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It was now several months since Gwen Mitchell's husband Tom has passed away and the fifty-eight-year-old Gwen was now having a couple of drinks in the pub with her longtime friend Mavis Tompkins.

 

They had had a couple of drinks when Gwen said, "Do you know what I miss most with Tom gone?"


"Getting shagged?" asked Mavis.

"No, I do miss that but mostly I miss getting spanked," announced Gwen.

"I never knew Tom spanked you, Gwen," said Mavis who was very surprised at that admission.

"Often, but I never told you because I thought that you would think that we were kinky or something," said Gwen, before having another gulp of her drink.

After a moment's thought, Mavis said, "Can I tell you something, Gwen, but please don't tell anyone else?"

"What, your Mike spanks you?" asked Gwen assuming that Mavis was about to confess to her in-marriage spanking.

"No, he doesn't but somebody else does," confided Mavis.


"What? I don't understand," said Gwen thinking that her friend must be having an affair.

"Promise you will not tell Mike or anyone else, Gwen, please promise," said Mavis wondering if she had already said too much.

"Of course but are you saying that you are having an affair?" asked Gwen.

"No, I am not having an affair but I do get fucked," replied Mavis mysteriously.

"Still don't understand," said Gwen.

"You know that Mike is away a week at a time for work sometimes don't you," started Mavis and when Gwen nodded she went on, "Well sometimes at the start of those weeks I get a visit from a disciplinarian."
 

"What, a bloke comes along and spanks your arse?" asked Gwen incredulously.
 

"Yeah and he usually fucks me afterwards," said Mavis.

"Hell, Mavis, that amazes me," said Gwen.
 

"Yes, the spanking is amazing and the sex is out of this world," continued Mavis.

"But you said you were not having an affair," insisted Gwen.


"I am not, he does the same with several women, that is the point," said Mavis

"Do you pay him?" asked Gwen.

"No, he likes tanning mature women's backsides and then, if they want, giving them a good fuck," said Mavis

Although she had not until now realised it, Gwen was actually getting a bit damp in her knickers because spanking and sex were two things that she would like to have back.

Mavis was again talking, "So Gwen, if you want I can put you in touch with him."

Gwen was stunned, firstly because of her friend's confession but also because of the possibilities for herself. She was unable to answer, although Mavis had not directly asked a question.

"Let me get this straight, he comes to your house, gives you a spanking, and then gives you a fucking?" asked Gwen once she had got her voice back.

"Yes, at the start of Mike's week away so that my arse is no longer red by the time Mike comes home," said Mavis matter-of-factly.

"Fuck," was all that Gwen could think of to say and then both women burst into laughter.

Eventually, it was agreed that Mavis would contact the man in question, forty-year-old Alan Mills, and establish if he wanted another addition to his cliental and if so to get Gwen to phone him to make arrangements.

Alan was very happy to add to his list of contacts, especially when Mavis assured him that Gwen had quite a large backside and had lots of previous experience of being spanked.

The next evening Gwen, rather nervously, called the phone number that Mavis had given her.

"Alan Mills," a well-spoken sounding voice answered although he knew that anyone calling him on that number was likely to be calling on only one subject because he kept that number exclusively for his spanking 'business'.

"Hello Mister Mills, my name is Gwen Mitchell, my friend Mavis Tompkins gave me your number," she said although she was surprised to find herself actually shaking.
 

"Ah yes, Mrs Mitchell, Mavis did say that you might be interested in meeting me," he said confidently.
 

"Um yes, Mavis told me what you and she, um, do," said Gwen.

"We have been doing it, as you say, for a number of months now, so Gwen would you like to be doing the same?" asked Alan.

"I think so but I am not yet certain," replied Gwen.

"The sex afterwards is entirely the lady's decision, a decision that she can make once the spanking is completed," said Alan by way of assurance.

"My late husband and I always had sex after he had spanked me," said Gwen trying to justify to herself the thought of having sex with a stranger.

"As to the spanking, you can choose a safe word but unless you use the word the spanking will go on until I decide that it stops, do you understand Gwen?" was Alan's next point.


"Yes I understand, Tom always spanked me until he thought that I had had enough and by that time we were usually both more than ready to, um..." said Gwen before tailing off.

"To fuck, Gwen?" asked Alan although the answer was already obvious.

"Yes, to fuck," confirmed Gwen.

They arranged for Alan to come to Gwen's house in two evenings time and he said that he would go over everything again before the spanking started but once it started there was no going back, Gwen confirmed that she understood that.
 

