my first married older lady
- 3 years ago
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The Keyholder?Just that please.? Ben mumbled as he nervously placed the steel chastity cage and padlock on the counter. He was on his way back from drinks with the football team and the elation of winning combined with the alcohol had given him the courage to finally indulge one of his fantasies. Careful not to make too much eye contact, he glanced briefly at the woman behind the counter, who smiled kindly as she wrapped the cage for him and took the cash. He was now really starting to feel...
Hi this is Mukesh once again Though this was not my first experience, I would like to narrate this thrilling experience I had with an older lady. Around 25 years back, on my regular route to college I used to pass a house on a street where an attractive lady, fair, shapely, about 5’4″ and in her early 40s used to stand in her doorway watching the going on on the street. On one particular day, our eyes met and I smiled at her. She gave a cold stare in return. Not to be discouraged, I continued...
Farber, Underwood, Carruthers, Kinshaw, Young, Oswald, Updike is its city's first openly transgendered firm. Follow the lives of its partners, associates, staff and clients. Today we learn the history of one of its members. GLADYS By Eugene Webber "Have you called the agency, Heloise?" John Farber asked his office manager. Heloise Farber, John's sister, older by three years, was taking a week off to visit their parents. Their father had retired eight months earlier and...
I had been chatting online to Jill for a number of years, I was still married at this time but I had the hots for this Lady despite her being 68 and me not yet 40 needless to say the chats were very saucy and when possible we would cam masturbate and dirty talk a plenty.Jill lived in Canada but had relatives in England so visited as often as she could. She loved to visit London York Edinburgh and the like so we quite liked the idea of meeting up in York. Me going away for a few days was nothing...
What was she doing playing chastity games with a twenty something guy? She knew it was crazy, yet Amy was smiling to herself as she stepped off the bus and walked quickly to the address that Ben had given her, a two bedroom apartment in an upmarket development. She hadn’t seen Ben since they’d made love at the hotel a week ago, but she could still remember the feel of his body and his freshly unlocked cock. She hadn’t belted him when they parted the next morning. This wasn’t because Ben didn’t...
BDSM“Just that please,” Ben mumbled as he nervously placed the steel chastity cage and padlock on the counter. He was on his way back from drinks with the football team and the elation of winning combined with the alcohol had given him the courage to finally indulge one of his fantasies. Careful not to make too much eye contact, he glanced briefly at the woman behind the counter, who smiled kindly as she wrapped the cage for him and took the cash. He was now really starting to feel embarrassed,...
BDSMHow many of you get off to fucking ladyboys? Well, if you know what I’m talking about, then you know precisely the kind of sexy people I’m referring to. But for those whose brains are melting at the term of ladyboys, let’s keep it simple for them. A ladyboy is an Asian transsexual. But then again, if you didn’t know that, you probably are not into this kind of porn in the first place!On the other hand, if you are or are curious, allow me to invite you to Hello Ladyboy. This series has been a...
Premium Shemale Porn SitesSynopsis of the Night Skies Hotel Universe: Centuries ago, two world- spanning civilizations made first contact via technology that enabled access to multiple realities. Each civilization was unique in the sense that a single sex dominated it -- Terra's Patriarchy by males, and Gaia's Sisterhood by females. Gaia was the more artistic of the two, had closer links to nature and was more advanced than Terra in some of the sciences, such as biology and physics. Terra, on the other hand, had...
American Ladyboy By Cassandra Morgan No matter where in the world you are, no matter languages are being spoken around you, calculus is boring, it seems they teach the subject so people will know how to torture spies. And so, half a globe away, Benjy Hawkins sat in his math class with his head resting on his arms, which were folded over his desk. The teacher droned on, his lilting accent punctuating his speech. The subject, and the speech, was more than Benjy could bear on a...
