it wasn’t long after she quit and took a bath that I noticed how red she was. “Doesn’t that hurt?” I asked. She nodded. “I got way too much sun, huh?” “You need something on that,” I said. “We have some aloe stuff in the medicine chest, I think,” she said. Her facewas red, […]

Auntie Ceci

My mom left me with her old friend Cecilia. Her boyfriend got her in trouble and she had to go away for six months. At first I would cry a lot and Ceci told me to call her auntie. She would try to get me to relax and started to give me baths to help me sleep. One night she wore a low cut top and I got a boner. She acted like nothing but kept looking at it. I never played with it but it felt good. After she washed my hair she rinsed me and told me to […]

Aunt Carol

by Christopher **This story is affectionately dedicated to Miss Juliette Anderson and director Henry Paris, two pioneers, never to be forgotten. ****** ‘Understanding women’ is an oxymoron. You never really understand them. If you’re lucky you survive them. Take exhibitionism for example. Why do some women, maybe even a co-worker or the wife of a neighbor, get pleasure from flashing hapless shoe salesmen or “surprising” pizza delivery boys wrapped in just a towel? Power? Danger? What possesses some women to perform sex in front of others or even before a camera? What is the drive that causes them to […]

Aunt Carmen’s Scented Panties

My Aunt Carmen was the stuff young boys’ wet dreams are made of. She’d been widowed for several years by then. While she’d been married she’d been rather dumpy and unattractive, but when she became single again she ditched her frumpy wardrobe in favor of tight jeans and miniskirts, which made her look irresistible even though she was well past forty. Gone were the “sensible” flats in favor of tall stiletto heels. No more erotic woman ever lived! To Mom and my other Aunts, Aunt Carmen was the subject of endless gossip. They never seemed to tire of speculating who […]

Aunt Betty the Nudist

I was 20 years old and had just split up with my long time sweet-heart of my teenage years as something told us to move on to better and bigger things in life. Not a big deal and I was relieved as personality- wise she wasn’t the one for me and we had enough sex to last a life time, or so I thought. It was the summer of 82 and you may remember it was a scorcher. Very little rain and exceptionally humid. A strange combination but it lent itself to the story I am about to tell […]

Aunt Betty Takes Me In

I was 20 years old and had just split up with my long time sweet-heart ofmy teenage years as something told us to move on to better and bigger thingsin life. Not a big deal and I was relieved as personality- wise she wasn’t theone for me and we had enough sex to last a life time, or so I thought. It wasthe summer of 82 and you may remember it was a scorcher. Very little rain andexceptionally humid. A strange combination but it lent itself to the story I am about to tell you. I had enrolled in college […]

Aunt Betty’s Things

I just found this site, and I think it’s great! I knew there were a lot of other men out there who, like me, learned to enjoy the intense pleasure of silk and nylon from “borrowing” their mother’s or sister’s clothes. I began to enjoy that pleasure when I was about 8or 9 years old… taking my mom’s silky things out of the hamper and rubbing them on my body when I went in to take a bath… progressing to trying them on before my bath… then, as I got older, to trying them on when I was home alone. […]

Aunt Betty and Me

It all started in the aftermath of one of Florida’s many hurricanes. I don’t remember the name of the storm; I was only fourteen at the time, and didn’t pay much attention to current events. My Aunt Betty lost her home because of flooding, and came to live with Mom and me. Neither Aunt Betty or Mom had husbands anymore; it was just the three of us. I was not happy about the prospect of her living with us at first. I had recently discovered masturbation, and was instantly addicted to the immense pleasure my body could experience during a […]

Aunt Betty

By BOB Sitting in my aunt’s living room I patently watch TV. I was waiting for my Aunt Betty to come home from work. Aunt Betty was my mom’s oldest sister. Aunty and her husband Uncle Cam lived in a lower one-bedroom apartment. They never had any children, but you could tell that they both loved kids. Uncle Cam would always walk me up to the corner store when I came to visit. He’d buy me candy, comic books and any junk food I wanted. His specialty was to buy a brick of vanilla ice cream and a bottle of […]