Gwen had told Mavis about her 'date' and Mavis guaranteed that her friend would get a very sore bum and a well fucked pussy if she decided to go ahead with both.

Alan Mills arrived right on time, very handsome and sexy thought Gwen of the man not far short of twenty years younger than her.

Gwen had been unsure of what to wear but she was in a black skirt that was tight across her seat, although most of Gwen's skirts were tight across her rather large buttocks. She also had a pair of black knickers on but they were already damp.

Alan again explained the procedure and they decided on a safe word of 'Tom' that Gwen was to use if she wanted the spanking stopped but otherwise it stopped when Alan decided it would. He said that he was pleased to see that her skirt was tight and that the initial part of the spanking would be over the skirt before it was to be removed for further spanking before the spanking then continues on bare buttocks. Gwen did not need to decide if she wanted sex until the spanking was done but Alan assured her that despite the fact that he serviced several different women he was 'clean' and sex without a condom was perfectly safe.

Gwen was both very nervous and very excited when, having got her agreement that the spanking would take place, Alan said, "Do you object to me removing my trousers before we start, for the sake of my comfort?"

Gwen did not object so off came Alan's trousers and he had a very impressive looking bulge in his underpants and Gwen wondered what it would be like having a cock, and a large looking one at that, inside her again.

Alan moved a kitchen chair into the centre of Gwen's living room and then indicated that Gwen should lay across his lap. Once she was in the position that she had been many times before with her late husband she knew that a sore backside would follow along with sexual arousal.

Alan smoothed Gwen's skirt as he contemplated yet another pair of buttocks that were to feel his right hand.

The spanking started slowly and firmly as Alan spanked from one cheek to the other, he allowed at this stage several seconds between each contact of hand with arse cheek. As Alan built up a rhythm, Gwen was starting to feel the thrill of her bottom starting to sting and her cunt was getting very moist. Alan was now spanking a bit faster but the new pace remained steady as each slap of hand on skirted arse cheek echoed around the room.

Gwen had her eyes closed as she almost savoured each individual spank although she was aware that her arse was now getting decidedly hot. Alan was by now applying several hard spanks to one spot before doing the same somewhere else and Gwen was squirming and making various noises but none of them were noises of protest.

The spanking had been going on for quite some time and Gwen was absent-mindedly thinking that Alan's penis felt really hard against her body when the man announced, "Stand up, skirt off young lady."

Gwen was in such a state of sexual arousal that for a moment she thought that she was dreaming but she found herself scrambling up and removing her skirt before following the instruction to get back over.

Alan looked at the large round and now red buttocks partially covered by knickers before landing a series of very hard and very fast spanks which had Gwen bucking and twisting and crying out but, noticeably, not crying out the safe word. Both of them were very turned on but Alan was 'professional' in his work so, unless the lady objected, there was much more spanking to be done.

Gwen could not recall if Tom had ever made her arse quite this sore and she was aware that she was incredibly wet and also that Alan seemed incredibly hard but still the spanking went on and on.

She had got to the stage where she was thinking of using the safe word but she then heard Alan's voice, "Knickers off, now."

She did as she was told and she was fully aware that Alan could see how wet she was as her cunt glistened. Alan was rigid in his underpants and he hoped and expected that his penis would be in that, quite hairy, cunt before too long but now there was some bare-arsed spanking to do.

Gwen was back over and her buttocks were crimson but now they were almost certainly getting the longest and hardest tanning that they had ever had as Alan's hand was almost a blur as it travelled through the air before impacting on a bare buttock and causing momentary indentation on contact.

Gwen was writhing almost out of control, crying and on the point of orgasm but she refrained from using the safe word but Alan was getting close to concluding the spanking anyway before proceeding to the next stage if, as expected, Gwen wanted it.

He had dished out countless spankings in his time but few women had taken one as long and hard as this one as still his hand slapped against Gwen's bottom before he decided to end it with a series of spanks to the tops of her thighs before about a dozen hard ones on each cheek.
 

During the last part of the very prolonged spanking, Gwen had been opening and closing her legs and she had been as close to an orgasm as it was possible to be without actually climaxing. Alan was now gently stroking her glowing buttocks and also letting a finger venture into her arse crack and, having gone over her anus, her cunt.

"You took that very well Gwen, would you like to get up?" he asked softly.