After I'd retired from the army I was employed by a company that did property maintenance. We had a major contract to look after a number of retirement villages in the south east, and the main part of my job was assessing what repairs needed doing. One such repair was at a small one bedroomed bungalow lived in by a lady in her late 70's. She was partially disabled and her problem was that the path leading to her front door was becoming uneven. She invited me inside and made a cup of tea for us...
MatureChapter 1: Tere When I was a teenager simply full of raging hormones, I would always look at more mature women (i.e. 30 and above), with respect rather than lust. When I began working, most, if not all, of the thirty plus year old women I knew were either married or career oriented. But that all changed with Tere. Here's an experience of mine that I will always treasure. I originally wrote this last year, but there were many details I left out. Here’s the story in all its uncensored and...
It was a steamy summer night back in 1990. I was on a train home from work then i saw this sexy looking black lady she looks like Halle Berry and she's only 45 twenty years older then me. I meet her on the train and then we talked and i bought her a drink and we kicked it off with a sexy walk on the beach and then we started to stare at each other and we kissed very passionately. She told me her last marriage is totally fucked-up by her jerk-off of an ex-husband who left her for a white woman...
When I was 20, I worked at a deli in the local big supermarket chain. I worked with various types of people, including a hot little 40 year old married Puerto rican woman who got her kicks from teasing all the guys there. I would make comment to her about the logs of meats to her and she'd eat up the attention.This went on for months with none of the other guys scoring with her. They tried. She would just shoo them away and laugh about it. At the time, I was not as experienced as some of the...
The weekend in Paris had been fantastic, three whole days with Amy plus three consecutive nights of release. Returning to work had been hard, not least because he had now spent five continuous days inside the locked chastity cage. Nights were particularly hard as his cock had started to expect freedom. In the early hours it would throb and the pressure inside the cage would build. Ben would wake up and massage his balls while he watched his helpless red straining cock try to squeeze through the...
BDSMChastity with Ex as Keyholder Ch. 07bychastity_sissy©The only light came from the crack at the bottom of the floor. I tested my handcuffs as quietly as possible, verifying there was no way to squeeze my wrists out of their cold, metal clutches. I was completely stuck.I could hear my Ex on the other side of the door. She was panting heavily. I could only imagine her Boyfriend's cock ramming her inside and out, over and over again.I guess I should back up just a little bit, although there is...
Chastity with Ex as Keyholder Ch. 05bychastity_sissy©Almost every time my Ex had sex with her boyfriend I had to listen. My Ex had decided it was mandatory and would quiz me on how many times she had an orgasm just to make sure I was actually listening, not to mention drive home the fact I couldn't cum.At least, so I thought.You have to understand that not having an orgasm for over a week doesn't sound like a long time, and I'm sure I've gone longer than that without wearing a chastity device....
Attending Greg and Trisha's wedding was an obligation that could have been avoided; I wouldn't have been missed. On the way back to school, I reflected. This was a good time to make some decisions. Why had I pussyfooted around and let Charlie take advantage of me? I told myself it was because of his mother. She had asked me to look out for him. But really, I knew in my heart that I was afraid of losing my only male friend. I didn't correspond with anyone from C.M.A. and doubted they even...
Ishwar Lal had left his wife, Urmila in charge of everything. Not that he didn’t trust Punjun, but how is a boy supposed to have everything he’d need without wasting a lot of time? After all, this was a crucial year in their lives. Punjun had just turned 18 and decided to take a gap year to prepare for competitions. He had done well enough in school, even made the merit list in his district, but found himself well below the required level of college entrance exams. Despite the urge to blame...
IncestI was invited to a bar in central Tokyo (Shimbashi) that hosted Shin Nai Shamisen music. In Japan, most fans of Shin Nai Shamisen are rather old and I found myself to be the youngest person in the audience. I noticed one lady in a kimono who was particularly attractive. She could have been in her 60's or 70's, I don't know, but she was incredibly attractive. I found it difficult not to look at her. At the same time, I didn't want her to notice or think I was strange.After the event ended I...
