Crossdressing

Misscast: A Gradual Feminization Story

Initially hoping for the leading male role, Jesse finds that his best shot at stardom is accepting the female lead in his university's production of The Phantom of the Opera.

Happy to announce the release of my new 25 chapter novel, Misscast! I'll be posting the first few chapters here for you to try out. I hope you all like it :)

-Jennifer

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Eight Miles High, part 11 of 12

Chapter 11

When we went to leave, Jim, who had been very quiet, then asked us all if he could stay with us over the break. He said he could use the smallest cabin and that he had some experience with boats. The girls were happy to let him, so he hugged everyone and thanked me.

I checked in with the marine chandler that looked after the moorings, and he was surprised at my appearance. I told him that it was only for the tour that I was flying around and found out that he and his daughters were booked in for the third show.

Cemetery Shenanigans (4)

Cemetery Shenanigans
Part Four: Epilogue

I can't recall what happened next. But I remember following the woman's instructions to the letter. As soon as I reached the school I headed to the office and gave them the note the strange woman had given me. I had expected them to ask a few questions. Instead the office secretary nodded her head and made a copy and handed me the original. I then went to my first period class. That happened  to be Earth Science. 

Eight Miles High, part 10 of 12

Chapter 10

When I came up for air we kissed again and I knew that I had done something that Lesley may approve of, except there was no way I was going to tell her. We got him zipped up again and we went back onto the dance floor for a while, until I told him I had to work in the morning.

I saw Molly and Julia and went over to them to tell them I was going back to the hotel. Julia said she would be in later, but Molly said goodnight to her guy and joined me in the taxi back. On the way she pulled me to her and kissed me.

Kim To Kimberly – Ch.2: Blind Date At The Drive-in

Kim To Kimberly is the serialized story of an effeminate young man trapped into a reluctant transition by his older sister and her alpha male ex-boyfriend. In Chapter Two, Karen decides to push the limits of Kim’s feminine alter-ego Kimberly, by setting him up on a double date at the drive-in with a horny college boy. Here, the sissy’s fantasy of being an attractive girl is put to the test. -- I understand that this site generally features gentler and sweeter stories, so I must say that the situation described here is not typical of my story going forward.

Eight Miles High, part 9 of 12

Chapter 9

Our company ground crew finally came on board to take the plane to its parking spot and check it over again. I signed off and picked up my personal bag, put my heels on and left them to it. I knew that Betsy would be in good hands because she was our meal ticket. Without her we may as well go by bus.

Cemetery Shenanigans (3)

Cemetery Shenanigans
Part Three: Punishment

It all happened so fast. One minute I was standing in front of this strange woman, the next moment I was being guided back down the long hallway. A few minutes later I was being ushered into what I'm going to assume was the spare bedroom she had mentioned earlier. The bedroom was about half the size of the other rooms I've seen. Just room enough for a bed, a night stand and a small closet. The walls of the room had been painted a coral pink color, and on the floor there was an oval rug, also pink in color.

The Dink

This is a sci-fi story that contains forced crossdressing and sex. The character is one I have used from my earlier stories. He explored femdom worlds in two stories. This is the third. He investigates a world inhabited by giant mutant men.

I lay spread-eagled on a huge bed. I had just woken up from being knocked unconscious. How long I had been out I had no idea. The strangest thing would have been what I was wearing. This is if I had been on our earth. The one where Biden was U.S. president and Rishi Sunak was the prime minister.

Eight Miles High, part 7 of 12

Chapter 7

When we arrived at the hotel, we were quickly given our pass cards and shown to our rooms. Our whole planeload was in a single wing that had hotel security on the doors, the receptionist having told me that they had detected intruders already.

Kim To Kimberly - Ch. 1: The School Sissy

Kim To Kimberly is the serialized story of an effeminate young man trapped into a reluctant transition by his older sister and her alpha male ex-boyfriend who falls in love with him. In Chapter One we meet the young Kim, a delicate and naturally feminine boy who is bullied by macho boys at school for being such a sissy. But at home his sister Karen dresses him as Kimberly, where he escapes from his loneliness by playing make-believe. “Dressed up, he wasn't a sissy. He was a real girl, and the object of all their desires.”

