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Malena sat thinking about her sister, Makaela. Malena had just watched her sister being thoroughly spanked. Her sister bent over a chair, while her mother had stood behind her with a wicked switch. The house was filled with the 'swishhh' of the switch, and Makaela’s shrill screams of promising to be a good girl and begging for it to stop. Her mother did not stop spanking Makaela until every inch of her bottom and upper thighs were crimson. Malena looked almost exactly like her sister....

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Malena

Malena sat thinking about her sister, Makaela. Malena had just watched her sister being thoroughly spanked. Her sister bent over a chair, while her mother had stood behind her with a wicked switch. The house was filled with the ‘swishhh’ of the switch, and Makaela’s shrill screams of promising to be a good girl and begging for it to stop. Her mother did not stop spanking Makaela until every inch of her bottom and upper thighs were crimson. Malena looked almost exactly like her sister....

Shemales An Appreciation

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Shemales An Appreciation

Shemales: An Appreciation By Cal Y. Pygia Androgyne, futari, girly man, he-she, intersexed, hermaphrodite, kathoey, ladyboy, newhalf, shemale, tranny, transgender, transsexual--there are lots of names for chicks with dicks--maybe too many. As whenever such a case presents itself, it is helpful--no, mandatory--that one define one's terms. As used in this essay, "shemale" is reserved for pre-operative transsexuals who have decided that breasts have made them womanly enough and that...

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Reddit Shemales, aka r/Shemales! Reviewing Reddit subs has become a real drag these days because there’s a sub for every single fetish, niche and sexual preference you can think of – and about a million that you’ve never heard of before. That’s why I’m always glad to get the chance to review something that is a bit outside of my comfort zone. There’s a ton of smut that I’m personally not a fan of, but I’m an equal opportunity porn god, so I really enjoy covering other people’s smut. Sometimes...

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Male Erotic Allround Therapy

(Male Erotic Allround Therapy) John was an average man in is late thirties, who had most things in life sorted out. One thing that was missing in his life though was an intimate relationship with a loving woman. He had a couple of romances before, but none was quite fulfilling for him. He just didn´t seem to find the right partner. His last relationship was already through, and his ex had a new boyfriend by now, whom John couldn´t stand, but she still seemed to care for John, since she...

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My mature, gorgeous, big breasted, mature white wife was thrilled to have delivered her recent 3 black babies with the young black man Rodwell as of two months ago. He’d like to see his three babies as my wife tells him they’re beautiful. So arrangements are made for Rodwell to visit for a weekend, my wife has arranged for our 3, 17 year olds to be away for a 4 day weekend. I was going to be away on business. Rodwell arrived early Friday morning, was thrilled to see his 3 beautiful babies. He’s...

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My mature, gorgeous, big breasted, mature white wife was thrilled to have delivered her recent 3 black babies with the young black man Rodwell as of two months ago. He'd like to see his three babies as my wife tells him they're beautiful. So arrangements are made for Rodwell to visit for a weekend, my wife has arranged for our 3, 17 year olds to be away for a 4 day weekend. I was going to be away on business. Rodwell arrived early Friday morning, was thrilled to see his 3 beautiful babies. He's...

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A married man is seduced and taken by a friend of his wife's. "You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how much I enjoyed it, and have since became one...

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Another new story, based in another world, in a world gone mad, and lucky me, in a world I have right inside my head J Another new story, based in another world, in a world gone mad, and lucky me, in a world I have right inside my head J female~by nom~ When I was eleven, my periods started. Father was so relieved, because it was a good sign that I would develop a full figure quickly - men like their females big-titted and as young as possible, which was a hard combination to find these...

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Male Model to Mature Pornstar by Kelly Newman Modelling had been a hard career and Craig had come to accept some harsh truths. One was that it was one of the few professions where women made more than men. Two and more importantly, it favoured the young and now in his late 20s his career was on a downward trajectory. Certainly, by all accounts he still had the body of a male god and some of his peers had moved on to the world of personal training, but it just didn't appeal to him. He'd...

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Shemales on Vacation or Fun in the Sun, When Boys Will Be Girls! by Mistress Tawny Suede ****** Chapter One - Cum Fly With Me! Teri Nolan and Brenda Vink giggled to each other as they whispered excitedly between them. It was hard to pay attention to the movie showing at the front of the cabin on their long flight across country to California. Their minds were on their sorority roommate, Dallas Green, who had just a few minutes earlier gone back to one of the washrooms at the...