My man Roger and I have had sexual adventures that many people would be envious of: some incredulous of even. Around once a month I love having a second man to pleasure me and before I pleasure him while my man watches, and often he will pleasure my man: oral sex only – no intercourse is the rule. In the afterglow of a recent wonderful sex session (just the two of us) I remarked that of all the sexual combinations we had enjoyed I had never seen Roger suck another man’s cock. “Some of your...
Mrs. Bonnie had been a long time friend of our family. Since I could remember, she was regularly at our house, chatting with my mom, or babysitting me. She was always pleasant and full of laughs and smiles. Everyone liked her and I always looked forward to when she visited.As I grew older, I began to notice more things as Mrs. Bonnie. She was definitely an attractive woman. Curly sun blonde hair, slightly tanned skin adding freckles to her nose, and a brilliant smile. At BBQ's and parties, I...
Gladys wanted to stay in my room and I let her. I didn't know if she was afraid of Charlie or if it was for the reason she gave; she liked the way I fucked. "Did you mean what you said about my tits?" she asked, snuggling against me so I could feel her nipples bore into my chest. "Yes." "Charlie never says nice things to me the way you do." "I know." "You're sweet. But, God Damn, you can be mean, too!" "I know." "You're not generally like that, are you?" Remembering...
After living in the Netherlands for 33 years I was ready for a big change. I had been toying withthe idea of moving to another country to get away from the stress of it all for a while.I had girlfriends in the Netherlands. Wives.I had one nighters and 2 nighters. I wasn't doing bad for myself.But, there was something missing on the girl side. I love variety. I think I've been withevery kind of girl I COULD be with in the Netherlands. I started thinking about other countries.Other girls. Other...
The following is the 2nd part of Eye of the Beholder. I have had some very positive feedback on part 1. I hope you enjoy this as much. Please let me know by leaving a review or email me at [email protected] Part 3 will follow shortly. Eye of the Beholder - Part 2 - by: Tanya Grant Consequences: I woke a few hours later, the smell of coffee wafted into the room, as well as toast and eggs. I realised I was starving hungry. I looked around for something to wear, and saw...
Eye of the Beholder Part 3 ? by: Tanya Grant This is the continuation of Alex Wards undercover operation. Please read parts 1 & 2 first if you are unfamiliar with the story. This story and it's constituent parts are copyright Tanya Grant and no reproduction or use outside of those sites given permission to carry is implied or allowed. Please contact [email protected] if you want to talk to the author. Part 4, the final episode is being written and should be...
After I’d retired from the army I was employed by a company that did property maintenance. We had a major contract to look after a number of retirement villages in the south east, and the main part of my job was assessing what repairs needed doing. One such repair was at a small one bedroomed bungalow lived in by a lady in her late 70’s. She was partially disabled and her problem was that the path leading to her front door was becoming uneven. She invited me inside and made a cup of tea for us...
I was 20 y.o when I meet my friends coworker she was a 63 y.o lady she was 5'4 nice thick bbw she had nice DDD breasts big hips so me and a couple of friends picked her up so we can go to nice club close to my house we a some drinks and we started talking I don't know how but we ended up talking about our sex life she was telling me that she had 2 years with no sex so I asked her what kind of guys she like she said that she was married to some one her age for 30 years and she had never had an...
Hi my name is Lucy 32 yrs I am working in a concern as a receptionist in Chennai ,I am regular reader of ISS for the past 5 months married with 1 kid ,my body shape is 32-26-32 this is first lesbian exp which I am going to share with u all. Last week 1 post for lab technician is vacant has been put in the paper ,in our concern and a lady aged about 39 yrs has joined she has been married and having one boy 15 yrs and one girl of 12 yrs, she is of good figure 38-32-36,she has got big boobs and...
LesbianMy name was Sophie Moore, a twenty eight year old graduate art student. I lived in a small coastal town on the outskirts of Cornwall, England, with nothing but beautiful countryside all around. I worked in a tourist gift shop and some of my art paintings were there for sale. I painted just nature of animals, sea, and countryside. I was a tomboy sort of as I didn't wear make up to get the attention of men and I didn't wear short skirts either. I just wore like denim dungarees majority of the...
