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10

Becoming John Collins' Mistress - Part One

I get to know Mr. Collins and get invited to meet his friends

Hi. My name is Chris, though some know me as Christine. I am John Collins’ mistress. We care deeply for each other. John “keeps” me. He supports me financially and in return it is my pleasure to keep his sex life exciting, as well as entertaining any of his gentleman friends who drop over. It all began innocently enough, I suppose. I had just turned eighteen and had moved out from my...Read On

7

Webmeets Diary Ch. 04

Celebrating the end of university as a slutty schoolgirl.

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. As I neared the end of my university course I had...Read On

6

Evie Gets Her Reward

The final part in the story of Mistress Sarah and Evie

I went downstairs to the kitchen, carrying the cold tea. As I walked into the kitchen, I could see up the drive through the window. There was a car parked at the top of the drive, a taxi. I ran back upstairs to Mistress Sarah. “Mistress, are you going out again?” I asked. “No dear,” she replied. “why do you ask?” “There is a taxi parked at the end of your drive. It looks like the same...Read On

4

A Day In The Life... Of My Wife! (Part 2)

A fictional fantasy based on true characters.

So far my day as 'Vicky' had been eventful. I had fucked Kevin from 'Carpets' and sucked my Sales Director's cock. I'd also swapped my soiled panties with Angela Willis, the company's top salesperson. And it was still only two o'clock! As I sat behind my wife's desk gathering my wicked thoughts I heard the girls filing back to there workstations in the adjacent office. I contemplated taking...Read On

8

Carl, Carla and Hannah - Part 10

Hannah tells Carla about her night with Claire, and then takes her to a dogging spot...

Hannah took a different route than usual into town, and she surprised me by parking in an area we don't often go to. Once we'd left the car, we nipped into the Bullring and picked up the few things I needed. I was so nervous that I could hardly speak, but Hannah insisted that I did so. I imagined that everyone was staring at me, but after a while, I came to realise that most people didn't...Read On

2

A friend with something extra - The Conclusion

Lorna gets Grant ready for his lover.

It was on the following day that Lorna woke her step-brother up very early. "Come on and get up and get breakfast," she told him shaking him by the shoulder. "Huh? What?" he mumbled, still half asleep. "Come on. I need you to become sexy again," she insisted. He then stripped down to a pair of silk, hip hugger panties and donned a silk dressing robe that he found hanging on his doorknob....Read On

9

From Sam to Sarah: A Genre-Bending Story of Personal and Sexual Discovery. Chapter 3

The plan was set. Would I be able to follow through with watching my girlfriend get fucked?

Aubrey had just finished building up my confidence to the point where I was ready, as ready as I would ever be, to cross the threshold of that door and make my first public appearance as Sarah, the female persona she had helped create for me to trick her side-guy into letting me watch them fuck. She told everyone that I was her lesbian roommate; that was the cover. Our heels clicked on...Read On

8

Three nights in London / Night 1: Irene's transformation

Cute Tgirl goes on the adventure of her lifetime

I met Gabrielle at a music festival where I played with my band. After our gig, she complimented me on our show and we started to chat. She was over from the UK and was staying with friends in Amsterdam. I was impressed by this pretty redhead, dressed in a bit of a Lolita style with ultra black makeup, a cute red tartan skirt and huge boots over fishnet boots. We directly clicked and she...Read On

10

Cum Ahead If You Think You're Hard Enough

A tale of two old folk fucking.

"You don't get as hard as you used to!" I thought my wife's assessment of my current condition a tad harsh, especially on my 63rd birthday. We had been celebrating the occasion at a local luxury spa hotel. The evening had been a success so far, with copious amounts of alcohol consumed by both parties. I had stuck to wine, but Victoria's tipple list consisted of grape, and grain, and more than...Read On

5

Call Me Julie part 3

The night gets more interesting

I stretched and reached out like a cat waking from a nap. Scott was resting on his side with his elbow down and his head resting on his hand looking down at me. "Enjoy your nap?" he asked as he stroked my shoulder. "How long was I out, how long have you been watching me?" I replied. "Not too long on either of your questions," he replied. I glanced at the clock and it read 8:00,...Read On