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I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

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Arthur was about to explode so he turned the wenches over on their backs , & jizzed all over their faces .Covered in his cum , Arthur took a pic of Sonia & Maxine's face covered in his jism & sent a text to Sonia & Maxine( cuckold husbands ) to show what sluts their wives had become . Arthur knew Charles (Sonia's husband ) & Fred (Maxine's husband ) would add them to their humiliating collection of pics . Chapter 1- The Next Day Philip was filming the scene for his stepson's xxx...

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Damn! The little whore next door was at it again. What was her game? Why did she put on a performance every night? It was dark outside, her light was on, his bedroom was located on the other side of the driveway. She had to know that he was watching her. Amit Mishra’s cock stood to attention as she slipped out of her bra, revealing big tits, firm with the benefit of youth. Next she slipped out of her panties. Her curly, chestnut triangle pointed straight at the hot cave where his cock was...

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(Apologies that this is not in the Guidelines, but the term 'shemale' is used only for the purpose of erotic fiction and should not be as a term or to represent trans women in real life. Apologies to any people it may offend) As the alarm clock goes off on my phone and your mom shouts your name 'Ryan' to come down for breakfast I jump out off bed to look at yourself within the mirror. I find to see a 19 year old naked body looking at myself, at 5'9" ft tall, a lean body which sports a few good...

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My name is Jack Lastmale and it seems like I'm the last male in the world. 16 years ago, nobody knows why, but every male vanished from this world. But somehow I'm still here and I want to save the world! I don't think I can get every women pregnant in this world but i want to try it so I'm boarded a caravan to see the world. I came from a little village in the south, my family has a farm there. I lived there with my mother and with my three sisters. I'm the smallest in the family and the only...

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Once again I was in Chiangmai in northern Thailand. I love that place and its beautiful women, food, and scenery. I stayed at a small hotel where I had stayed before. It has an outdoor pool. The second day I was there, another guy and I struck up a conversation at the pool. He was from Italy and named Tony. We wanted some dinner, and he said that his Thai girl friend, who was lazily splashing in the pool, should come too. She was named Malee. He called to her and she left the pool and same and...

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Maleeka 8211 Made A Facebook Friend And More

So this is a story that happened some 4 years back. I had shifted to Mumbai 2 years before then and had broken up with my first girlfriend of 7 years. I met Maleeka on Facebook. She had also broken up recently and was making new contacts for her work and to deviate herself from her ex. We were both in a state where we did not want anything serious. About myself, I am Aady, 26 yrs, 5’8″ tall and 6″ long. More on the thin side, by my stamina makes up for everything else. Coming back to Maleeka....

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Jerry worked at the same packaging company as Lulu. Lulu, originally from Texas, moved up here with her mom and brother 3 years ago and at 20 moved in with three other girls from either school or work. All of them got along great. Lulu and her roomies held a few parties, which Jerry was invited to all of them, but he didn’t go to any, until the third one he was invited to. He knew a couple of the girls and one guy, but didn’t like the guys he knew that were going to the parties. Those dudes...

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Hey readers, this is my 4th story here in ISS. I am a fair-skinned bisexual male. I usually write erotica partially based on things that happen in real life. Let’s jump into my story. This is a story of a shy South Indian girl with a pretty face, fair skin, big natural Indian boobs, and a juicy bubbly ass. She meets a natural Indian pretty shemale to realize her wildest dreams come true! So the story is being narrated in the South Indian girl’s point of view. Her name is Lavanya or Lavi for...

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Shemale Part 1

My name is Rick. I'm thirty-seven. I anyone anyone who comes my way. Tonight though, it was with a guy and a tranny. I guess I should describe myself. I'm 6"7 and strong. My cock is large and thick as a bat. I was driving to the town when my phone rang. It was the shemale, Kathy. "Hello Kathy." "Hey, listen, I'm sorry, but I can't make it tonight." "Oh, I'll have to tell Jeff." "Yeah. I'm sorry. We could reschedule or something." She offered. "No, it's fine. We'll do it alone." "Okay. Bye."...

She Males

Male Enhancement Pills and the Wife s Sisters Part I

I originally planned/posted the following story on an interactive fiction site, but I grew tired of planning out all the possible branches the story could go. So I'm reposting it here as a straight up story. Though I have decided to give you all power to decide where the story goes next. Read to the end and you'll see ===== CHAPTER 1 You love your wife, Jenny, more than anything in the world. You two were high school sweethearts, and your marriage in unusually functional, if not...