MILFI was heading out for my daily evening walk, when my neighbor almost ran over me with her Mercedes as she pulled in to her house at the end of the road. I’m 56 and I’d guess she’s about 8 to 10 older than me, but in good shape, not really athletic looking buy not my usual type. I really get off on big, fat, women. Anyway, she apologized and commented that I was really dedicated to walking because she saw me heading out in all types of weather. I told her that I walked because I “really” liked...
And there he was, buckling over, gritting his teeth and trying to hide the pain. I had it confirmed. Dr. Oswalt had been glancing at his female students more and more over the past few weeks. I wasn't the first to notice. I remember Leanne pointing it out to me way back in October. But after that, it seemed obvious. He was constantly taking looks at my tits, and everybody else's. I remember the theories … he wasn't banging his wife anymore, he was just becoming a creepy old man, etc. I...
BDSMChastity with Ex as Keyholder Ch. 08bychastity_sissy©"So, that is what you fantasize about? Having my hot boyfriend and me making you our little sissy bitch? Pathetic," my Ex said flipping through the pages of the story I had submitted to her, while I worshipped her sweaty pantyhosed feet per our already established agreement.I still couldn't believe an Ex of mine was actually a hot Hooters girl. Being one with a small, tiny, thing for uniforms, I couldn't believe I had let this one slip...
Chastity with Ex as Keyholder Ch. 06bychastity_sissy©My Ex knew me. She knew me better than I knew myself. She knew it had been a deep, disregarded fantasy of mine to be a helpless maid amongst a variety of men and women, all dressed up in pretty outfits demanding drinks and snacks from the maids passing by.She had, without a doubt, put "the guy" in his place. My cock was completely locked away in full metal, and it would require an ER visit to physically remove the device without a key. I...
Chastity with Ex as Keyholder Ch. 02bychastity_sissy©From what I could remember the following morning, I had definitely done something stupid. My memory became fuzzy after she had left. Just as she had predicted, I surfed the web and looked at my saved cache of porn. Unable to get off on it, I drank more and stayed up later than usual until everything became a blur and I woke up on the couch, still dressed in the corset and nylons.Good thing I had the day off.Work! How could I deal with wearing...
Chastity with Ex as Keyholderbychastity_sissy©Several days off. I was looking forward to it. The days off had been meant for something else, but those plans fell through. Now, I had the weekend plus several extra days. I could barely contain myself as I was excited to try out the new toy I had recently purchased.As soon as I got to my apartment, I checked with the management building and sure enough, the package was there. Before I could do anything else, I had the package opened on my table...
THE LANDLADY by BobH (c) 2011 -1- "How do I look?" I asked Cate. "You look just fine," she replied. "Honestly, Mike, I don't know why you're fretting so much." "Hey, it's not every day a guy gets to meet his girlfriend's Dad and I want to make a good first impression." "I'm sure he'll love you as much as I do," she said, coming over and adjusting my tie before...
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding a bargain, I asked myself, than a store that was having a going- out-of-business sale? The store offered everything you could imagine, in every condition you could imagine--sofas, tables, chairs,...
Eighteen year old James Morgan was sitting across the desk from an attractive middle aged lady who was explaining to him that there was no accommodation in the Halls of Residence at the University of the Arts in South London. James had been delayed on his return to England after holidaying with his parents by striking French farmers and fisherman who had blockaded both the Channel Tunnel and the ports until their demands were met. Mrs. Heather Talbot was explaining that this year saw an above...
Well! let me go straight to the story. This is a story of how I got to fuck my landlady who was seeking a young and energetic dick. A few years back I enrolled for engineering in one of the colleges of Bengaluru. I didn’t get hostel at that college. So I had to stay as a PG in a house in Hebbal. There were only 3 people living in that house at that time: landlord, the landlady, and his son. His son was in the 11th standard. They also had a daughter who was studying CA in Delhi. Aunty, the...