6

A Night of Firsts pt 2

Pam meets some new friends

I opened the door to the club and walked inside. From the outside, the older brick building looked sort of run down, but once inside I found myself in a club with large bar on one side, polished brass railings, mirrors, subdued lighting, tasteful seats at the bar, hardwood floors, tables, a few booths further away and at the very end of the club a large stage with karaoke being sung. This was...Read On

10

Soldier Standing to Attention

A soldier and the slutty nurse

I had been flirting with a soldier that I had met online for a while. He was a lot younger than the guys I normally go for, but surprisingly open minded for his age. He was also really hot and had a nice body, so I agreed to meet. We toyed with the idea of some roleplay during our online chats. My favorite was the wounded soldier and the slutty nurse; it made me very hot. I got myself a...Read On

2

Crossroads Ch.4

Another chapter in this fantasy tale of a young man's journey into becoming who he is.

  I am on an airplane flying to Vancouver. I have an appointment with a doctor to have sexual reassignment surgery. I am so excited I can't stand it. I know this is what I want. My recent encounter with a woman convinced me. I have no doubt about it now and won't look back. We land and as we deplane I notice, as always, the admiring looks I am getting from men, including the pilots. I...Read On

6

The Magician's Assistant Or How It began. The Conclusion.

The Halloween show they performed seemed to open the floodgates of bookings.The demand for his shows grew and soon they were working almost every weekend instead of every other one. Carl was forced to find a new headquarters for his magic workshop as his equipment began to overcrowd his garage. With Ken's business contacts he located a vacant factory that was only a few years old for a...Read On

15

Further Exploration

Shauna and Jerry make a video.

After Jerry kissed me goodnight and returned to his own room, I had time to reflect. Sex with him was so different than it had been with Jack. Jack took his time, slowly and steadily pumping his hard shaft in my man-pussy and making me feel like his special girl. Jerry was passionate and urgent, riding me hard and making me feel special in a whole different, slutty, way. I was Jerry’s...Read On

16

One's A Crowd

I almost lost my home... instead I found a date.

After my boyfriend and I broke up, I was devastated and it didn’t get any better after he left to be with his new love.  We shared a house together and had to be creative just to lease the place.  We posed as a married couple because the owner was a major homophobe.  Twice a month, just so we could pay the rent, we would play up our loving couple routine in full costume.  Which wasn’t hard...Read On

13

Jessie's Fantasy Chapter 7: The Tables Got Turned

Now that Jessie decided to turn the tables, how will she handle all of her friends?

Here I was, getting my boy pussy plowed by my good friend Scott, when Mark decides that he needs to call Jesse, the male me. As he was starting to dial my phone number I realized that I never turned the ringer to vibrate after we left the night club. I was panic stricken as they all knew the distinct ringtone that I used. I couldn’t let my phone blow my cover. I had to think fast, but what to...Read On

8

CD Mistress Cheyenne can't fight the craving for Candy

CD Mistress Cheyenne's kinky side comes out in the second meeting with new slave Candy.

Almost two long weeks had passed since my first meeting with my new slave Candy. Our first encounter was special and my sexy new sub had not left my mind since he walked out of my door. His juicy ass and hard thick cock have filled my thoughts each day since. I had found myself wildly attracted to Candy and lusting for him constantly. After deciding that ten days was long enough to make him...Read On

11

Confessions of a Sex Crazy Cross Dresser Part 6

Chapters 11 and 12 of Book #1

Here are the next two chapters of Sandy's adventures Chapter 11: Photo Shoot and the Elevator Ride I slept great on Monday night after my craziest night of cross dressing. My body felt great as I slept in late. However, I had to admit, I felt like my ass had been torn up from Stan’s incredible cock. I realized now that almost all men wanted to get their rocks off with strangers. Stan...Read On

An Introduction to Crossdressing, Pt. 5

My first time at a not-so-straight club is friendlier than I imagined.