Male Bitch

It was a mid February and I had not been with a woman for more than four months. I am a thirty eight year old bachelor and like the dogs in heat at this time of year I was horny as hell. I own a convenience store in a small town in the mid west. Since it was a small town everyone knew each other and no one can hide. The reason the last woman I was with was in October of the year before. I was seduced and got charged with having sex with a minor. I urge you, do not trust, teens...

Male Milking

I had read in the doctor’s office of a procedure that could extract semen from a man by intense prostate massage. This fascinated me, I knew what it felt like when I got a digital exam by the doctor, the jolt of intense feeling as his finger brushed across my prostate, the infamous male G-spot. I wondered if this procedure was actually possible. I had no reason to doubt it, but what intrigued me was the idea of being able to strip a man of semen without him having an orgasm. This would be...

Male Enhancement Pills and the Wifes Sisters Part I

Introduction: Who knew that buying something informercial would change your life so drastically? Thank you for taking a shot reading my story. It will start a little slow for most of your liking, as I really like to take care in making you care about the characters, and I try to make people seem as real as possible (Except for having extreme physical features — that is TOTALLY UNREALISTIC!). Hopefully you dig it and if you would, please offer some constructive criticism. I originally...

Male sub adventure

Jeff had dreamed for years about being dominated by a woman. Jeff’s wife Sally never really seemed to want to try anything new. He had given her several hints, but nothing had ever changed much. Sally was great in bed, he was always satisfied, and thought she was too. It was so hard to tell sometimes. Whenever he took the lead she was willing to do almost anything, but she would never take charge. Jeff spent several hours a week on the internet searching for male sub stories and movies. Trying...

BDSM

Male on male massage My first time

I was young, but knew that I was so curious. I knew I wanted to feel a man’s touch and to touch him as well. I needed it, I craved it, I fantasized about it. Laying awake at night, dreaming of how it would feel like to touch another cock. Dreaming about how it would taste and how it feel in my mouth. How amazing it would be to have another man make me cum. When I was able to drive, I searched out way to explore my desires, an anonymous experience seemed ideal, but how? I soon found an ad for...

Male Sex Organ

You are fascinated by the male sex organ. All the amazing components that make up the male anatomy. In this case, the specimen before you is me. I let you lay me down on my back naked so you can examine my manly parts up close and personal. I have not had an orgasm in a full week knowing you were going to have this opportunity with me today. My prostate gland is deep inside me. My anus looks like a rosebud and is the opening of my asshole. My perineum is my cock's root, the area just...

Male Cherry goes POP Male Cherry goes POP

I know some of you will read this and think "How boring! the typical girl meets boy, girl seduces boy and girl gives boy his FIRST sense of pleasure from the gentle firm grip of pussy muscles wrapping around his dick". (The thought it self makes me want to moan,suck on my fingers while I ride a long fat dick).But! If you are thinking that, you are WRONG. The first time I took a man's "virginity" is quite the opposite, quite more freaky. As some would say, I popped his man cherry. Now, for those...

Male sex problems I want but can t

From your passion shake mountains, oceans overflowing and somewhere in the darkness of space flash of a supernova. And here you are on the bed of love, clothes long torn down, and... And not a very pleasant surprise. The young man uh... how would it be more correct to say... not quite ready to indulge in sensual pleasures. Or just use a banal sex five minutes. He does nothing ready today. It is considered that the erection in young men - thing for granted. It is believed that any Mature...

Male Escort 8211 First Sex Experience

Sexual desire made me to become male escort and satisfied a female who was starving for sex I initially gave her a great massage then took her to bathroom and made her moan. I am a big fan of Indian sex stories and I have been reading the stories for few years regularly as I am from Chennai male , educated with average body and very good at oral sex and massages to any female who are unsatisfied as I work in a MNC in good post accounting professional to tell you about my tool its in good size...

Male Escort With Her Client

Hey girls and bhabhi’s from Mumbai specially. I’m a male escort from Mumbai. Thought I am a male escort I do respect women. And I’m a male escort not only for sex thing. Any women or girl of any age I don’t believe in cast or race ull can mail me. I am here to share happiness and not only sex. Even though that any unsatisfied bhabhi, aunty or girls you’ll can text me at I’ll say you the charges when you text me. So my name is Raj nam to suna he hoga lol kidding. To be honest I’m not like those...

Male Wife

MALE HOUSE WIFE BY JANICE My name is Nathan; I was twenty one when my life started changing. I had my own company which employed between twenty and twenty five people. It seemed the biggest problem I had was my stature; I stood five foot two inches tall, average for everyone in my family for several generations. I was a good business man but felt that if I was more imposing I might have more customers. Maybe I was a...

