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Crossdressing

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9

Becoming Chloe - Part 28

Chloe has her boobs done, and Tina has a son.

Three weeks later, I found myself lying on a hospital bed about to go into theatre. Colin held my hand as they came to give me a sedative before wheeling me out into the corridor, and the last thing I remember was him telling me he loved me as the world slowly went dark. I awoke feeling very groggy, and as if someone had been jumping on my chest. I heard Colin call for the nurse, and then I...Read On

12

Becoming Chloe - Part 36

Chloe ends her career as a porn star and Colin has a surprise.

So much happened in the following months that it's almost a blur. After I informed Cathy that I didn't want to make any more films, she tried her very best to change my mind. Somehow, after a lot of phone calls and visits from both her and Bruce, and the promise of a pay-check that I couldn't believe, I eventually gave in. I agreed to do two more films with the provisos that my sex scenes...Read On

12

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

8

Becoming Chloe - Part 38

Tina & Vickie get married

Well, the day finally arrived. After an incredible amount of last minute telephoning and running around, my ex-wife Vickie was getting married to her female partner and lover, Tina. They both looked absolutely stunning as they walked down the aisle, in almost matching white wedding dresses that I was quite envious of. At least as Matron of Honour, I did manage to get to wear a lovely...Read On

8

Becoming Chloe - Part 26

Chloe makes progress with Vickie, and Colin invites Chloe home...

That night, we had a wonderful meal at an expensive restaurant in town. It was the first time Vickie and Tina had met Colin properly, and he charmed them beautifully. Really, this was the moment when Vickie and I became part of two different couples, which was kind of what I was hoping for. Colin was the perfect gentleman, attentive to my needs and sitting next to me, holding my hand. I...Read On

10

Becoming Chloe - Part 30

Tina drops a bombshell, and then Colin drops another, but Chloe knows what she wants...

Tina and Vickie's baby grew at an alarming rate, and every time I visited them, they seemed more and more tired. Very occasionally we would have some fun together, but my inclination to join in was getting less and less. Don't get me wrong, I loved the way they made me climax just by playing with my breasts, and I still enjoyed licking them both out until they shrieked, but I wasn't as keen...Read On

9

Becoming Chloe - Part 37

A little get-together...

A fortnight later, Colin and I were sitting with Tina and Vickie in a really good restaurant in town. I'd just received my pay-check for my last two films and Colin had landed a contract from a medium size company, so we were out to celebrate. Before we'd left for the restaurant, I had a good chat with Colin about something that I'd been organising for some time. Having spoken to Vickie and...Read On

11

Becoming Chloe - Part 29

Chloe gets an invite she didn't expect, and then an offer she may not be able to refuse!

One Tuesday morning, about a month later, I got a call from Colin. "Are you busy?" he asked. "No, not really. Why?" "We're doing a shoot in town. I thought you might want to come and see what I actually do for a living." "A shoot? What kind of shoot?" "Why not come over and see for yourself?" he asked. At times, he could be annoyingly evasive! Just one of his many charms, I suppose....Read On

10

Becoming Chloe - Part 35

Chloe makes her second film and discovers she enjoys being spanked...

My stomach was full of butterflies as the plane touched down, and the long wait for my luggage didn't help. I'd shared the flight with Cathy, and we'd spent most of the flight going through the filming schedule. When we met at the airport in England, she had her hair down and I thought it suited her, so I told her so. It must have broken the ice, because for the first time since I'd met her,...Read On

8

Becoming Chloe - Part 32

Chloe has her audition for Bruce

A few weeks later, I found myself in London at the office of the company that Colin worked for. Bruce had telephoned me to offer me the audition for his film, and I'd said yes. Now I sat with two other girls in the waiting room, making idle chit-chat. It was bad enough giving blood for my STD test, but now I was so nervous that I could hardly speak, and was seriously considering calling the...Read On

8

Becoming Chloe - Part 33

Chloe completes her first adult film and then catches up with her wife and lover.

The next few months of my life were, to say the least, quite bizarre. In order to give me time to film, I took on a shop assistant who, once I was sure of her, I gave more hours to until she was virtually running the place. Debbie was, in truth, an absolute marvel. At twenty three years old, pretty, with long mousy blonde hair, she always arrived early, worked hard, was brilliant with...Read On

8

Becoming Chloe - Part 34

Chloe & Colin enjoy the Mediterranean, and Chloe comes clean about her, Vickie and Tina

About six weeks later, I got the second script through from Cathy. This one was accompanied by a letter in which she explained the reasoning behind the script. She said that, because of how well the first shoot had gone and how particularly good I'd been in the scene with Tom, they'd decided to put me in what she euphemistically coined a 'more edgy' kind of film. I wasn't sure what she...Read On

7

Becoming Chloe - Part 31

Colin and Chloe babysit, and then a trip to the pub takes an unusual turn!

Colin was okay with the idea of looking after Nathan, although he was a little concerned about having to look after him for most of the day on his own on Saturday as I would be at the shop. Personally, I was quite excited about the idea of having a baby to tend to and looked forward to it immensely. Tina and Vickie dropped Nathan off early on Saturday morning, and I made sure he was settled...Read On

5

Taking That First Step. Part 4

Lance gets fully dressed.

It had been a long week for Lance. He didn't think the weekend would ever arrive. It was his summer job and kept his mind occupied during the seemingly endless days. He worked for a small company in their shipping department. The job was not very glamorous, but it paid well and kept him clean.  Even as we worked his mind thought about what Saturday would bring when he visited Cassandra's house....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

4

Taking That First Step The Conclusion

Lana began to protest at being pulled toward the bed; she felt she had been punished enough. Her ass was on fire due to the spanking she had just received. Her protests were ignored. Lana was pushed face down on the bed and she felt Cassandra sit on her back before she could attempt to rise. She felt Cassandra attach something to her wrists. Lana opened her eyes and saw restraints....Read On

1

Sissy Blane in the Hart of the Valley

Having had the first date with Plumrose, Blane visits a t-girl club with Cindy

When I got home from the Hollywood Hills I barely had the strength to remove my makeup. I was so exhausted I just wanted to flop on the bed and pass out, but I persevered and undressed properly, removed all makeup and even put my wig back on its wig head. But when I was finally between the covers my brain refused to cooperate, rethinking the night's events, imagining how they may have looked...Read On

2

The Best of Both Worlds 2

"Oh, God, Daniel!" Arya cried out in ecstasy, as her body came to orgasm. Sitting on top of Daniel, she let her body bounce on him, as he shot a load of cum into her with every upward thrust. She screamed excitedly with each push that Daniel gave until he was finally finished, and Arya rolled off and lay beside him. The sex had been both exhilarating and disappointing. As always, it...Read On