She did not speak but slowly got off Alan's lap and with her face nearly as red as her arse and with tears streaming down it she tentatively put her hands to her buttocks. She felt proud that she had taken such a hiding and she also felt invigorated.

"Do you want anything else from me, entirely up to you?" asked Alan who was still seated but his underpants were tented by his erection.

"Yes please, but can you just give me a few moments?" she sobbed.

"Certainly my dear," he said as he stood and removed his underpants so his thick and long penis stood proudly.

After a little while, Gwen gave it a couple of strokes and giggled as she snuffled.

"Do you want to go to bed or shall we make love down here?" asked Alan.

"Bed I think," said Gwen but she oohed and aahed a bit as she tried walking with a freshly spanked sore arse.

Alan never got tired of following bare female buttocks up a set of stairs whether they were recently spanked buttocks or not.

Once in Gwen's bedroom, they kissed with passion and Alan resisted the natural temptation to cup the woman's arse cheeks in view of the fact that they probably did not want to be cupped at this moment.

Gwen very painfully made contact with the bed with her buttocks but shifted into position and thoughts of her sore behind were forgotten for the moment as Alan had his erect penis touching and then slowly easing into her cunt.

He had not slid his rigid rod in and out many times when Gwen's orgasm that had almost arrived during the spanking now arrived and Alan kept her cumming as he expertly worked her vagina with his penis. He was very good at spanking ladies' bottoms and he was equally good at fucking their cunts.

After taking and keeping Gwen in sexual bliss in the missionary position he was then shafting her from behind as he gazed at the spanked cheeks. Her Tom had been good at both spanking and fucking but he had never made her feel this good as Alan continued to have her screaming in sexual delight for quite some time before whispering, "Gwen, I am nearly there, where do you want my spunk?"

"Cum in me, I want to feel you cum in me," she panted and very soon thereafter he did just that as his cream erupted in spurt after spurt.

He lay with the very well spanked and very well fucked Gwen for a while before asking, "Did you enjoy that, Gwen?"

"Ha, what do you think? It was fucking amazing, the spanking and the sex," she replied.


"I am pleased, perhaps I can see you again sometime?" he said, confident of her answer.


"Oh yes, but I am wondering how long it will be before I can sit down again at the moment," she replied.

Half an hour or so later Alan left and Gwen wanted to phone Mavis to thank her for the introduction but as it was now quite late at night she decided that it would have to wait until the morning.

The next morning she phoned and on being asked what it was like she laughed and said, "It was amazing although I am not planning on sitting down for a while yet."

"And did you fuck?" asked Mavis.

"Oh yes, he is so big and he seemed to be able to go for hours," said Gwen but then realised that Mavis already knew that.

"Yeah he is pretty good isn't he, which reminds me, Mike is away the week after next," said Mavis.

 

"Perhaps he can do us both at once," laughed Gwen but then both women thought that maybe he could.

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Recalling where we had left off in part one, I had only recently been made a permanent member of the spanking club with Sue and Her Sister Sandra paying my fee which I could, quite frankly, not really afford. They both knew how desperately I wanted to spank and humiliate some of the more mature members of the club on the female side and my favorite target was the dreaded Mrs. Tingle. She always tried to maintain control even when she was upside down and being nailed by a lad with a ten inch...

2 years ago
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Nandini Deshpande 8211 Part 1Introduction

This introduction story is based on true events. All the characters mentioned are above the age of 18. For personal reasons, the names of the characters have been changed. Any resemblance to any person, living or dead, is purely coincidental. The writer does not believe in any kind of discrimination or disrespect towards women. The story has been written for sexual satisfaction and should be held in the same regard. “Aah!” Nandini moaned as my thick member entered her...

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3 years ago
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Nandini Deshpande 8211 Part 1Introduction

This introduction story is based on true events. All the characters mentioned are above the age of 18. For personal reasons, the names of the characters have been changed. Any resemblance to any person, living or dead, is purely coincidental. The writer does not believe in any kind of discrimination or disrespect towards women. The story has been written for sexual satisfaction and should be held in the same regard. “Aah!” Nandini moaned as my thick member entered her...