My favorite Aunt and the Divorcee Landlady By Julie D Like most trannies it all started with a favorite aunt and progressed through a series of experiences such as sexy landladies. I have been an avid reader of FM for the last two years since I got a PC. I was told about the site from a fellow TV in one the London clubs I used to go to as Julie. I go into the site most days to see if their are any interesting stories as some are very rewarding when you are alone and feeling...
God did not bless me with looks, personality, features or riches which are all the pre-requisites for wooing women. But what he gave me as compensation were innumerable chances for satisfying my lust. I have had quite a few casual encounters of sexual intercourse with women. All women in my stories are above 26 yrs of age, quite beautiful with well-endowed feminine features. Today, I am narrating another true incident of mine, where I had a spontaneous sexual intercourse with a close family...
there is this lady that owns a ice cream truck that passes by my house. she is a hottie. mature old lady big tits nice ass omg i get hard thinking of her. a while back i went to go get a cone and when she was serving it she tippy toed to get some thing n her shirt went up and her pants went down a little and i saw her thong. any tips on how i can like flirt with her and get her to fuck???ima copy n paste so it can be seenthere is this lady that owns a ice cream truck that passes by my house....
After John retires he starts drinking wine all day. His wife tells him that he is starting to look like a glassy eyed little old lady. She requires him wear the clothes of a glassy eyed little old lady if he continues to drink wine and eventually he becomes one. Chapter One John and Teresa had been married many years. They never had children but took in some foster kids over the years. Teresa had always been a stay at home mom for the foster children and became very involved...
I am 58 years old married with a very good sex life. Well I think I have a very good sex life and getting better all the time. My wife whom I love dearly gave me the green light to fuck around as long as I am careful, don't get caught by friends or relatives and don't fuck with anyone she knows. She to has the green light and fucks a friend at work but he doesn't know that I know he fucks her. She tells me how open she gets with him and does thinks that she could never do with me, like pee...
For the last two years I have worked at an manufacturing company on the assembly line making components for cars. The product that my company produced fit several makes and models. We had some job security even if the talk about tariffs did take place.It was decent pay I had my own sutdio apartment in a quite upscale area. No c***dren or girlfriend at the time. I was just working and rushing home to do nothing. I had an up to date American built truck, that blend in well with my southern white...
Soma, a beautiful busty young girl, got married two years ago to a well-known family in Kolkata. Soma and her husband Paresh have been separated from the family since the marriage. And 4 months ago, she had the good fortune to be a mother. For Soma, a 26-year-old young mother, it became increasingly difficult to work and look after her family. So, Soma’s mother decided to hire a housekeeper. Soon she found one. The housekeeper was an old-aged woman. Her age was around 56 or 57, a thin and...
LesbianSwappy Lady Olga Turlovna So, I'll start by saying I used to be a guy who secretly wanted to be a woman. The fact you've found this story means you're probably the same way and I don't need to explain my feelings to you. But I'm beginning with that admission to emphasise God didn't create all of us with female inclinations equal, and I never considered actually transitioning. I wasn't motivated to go through the ordeal of years of expensive hormones and...
"The Perfect Little Lady" I could hear my aunt downstairs at the kitchen door talking then heard the door close. I stood near the upstairs window looking out through the curtains and watched as my new friends walked across the back lawn talking, roughhousing and tossing the football around as they made their way down the alleyway and out of site. I then heard my aunt returning upstairs to her bedroom where I was instructed to wait for her. She entered the room with purpose and...
Demonde Scott woke up early most days.. He leaned over and kissed his girlfriend’s forehead. He threw on some basketball shorts, a tank top, and a pair of multicolored Nike Joyride Dual Run sneakers. The 5’11”; 200-pound man headed out of his small house on the compound where Westerners lived while working in the Kingdom. He stretched then launched into morning 2-mile run. The air felt thick on his skin. It was around 65% humidity at present, but the temp was good at a little over 80 °F.He...