Male Randi part 1

Dear ISS readers. I am Rajesh from Surat. This is a real story that happened to me in Rajkot. I was there on a business trip. After finishing my work, I went to my hotel room. I was very Horney that evening. I did not want to have women in my room, because I was worried of getting caught. So I decided to have a male partner that night. I feel that safe because I can say he is my friend. I went to the Internet café that is near my hotel. I looked for the cruising places in Rajkot and found some...

Gay Male

Shemale Summer

Once again, this is not a story written by me! It was stored in my computer for ages and decided to share it with you. Hope you like it! One hot summer day, my friend Sam and I were scoping out the babes at our local beach, as usual. I saw this really hot, busty blonde a few towels down giving me the eye. "Hey, check her out!" I said to Sam. He peeked up from beneath his Ray Bans and shook his head. "Forget that one," he said. "She's not your type." "What do you...

Shemale Sex Is The Best

This happened when I went to Mumbai (Bombay then) there was a bar named Voodoo in Colaba. It was a gay bar where transsexual & cross dressers hung around, I went there after about 10 pm when things pick up. The place was full of Cd’s and Transsexuals and no one could make out that they were not women. I was taking in the scene; they were almost all thin and dressed sexy clothes, mostly Short skirts. This is a nice place to get a good looking cd or shemale to give you a blowjob. They just want...

Gay Male

Shemale snapped

(A story written by a friend) Hope you like it!Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. There was a date on the agenda tonight with a guy she'd been seeing for a couple months now. Camilla kicked a pair of high heels out of her closet while...

Shemale Surprise

This is 100% true, I know it may sound difficult to believe and I know if I read what is detailed below I’d struggle to believe it but this is what happened to me on Wednesday.I needed to take Wednesday off from work as a holiday to get some work done to my home, as the day wore on I had planned to get a tribute made, but I felt too horny to tribute I’d been to Northwich Sauna before (Which I’ve posted about before) and seen that they run a TV/TS day on Wednesdays, all are welcome to dress how...

shemale sex slave

BDSM JOURNEY.Let me first say i am no writer by any means.This story starts 5 years ago. I was looking to move up in the mountains off grid with a homestead. I was a single man and wanted a parnter who could share with the daily chores and have for sexual gratification. Finding some one to leave everything the city offered to move to a rural area was a quest in itself. I knew I wanted a completely submissive woman ant my feet.So I put a ad on craigslist and it went a lil something like this"...

Shemale fun

Recently I've been chatting with a very feminine and beautiful shemale named Lisa.We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to concoct and excuse as to why I had to go to (city name withheld) and my wife didn't see any reason not to bnelieve me. My wife knows that I love porn, but I've never expressed to her that cock also turns...

Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

Male slave is sold to woman in yellow dress

I love being naked in front of a crowd of people. That is why I served as a sex slave for a year after I turned 18. Now I am going to do it again. This time I am worried. No one is looking at me. No one wants to inspect my naked body. I want to run after them and say look at me, but I am chained to a spot. Then one woman stands closely in front of me. She looks at me with those lovely blue eyes of her as she stood before me. I can tell that she is at least 15 years older than me and by her...

Male Secretary

Yes that first date is correct, way back then I was day-dreaming in a junior-year business ethics class and this story came to me. I came across it recently and decided to save it by re-keying it and posting it. (It was originally composed on an Apple II+ and printed out on an Epson RX-80 dot matrix printer! High technology!) This story is purely fictional and meant for adult audiences only! If you are not an adult, please stop reading and dispose of this file. You have been...

Male Hunting 8211 Part I

About the author: Hi to all ISS readers, I think you have already enjoyed my story “I Lost My Virginity, Part I & II”. To My new readers, these are all real episodes of my life which commenced at the age of 18. I am Rekha (fake name), now 30 years old, fair complexioned and medium built (5’ 5″, 36-28-36, 56 kg, long black hair up to my buttocks), married for last 8 years (2002) with no children, and a housewife staying in Kolkata. My husband is in Dubai (job) and visits me every year for a few...

male cum slut

My name is John I am now thirty two quite slim, live alone and have a thing for women’s panties, I just love to wear them under my clothes and have a large selection of thongs and other types of panties and I want to tell you how this has changed my life completely. When I was a teenager me and my best mate Tommy used to have what we called play time. This involved us both sitting around in just our boxer’s watching porn films and masturbating together, it was nothing gay but I did love to...