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2 years ago
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Swami Ghoshal 8211 Anand Ka 8220Santansukh Garbha Mandir8221

Sant Ghoshal-Anand Goswami ‘pahunche huye’ siddh purush ya mahatma hn.Sundar Van ke ghane jungle me Aadiwasi basti se sata unka ‘Slddhashram’ h.swami ji vese to Raam Bhakti ki rasik shakha Sakhi Sampraday ke bhakt hn lekin vo Shiv Bhagvan ke nagn rup ke upasak bhi hn.Isi liye unke Ashram me ghuste hi ek sundar Shiva Ling sthaapit milta h. kaha jata h ki yeh ”Swaymbhu Lingam” h, arthat iska nirman kisi kaarigar ne nahin kiya, ye to uska apne aap bana prakritik rup h.ye nitya ling h. Swami ji ke...

4 years ago
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Mandys sickest stories Mandy reloaded

Mandy's sickest stories - Mandy reloadedAuthor: SickoChickMandyAuthor's email: mandydarkfantasies [at] gmail [dot] comTags: F/f, torture, snuff, feet, nc, cannibalismProofread by EmmaPNote, that English is not my native language, so my writing will surely have many grammatical and syntax errors just as improper usage of expressions. I can only hope someone will still find it exciting. Be aware, this is graphic, brutal and extreme. I read it after writing and scared of myself.DisclaimerThis...

4 years ago
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Andrew Running Part 1 of Andreas Stand

Andrew Running (part 1 of Andrea's Stand) Chapter 1: Running I called my Aunt Clara from the bus station. She didn't seem that surprised to hear from me and when I explained why I was there she told me to walk a couple of blocks to the local diner and get myself a cup of coffee. She'd pick me up in about half an hour. I sat and sipped chocolate milk and tried to eat a pastry while I glanced nervously out of the window waiting for my father to show up and force me into his...

1 year ago
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Candys Dandy

by Millie Dynamite Jaden and I meet a few weeks after he transferred to the Naval base just outside of town. I sat on a bar stool sipping my Pappy Van Winkle when this tall African-American man in full dress uniform sat next to me. He whore captain’s bars. He possessed an air of authority. I nodded to him when perched on the next stool. He returned my nod with his own acknowledgment, in a deep voice he said, “Yo.” He spoke without looking at me. “I’ll have bourbon, make it a shot of Evan...

3 years ago
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Gwen Not such a bad Christmas after all

Neville was my first and only love. He was three years older than me which worried my mum. He did have a proper apprenticeship though, which pleased both my mum and my dad. Boys of my own age only wanted to kick a ball around or 'hang around and boast'. Neville didn't want any of that. He wanted to be with me, preferably on the back seat of his Ford 100E Pop, which is exactly what I wanted. Within a few weeks of us meeting he had taken my cherry but only with his fingers. I still loved it...

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

1 year ago
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Strange RelationshipsChapter 10 Armand Mixes in the Hernandezs Affairs

Armand Wilson sat in his home office/study sighing. From the office, things had looked pretty good; business was on track, and Sharon appeared to be handling her new situation well. But in the car on the way home, Armand began getting bad vibes, and when he arrived at his mansion, things were even worse. Everyone on staff was walking around as if on eggshells. It took Armand about twenty minutes' worth of snooping, but the situation resolved itself -- the Hernandez' quarters were an armed...

3 years ago
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A SPANKING FOR SANDY

Chapter 1. Getting to know you.Sandy stood in the kitchen, nervously fingering her martini glass, swirling the ice this way and that, waiting to find out what her husband had in store for her. He was in the main lounge room of their home with a stranger who had arrived, unannounced but obviously expected, some thirty minutes previously. Her husband had asked her to make them drinks, a Scotch for their ‘guest’, and then he told her to get herself a drink and wait in the kitchen until he called...

4 years ago
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CANDY FINDS HER SON HANDY AND DANDY

by Oediplex 8==3~ The sweetest mom discovers her boy is both convenient and delightful. [She also recounts when her dad fucked her at nineteen!] Like the name of Madame DeVille's moniker, Cruella, some names fit the personality they are bestowed upon. Disney came up with that evil woman's apropos handle. My mother's folks named their only child, a daughter, Candy. This was shortly before the infamous 1968 movie was out. Though there were aspects of mom that paralleled the...

3 years ago
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From Candace to CandyChapter 7

Well, now it's time for school. Candace and I go to a small high school, not private, but because we are so rich, it is not exactly public either. The students have been screened by my fathers' security teams; they are all exceptionally bright, well mannered, not prone to causing trouble, and to add ice cream to the pie, all are very good looking. There are 40 students, 20 boys and 20 girls. When the school was larger it had state champion quality teams in boys basketball, girls volleyball...