“A fucking lady? No way; how, why?” I babbled, shocked.“Lady, darling; the word is always capitalised,” Cyn, my girlfriend of four months, clarified, “I’m Lady Cynthia Fortescue-Smythe, second daughter of Edward, the Earl of Battersea."“And you are me telling this, why?” I asked, as we lay, post-orgasmic, in her Knightsbridge apartment wrapped in sheets which were, apparently, cut from Egyptian cotton of astronomical thread count.“Royal Ascot silly; we are going tomorrow, and absolutely...
FetishAnother short tale. But only because my a.d.d. keeps me from writing long tales. As always, feedback is not only welcome but very much desired. To serve, and soothe, the Lady. The hour was late, or perhaps early as it was now past midnight, when she - who was not a she on the outside - closed and locked the door after the gentleman left. She liked this man, for he was not cold and cruel as some could be and treated her as a person with feelings. A servant, yes, but still a person....
Ever since I can remember I have been a sissy. As a very young boi, I loved playing with dolls and other girlie things. I avoided the company of other bois my age because to be honest, they frightened me. They just gave off a threatening and hostile vibe that I went out of my way to avoid them. Instead I preferred the company of the girls. I took a lot of heat all the way through school, and after puberty I began totally embracing my femininity, by overt means, such as, wearing makeup, girlie...
Oh god - I'm just sitting here, thinking about how lucky I am to have been born a femme! I love everything about femmes. Of course, getting to where I am today - a totally sexy and girly ladyboi - took a long and sometimes circuitous route. Being born male, and coming from the time and place I came from, announcing to the world (or even to yourself!!) was probably not the wisest thing to do. All I ever heard growing up were extremely negative things about anyone who wasn't straight sexually. It...
91 AVIS AND HER LADYFRIENDS My friend Carol called me up one morning and asked if I would like to meet for some shopping and lunch. Since Jon and I would have the day to ourselves, I agreed and we met at the local mall. Carol approached me and unexpectedly kissed me there in the entrance way to the mall. "Good morning" she said as I looked back in mild shock. "Did I shock you?" she asked. I said I was a bit surprised, but then let it go and off we went shopping. Around noon we stopped at...
Torrance Denkins was completely infatuated with transsexuals. He watched shemale porn constantly. He was married to his second wife. In total, he had five c***dren - three by his first wife and two by the current one. Torrance was forty-eight years-old. His betrothed was only 29. The homicide detective walked out of the precinct and got into his personal vehicle. He drove a black 2014 Cadillac CTS. Once he got settled in the car, Torrance started it up and then sent a text message to...
After a long day at work and a meeting with my boss that ended badly. I decided to dive into the local pub the young guys at work always talk about. I walk in and plat myself by the bar. Greeted by a young black woman. I pay no attention with my head down. Whiskey on the rocks.. Make that a double!! She slides my drink over asking.. Rough day? as I take off my tie. I reply with a negative voice.. You can only imagine. And that's when I make eye contact with her.. A pure beauty. Tied up hair in...
An awesome moment with the busty manager. Hello friends, I am from Kashmir my first story in ISS hope you ll like it. I have been an avid reader of iss. If any women who seek no strings attached fun, or friends with benefit fun can contact me on please be assured of the safety, women’s safety is my first priority. About me, I am a fair handsome looking guy I am a single guy have a decent tool whose sole aim to is to satisfy women, I’m on the heavier side, funny guy. This story goes back in...
I was just about finished cleaning the house for Mr. Gustavsson, the whole house had been out of a womans touch for years. I had recently got my driverslicense and this was my first real job. I lit lighter and waited for the familiar cloud of Smoke that came when i cigarrette fires up, while Mr. Gustavsson leanedaround the corner and asked if everything was O.K. "No problem Mr. Gustavsson all finished," I said,as i wiped my hand with an old rag , "I'll be out in a minute!"After gathering up...