Aunt B

I called her “Aunt B” but not in any sarcastic way, for she gave me a gift I will always treasure. She was nothing like the Mayberry matriarch at all. Not at 35 years old with abounce in her walk and a figure that caught the eye — and threatened toblacken it — of every man who entered the downtown Birmingham library where she ran the reference section and taught creative writing at night. And unlike Sheriff Taylor’s aunt, my Aunt B had raven hair, worn in a style Inow see silhouetted on expensive cameos, caught at the nape of […]

Aunt Annie’s Magazine

My Aunt Anne came to live with us after her divorce. She had a part time jobas a hair dresser, and was at home most evenings. I had no idea why she didn’t date. She just seemed to like to stay home and read. She had quite a collection of magazines. Some of them were women’smagazines, and one in particular, I noticed, show pictures of naked men with hard ons. One day while she was out shopping, I went into her room, slowly goingthrough the drawers, looking for the stash of nudie magazines she had hiddensomewhere. I found a letter […]

Aunt Anna’s Lingerie

One summer, I paid a visit to my aunt in Illinois. Now she was in her early 40’s and pretty with short close cropped blond hair. I usually got to spend a week with her, usually doing chores and generally helping out. She was very encouraging of my personal interests, and seemed enthusiastic about many of my teenaged hobbies.(I soon found out that she was enthusiastic about other things as well!)One afternoon I was helping out in the yard when it started raining, and as I was running towards the house, I slipped and fell, landing in a gigantic mud […]

Aunt & Mother

My mother has been a widow for about five years. We have a nice house in a goodneighborhood. I’m an only child and mother and I have always been close. I guessour loss brought us closer. I am big for my age (16 years old) and a goodstudent. About a year ago, mom’s sister Beth moved in with us after she left herabusive husband. At first I didn’t like having her there, but I soon learned tolike Beth and enjoyed her company. She helped mom around the house andfrequently helped me with my homework. Beth is very bright and has […]

Aunt Alice

I had just graduated from college with an engineering degree and had taken a job in the same town as my aunt Alice. We had been very close when I was a kid as her family lived in the same very small town as I had. Her oldest boy was my age and I spent a lot of time at their place because we lived in the country and they lived in town. Her youngest had graduated from high school last spring and she divorced her husband during my freshman year in college and had moved to Rochester, Minnesota where […]

Aunt Abby’s Boarding House

The following story is true and deals with things, whichhappened involving my Mothers Aunt and me during WorldWar II. I will be 73 years old in December, 2001and havethought about these events frequently over the last 60years. I can tell you two things of which I am certain.First, I am convinced that none of this would havehappened if it wouldn’t have been for the war. Second, Idid not then, nor do I now feel as if I was abused in any way. I had just turned 13 when the war broke out in Decemberof 1941. My Dad was in the […]

At What Age Do Boys Start Wearing Panties?

Unless your mother dresses you up in girls clothing at age 3, I would assume about age 11 or 12 years old for most boys . I was probably an exception. I wore my first pair of panties at age 5. I was staying at my grandmother’s for the summer. One day, she left to go to a neighbor’s house to borrow some flower and chat for a few minutes. At this time I saw my chance to go into her room and look in her undies drawer. Since I’d been think about wearing girls undies for the last several […]

At the Casino

Through the years, Trish has become more modest. Perhaps it was the fact that age is creeping up on her, it’s hard to say, but she has exposed herself less and less in public. She is still a good looking woman, even though she’s put on a little weight over the years (she’s at 118 from her younger 108 lbs and her breast size has increased to 36C). I never stop telling her how good she looks and keep on encouraging her that she could dress for her age and still look sexy. She still wears sexy underwear and occasionally […]

A True Slip Story

My fetish for slips all started when I was 5 years old. I awoke one night to my first raging hard on. I realized that touching it felt good but my fingers or the sheets just didn’t do it for me. It was about 3:00AM in the morning and I was frantic, my cock sticking out of my underwear bobbing and throbbing. I made my way into the bathroom where the clothes hamper was, shufffling through the clothes I found a pair of my mother’s panties. Rubbing my cock with the back silky area of the panties felt good but […]

A True Panty Story!!