4 years ago
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Sissy gets a spanking

I see there are lots of CD spanking videos on this site. That reminds me of a couple i met many years ago. She was a dominate woman who loved to spank sissies. Her husband was a submissive sissy. I took her out to lunch and we just talked for quite a while in my car and she had me take my pants down so she could see my panties and i had on a garter belt and nylons that day. We agree that i would come to her place in a few weeks for a spanking. I went to her place and walked in and she told me...

2 years ago
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Handyman Candys Cabana

This is a story about a sexual FANTASY written for consenting adults. If you're not both of those, don't read it. Characters in a FANTASY don't get sick or die unless I want them to. In real life, people who don't use condoms and other safe-sex techniques do get sick and die. You don't live in a FANTASY so be safe. The fictional characters in my stories are trained and experienced in acts of FANTASY - don't try to do what they do - someone could get hurt. If you think you know somebody...

1 year ago
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Nandhini Chechi Breastfed And Got Fucked

Dear sexstory friends, this is Rajesh presently working in Bangalore in an MNC and I would like to share my past experiences with you people. I am a 38 years old horny man with a slightly big cock of 8 inches and satisfied many girls and Aunties from past 20 years. Any unsatisfied girls, Ladies and widows can feel free to chat with me on The incident happened when I was 18 years old and studying PUC in Bangalore, when a new Malayali neighbours occupied the vacant house next to our home. They...

2 years ago
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Andrea Andy and Me

(MMF, wife sharing) At the time I write this story Andrea, (My wife) is 36 years old, and quite a knockout. She's always been into bodybuilding and has been a runner since she was a k**. With all of the attention that she has given herself, it really shows. At her age she still has a hard body, and a deep rich "California Girl" tan. Her chestnut hair is beautiful. And her dark brown eyes seem to see right through me sometimes. My Andrea is a beautiful "self made" woman that any man would be...

2 years ago
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Gorgeous Indian Chechi Nandhini fed me her excess

Nandhini Chechi fed me her excess breast milk and surrendered her pussy to my 8” cock.Dear friends, this is Rajesh presently working in Bangalore in an MNC and I would like to share my past experiences with you people. I am a 38 years old horny man with a slightly big cock of 8 inches and satisfied many girls and Aunties from past 20 years. Any unsatisfied girls, Ladies and widows can feel free to chat with me on [email protected] The incident happened when I was 18...

3 years ago
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Becoming Brandee Chapter 14

Disclaimer: This chapter, like all chapters of the Brandee series is intended for adults only. Additionally, no part of this story may be reproduced without the permission of the author. Becoming Brandee Chapter Fourteen: It was almost a year since I had been transformed from smart independent CD girl, Jenni, into sweet dumb and adorable bimbo, Brandee. It was also Halloween and the final evening performance of my promotional tour being staged back where it all started, the...

3 years ago
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

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3 years ago
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

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3 years ago
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Andee Poses For A College Art Class

There weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...

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2 years ago
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Andee Poses For A College Art Class

There weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...

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4 years ago
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Andee Learns Just What Stays in Vegas

Andee carefully removed the letter from the envelope. She had just come home from work to find it placed on her pillow, plainly marked "Just For You." She knew it was from her husband, as he had departed on his business trip earlier that day. And, as he often did, he had some scheme cooked up to add a little excitement to her life. This time the plan was for her to travel to meet him at the end of his trip in Las Vegas. He was attending a trade show and managed to get an extra flight. What she...

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4 years ago
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Fernanda Teenage Lust

I had just finished my first year of college and my mom and dad insisted that I go with them on a quick summer trip to visit one of mom’s old college buddies in Austin, Texas. Normally, I don’t mind such gatherings, but for some reason or another, Austin just didn’t appeal to me. I had been there many years before and didn’t find the city attractive. When we arrived, there were the customary hugs and greetings- since our family is Hispanic. (You have to love a culture that embraces hugging!) I...

First Time
3 years ago
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been … interesting. It was a...

2 years ago
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Andee Returns to Las Vegas Chapter 2

Andee smiled as she read the text message on her phone. Before breakfast, she had sent a somewhat vague note to her friend from the night before about wanting to try Roulette again, wondering if he might interpret the suggested sexual undertones – especially after the enthusiastic round of sex from the night before. She thought for a moment, wondering just how acquainted she wanted to get with Connor. It seemed her “one-night stands” in her sexual adventure were more like weekend-long affairs,...

Wife Lovers
3 years ago
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been ... interesting. It was a...

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