Male Enhancement Pills and the Wife s Sisters

Additions are welcome and encouraged! After the initial setup of the story, go to the thread "16.1: Go with the girls" and start adding there! ====================================================== You love your wife, Jenny, more than anything in the world. You two were high school sweethearts, and your marriage in unusually functional, if not perfect. But you recently made a reasonably innocent decision that has opened up a Pandora’s Box of issues. In an attempt to add a little kink to the...

Male Chastity Beginners Experience

As some of you know, hubby and I have been experimenting with male chastity. It's been going on a few months now so I thought I'd write about the experience so far.The Beginning.Hubby has been hinting / nagging for ages for me to get my lips pierced. Finally I relented and agreed that I would as long as we went to another town to get them done. In the end we chose a weekend in Glasgow.We agreed that as it would take a long time for the piercings to heal we would have to really reduce the...

Male Sex Slave for My Senior Neighbors Part 2

Male Sex Slave for My Senior Neighbors Part 2I started sucking the thick, creamy man juice off those thumb size nipples. Barb said to the guy (that I assumed to be her husband), "Look at him use his mouth. I'm sure he's sucked some cock before. Probably a lot. Too bad you've already cum twice today." Suddenly, she pushed my head away from her massive breasts. She stood up and commanded me to to the same. Then, she reached out and grabbed my hard cock. At this point, I was SO ready to...

Male Cherry goes POP Pt 2 Male Cherry goes PO

Once I landed in Vegas I knew that I would live up to the City's manta: "What happens in Vegas stays in Vegas".I arrived at the baggage claim greeted by hot weather. I was thankful that I decided to change into a clingy maxi dress and sandals before leaving the house. As I am waiting for my bag to make its way around on the belt I am scared to death with a soft....sensual kiss on the nape of my neck. I jumped and turned around to find Bryan's chocolate solid frame swallowing me. I playfully...

Male to Female Transformation

Male to Female TransformationGenre : TG SOS or Surgery/Transformation Male to FemaleStory : Cristine CarterCH - 1The last thing I could remember was walking out of the Bank and crossing the road to my car. I had just been to see my bank manager to discuss transferring some money from one of my accounts into a high interest savings account.I had won quite a bit of money on the Lottery, enough to change my life. I was unaware just how much my life was going to change.I had just reached my car...

Male Escort Bangalore Meets Client

Hello, dear readers, this is your friend Mahesh sharing his story about his first experience as a male escort in Bangalore. About me, I’m very fair, athletic body, 6feet tall, funny, loving and naughty guy, with a drive to satisfy my partner contact This story begins as I was bored with the day to day its life and wanted to do something taboo and mischievous to have some fun in my life. So I decided to take a chance and post myself as a male escort in Bangalore on some of the websites with a...

Male Cherry goes POP

I know some of you will read this and think "How boring! the typical girl meets boy, girl seduces boy and girl gives boy his FIRST sense of pleasure from the gentle firm grip of pussy muscles wrapping around his dick". (The thought it self makes me want to moan,suck on my fingers while I ride a long fat dick).But! If you are thinking that, you are WRONG. The first time I took a man's "virginity" is quite the opposite, quite more freaky. As some would say, I popped his man cherry. Now, for those...

Male Escort With Corporate Employees In NCR

Hi all! This is Shankar again. Here I’m with my new and latest experience. I thank all the people who sent their comments and feedback to me for my previous experiences. I really glad to see such feedback. Please no one ask me to introduce you as a male escort. ISS is a great platform to deliver my experiences. I got a huge response after sharing my experiences here. Myself is Shankar from NCR; age 23, hairy chest with average body, I live in indrapuram, Ghaziabad. I’m available to give the...

Male Escort And Massage From Visakhapatnam For Free Service

Hi friends I am a great fan of ISS stories …I am Sandeep from Visakhapatnam working in MNC company of 25 years with 5”9’ height fair in complexion .I do male escort and massage as a free service to girls, aunties and unsatisfied women as I am very much horny and masturbate daily .u can give feedback in my mail . Here comes the heroine of the story her name is Reena working in software company of age 33 with 5’6 height with very sexy sizes of 34-26-30 .every sexy boy who see her will become...

Male Order Bride Part 2

Please read the first part of Male order Bride or this will not make as much sense... ... after several hours bouncing around in the box... his heart was pounding ... he was hot... sore from being bound in the box... his jaw was sore from the metal brace... his head was pounding from the strap encircling it... he was sweating from rubber wedding dress he was encased in... and he was incredibility sexually frustrated as his member was engorged and held firm and curved downwards in the...

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