Eight Miles High, part 6 of 12

Chapter 6

The next two days were much the same. We lazed by the pool, went to the salon and then got dressed for the show. My outfit matched Lesley and she always gave me a hug and a kiss whenever I went down to the gym. My ‘friend’ Jack wasn’t seen and one of his guys told me that they were not letting him forget being outed in public.

Cemetery Shenanigans (1)

Cemetery Shenanigans
Part One: Being Chased by A Phantom

I took a deep breath as I peered through the bars in the old iron fence. The sight that greeted me was one befitting a lovecraftian horror story. The grass was as tall as me, tombstones lay scattered about in all directions, there was no order to them, some were half sunken into the ground. Many were covered by moss. Somehow been worn smooth by the passing of countless years. Yet others lay broken and laying down. It seems even the dead to not gain any respect in this day and age.

Scratch! 3 of 3 - Tricky Tuesday

The rain eases but Dennis finds out that his clothes are still not usable. After a fruitless search for something to wear, he once again becomes a Regency Miss. This time, however, he discovers the limitations of the attire of the time. Then an unexpected visitor arrives...

Scratch!

an amusement by Penny Lane

3 of 3 - Tricky Tuesday

My Uncle Fifi Pitch Meeting

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You haven't arrived in popular culture unless there's a YouTube Pitch Meeting about your show! Today's installment takes a look at "My Uncle Fifi," the hit comedy series that has been been seen and enjoyed by literally dozens of people around the world. Don't miss out!

Scratch! 1 of 3 - Soggy Sunday

Dennis Moore has a skin condition which flares up on a holiday to his cousins. Away from his usual treatments alternative solutions have to be invented.

Scratch!

an amusement by Penny Lane

1 of 3 - Soggy Sunday

Eight Miles High, part 5 of 12

Chapter 5

We spent the afternoon lazing around the hotel pool and being well looked after by the staff as well as being chatted to by several tanned and fit young men. The band had been spending the day in interviews and we all had dinner in a separate dining room.

I had Expected My Sophomore Year to be Boring

I grew up in a smallish town in one of the Prairie states. The town has about 50 000 inhabitants. It was quite a straight town. The straws in the surrounding wheat fields were straight. The plough furrows were straight. The edges of the fields were straight as were the roads separating them. The roads just kept on going straight on until they disappeared beyond a horizon unobscured by hills, mountains or forests. In town the streets were straight and the blocks square. To be honest the people were straight and square as well. Even my sister’s flushes were straight.

Eight Miles High, part 4 of 12

Chapter 4

We had adjoining rooms and Molly had stayed the night with me for reassurance. All the crew had lunch together and discussed the previous day, picking out the likely troublemakers and offering suggestions to make their part easier. A phone call to the maintenance chief at the airport got those changes under way.

Catalog Shopping

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It's tempting to blame it all on my mother; haul out some psychobabble about how I was raised and childhood trauma and such. Tempting, sure, but anyone who has stayed awake through biology class knows that it's really all due to my father. Four sisters, one lone male - me. It's a biological fact that the male determines a child's sex at conception, but you try growing up as the last child with four sisters.

Window Shopping

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There are a lot of good things about public transportation: It's affordable, environmentally responsible, good for people watching, cheaper than owning a car. There a couple of bad things about public transportation: It's slow and you often have to spend a lot of time in the cold or rain walking to the bus stop or waiting for the bus. Maybe the responsible rider is lucky and has a subway stop in front of his doorway, but not so the hero of this story.

Some More Shopping

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Photo by Bruno Salvadori: https://www.pexels.com/photo/woman-wearing-red-dress-standin...

 

Daaaaaddddd!!!!!

Ah, nothing quite as heartrending as the plaintive wail of a teenage girl confronted with an intolerable family situation.

"But Mom was going to take me…"

Eight Miles High, part 3 of 12

Chapter 3

When we got out at the hotel, she still held my hand as the driver left and kept hold of it all the way to her bedroom door, opening it one handed and then pulling me in, closing the door and putting her arms around my neck. What else could I do but look after her like the lady wanted to be looked after.

What made me smile was that when we took our clothes off, I saw that there was a casual outfit for me already in the wardrobe. The company does think of everything, and I expected there would be a day dress for her in my room already.

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