As Jackie and I pulled up to the club my mind was racing. My main concern is whether we look passable, and that if we don’t, that we might be laughed at and teased. As I expressed my concerns to Jackie, he said, "Remember that we are at a place for people like us who are a little different." As his statement sinks into my thick skull, all my anxiety starts to slip away. For the first time in...Read On

6

A Nanny Femtastic - 10

A NANNY FEMTASTIC! Chapter 10 I rose early the next day and put on my white lace bikini, and took a dip in the pool. I was sitting on a lounger drying myself when Felicity came out. “Good morning gorgeous!” she said kissing me on the cheek. Our breasts rubbed together. “You know we have that party with those guys today sweetie?” “Are you sure we should go Felicity?” I said...Read On

8

Carl, Carla and Hannah - Part 11

Carla becomes more feminine, and then Carl has to make a decision...

"So," Hannah said as we reached the outskirts of the city, "How did you enjoy your first time dogging?" "Is that what it was?" I asked incredulously. "Well, sort of, yes. What did you think it was?" she laughed. "And the bloke who was watching thought you were a girl as well!" "I know," I said, proudly. "Hey, does that mean that the bet's already won, a week early?" I asked...Read On

13

A Nanny Femtastic! - Chapter 11

A NANNY FEMTASTIC! Chapter 11 We walked to the harbour and found the boat. There were too bulky security guards checking people as they entered. The boat was in fact a massive cruiser! We joined the queue, it was obviously not a little gathering. The other women were dressed in classy whites and float summer dresses, we looked like too cheap hookers! “Trinity this was a...Read On

2

Toby: The Little Rascal

A follow up to "Toby's Story"

Annabelle's last minute phone call altered our plans for the evening. "You'd better come as yourself because Toby's fucking hanging about!" She sounded a tad perturbed. Maybe the fact that her son was encroaching on her 'me time,' explained her tone. Never mind the fact that I had already started my transformation. My two-week beard growth had gone, and I was in my wife's bra,...Read On

8

Carl, Carla and Hannah - Part 25

The Honeymoon Party - the final chapter.

A knock at the door broke our reverie. Hannah turned to me quite pointedly and said that I should answer it. I looked at her questioningly, but she just gave me her mischievious grin. "Call it my wedding present to you, Carla," she said, enigmatically. "Now, go see who's there." Bewildered, I walked to the door of the suite, loving the sound of my wedding train rustling behind me. As far as...Read On

14

Jessie's Fantasy: Chapter 6 Turning the Tables

Now that Jessie fooled his friends, who will turn the table on whom?

I was floored by what Tracy had said to me. “Because, the male Jesse is no more for the time being, it is womanly Jessie that needs to go.” It seemed that my love just told me that I had to meet up with my male friends tonight. My mind was going a mile a minute. I already fooled my friends once. But can I do it again? If I do, what is going to happen? What will I let happen? My stomach felt...Read On

18

Becoming Chloe - Part 9

Vickie has an 'episode' while out shopping for a bigger cock...

A few weeks later, Chloe was a regular weekend resident in our house. Once I was home on Friday evening, I would shower and shave, and then spend the rest of the weekend as Chloe. This included going out shopping and even the occasional meal out. I'd worked hard on my appearance, and especially on my voice, and now I felt confident that I could pass even close scrutiny by anyone. Of course,...Read On

13

Becoming Chloe - Part 14

The aftermath. Chloe and Vickie have a heart-to-heart.

"Shit!" I was immediately awoken by Tina's curse. I opened my eyes to see her gorgeous, naked ass fly through the door to the bathroom, so I turned to my naked wife next to me, still half asleep. "Good morning," I murmured. "What was that all about?" "She's late for work. She should be at the shop for nine and it's gone half eight." "Oh," I said as I moved to snuggle next to her. ...Read On

5

Special Soiree

The two sissies meet for their special party

“Amanda” was fully dressed when “she” opened the door. She almost shyly greeted her close friend “Suzette.” “Hi Suzette. It’s been a while,” Amanda said. Suzette had an unhappy expression on her face. “I know, too long.” Then she looked around clearly nervous. Amanda knew that sensation, and opened the door wider. “Please, come in.” “Thank you, Amanda,” Suzette said her confidence...Read On

17

The man of My Dreams - Continued

I opened my door and there stood my beautiful black lover!

When the second day of my conference was over I returned to my room to change and become Melanie.  My hopes was that my beautiful, black god with his massive, uncut cock would be waiting once again at the bar.  For tonight I chose a sexy floral mini dress.  It was a white background with a floral print.  It had a tight strapless bodice and a full skirt.  My heels were 5 inches with a 1...Read On