I remember when I was in 7th grade and my sister was a junior in highschool I would hurry home from after school everyday before my sister got home so I could go in her room and go through her drawers looking for her underwear. I couldn’t wait to relieve myself of the hard-ons I used to get in class thinking about rubbing my penis with her white nylon panties. Most of the time I would run home and knock on her door to check if she was home. When she wasn’t I would take her panties […]

A Three Step Ladder

She answered the door wearing her usual evening attire, an old worn cotton print bathrobe and slippers. Mrs. “B” was busy hanging drapes, and wasn’t sure what time Danny, her son would be home. He had gone with his father to a friend’s house for a game of cards and pizza. I had stopped by to see if Danny was ready to go. He and I had talked about shooting some hoops at the park and then cruising the local burger joints and hangouts tonight. “While you’re here, would you mind giving me a hand with these drapes?” she asked. […]

At Aunt’s House

I have always been attracted to my aunt. She is rather attractive and is always open with me about nudity (probably because in my family I am the one everyone thinks of as innocent). She would often take her bra off in front of me showing her gorgeous breasts. She would undress completely in front of me and put her night clothes on. She didn’t wear anything underneath her night clothes so I often saw her vagina when she laid just right on the bed. She used to bathe me and of course had to wash and handle my penis. […]

Ask for it!

Auntie put the paddle ball paddle and the bath brush down on the bed and smoothed her short skirt over her bottom as she sat down. The boy moved to her right side. He could see the tops of her breasts that were bared by her low cut blouse. He wished that he could nuzzle them, burying his face in her cleavage. “Over my lap, honey” Auntie told him, as she hiked up her skirt, baring her thighs. He could see that she was wearing black lace panties. The boy lay over her lap, positioning his bottom over the top […]

Ask and You Shall Receive

A few years ago, I worked with a beautiful young, divorced lady. Ann had long blonde hair, was 5’10”, slender, and had legs that went on forever. She always wore 4″ heals and skirts that were dangerously short. In the mornings she would come into my office and we would do a “skirt check.” She would stand by my desk and see if the hem of her skirt would touch the top of my desk. More often than not, the hem of her skirt was higher than the top of my desk. After her skirt check, she would sit in […]

A Room With A View

Jimmy O’Rourke sat on the living room couch as he and his parents watched the movie of the week. It was a hot summer night and the O’Rourke’s apartment didn’t have air conditioning. The outdated wiring of the old Brooklyn apartment house just couldn’t handle the load. Instead the 16 year old had to settle for sitting around in his gym shorts and trying to cool off with the large fan over in the corner. The movie was pretty boring, but his mother seemed to enjoy it. His father had dozed off in his chair about a half hour ago. […]

A Room at Mrs. D’s

When I moved to the city for a job, there was no way I could afford my own apartment. I finally found something I could afford but it was only a room at Mrs. D’s house. The woman is crazy and yet I don’t want to move out and do like her. I was only there less than a week the first time she walked into the bathroom while I was in the shower. I know I locked the door but she came in anyway supposedly to put clean towels in the linen closet. The shower has a clear glass […]

A Proper Upbringing

When I was ten, I was freed from my parents, who were violent drug dealers, and placed in the care of my rather eccentric Aunt Martha. Although only twenty-seven, Aunt Martha had twin daughters who at twelve were two years older than me. Aunt Martha had been raped and impregnated at fifteen, had borne and raised the surprisingly beautiful, precocious results despite seeing her smug attacker go scot-free, and had since given every public appearance of noble perseverance under terrible adversity. When my asshole old man and weak sister mother got wiped out over drugs and money, Aunt Martha petitioned […]

A Pleasurable Awakening

When I was 15 years old, I was not experienced with the opposite sex and my only sexual experience was solitary masturbation. On a given Saturday morning, “Diane,” a long-time childhood friend, awakened me early in the morning. (We had been friends since first grade-she and her younger brother often played kick ball and rode bikes together.) On this particular morning, she knocked on my window outside my bedroom-the window was open-and I was laying on my twin bed dressed only in my boxers with the sheet barely covering my privates. I had a raging hard-on, as I often did […]

A Perfect Sales Call (part 5)

As you may remember from the last four parts, I had a sales call with a woman client that ended up not only giving me the best lingerie massage I ever had, but introduced me to one of her associates, Gerry, with beautiful long legs and an offer that excited me to the greatest depths. I was supposed to call Gerry to show her the new prototypes from my company and also to meet her for lunch. I called Gerry to setup a date for lunch but my call was forwarded to Alena. Maybe she asked Beverly, the receptionist, to […]

Sonia's Erotic Stories

Panty Stories, Lingerie Stories, Older-Women/Younger-Men Sex Stories

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