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Wayward
Part Two
by:
Enemyoffun
Madison used to have this great friend Charlie, they did everything together. Then Madison moved away. Now returning home, Madison seeks him out. The only drawback, Charlie didn't know Madison was a boy.
Madison didn't know Charlie had a secret too.
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This story is 46 words long.
Claire looked at me, I knew I’d pushed my luck. Well, how was I to know she’d be home early today.
“Daniel, or is it Danielle now? I’m confused, I’m not angry at how you’re dressed, but I am angry that you’re wearing my clothes without asking.”
I looked at the floor, so ashamed, I didn’t know what to do.
“You wearing panties too? My panties?”
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This story is 73 words long.
Chas looked at me doubtfully, “I somehow don’t think it’ll work Dan” He said dismissively.
“Course it will. I’ve tested it, but I need a second opinion.” I replied.
“I’m not getting my cock out in front of you, that would be gay.” He replied.
“Oh man, sometimes you are so thick. You can take it in the bathroom and try it.”
I handed him a condom which he begrudgingly took. It was a little over 5 mins later when he returned, without the device or condom. “It’s not working for me.” He said.
“What happened?” I asked suspiciously.
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This story is 103 words long.
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This story is 0 words long.
This story was originally written by Julie, sometime in the 90s and posted elsewhere. I read it and liked the premise, but the ending didn't suit me. So for my own enjoyment, I rewrote the ending. Julie's end had Chrissy transitioning, mine is more like my life. When I was finished modifying the ending, I liked it so much that I couldn’t resist posting it, so…
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This story is 67 words long.
I Didn’t See That Coming
I was taken aback as she had never shown any affection to me before. I asked her what was different now and she said that she could see the man in me coming back to the fore and was starting to think that she wanted to experience some genuine lovemaking for a change.
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This story is 59 words long.
Miss Taken
“Don’t steal my panties or any of my clothes.” So I stole a job Sis could have had instead. And then I had to wear panties every day. Nothing unusual about that - if you’re a girl.
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This story is 41 words long.
Miss Communicated
Was I ever going to get inside Ivy’s panties. Chance would be a fine thing.
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This story is 18 words long.
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This story is 2 words long.
A Country Girl Again
Friday morning dawned, as it usually did, and we had breakfast at the Vegaviana. We were all happy at having another two weeks behind us and the girls were very interested in my deputy. I told them that I had helped him sort out some internal problems and that he was a deputy for our electorate at the farm, so could be a help when it came to any problems we could have. I told them to make sure they kept his visits secret.
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This story is 88 words long.
She grinned. “He called you ‘miss,’ I didn’t want to confuse him.”
“You’re confusing me,” I said.
Butterscotch
by Erin Halfelven
Part 1 - Melrose
Chapter 3 - Salad
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This story is 29 words long.
Chapter Nine - Endgame
What happened to Charlotte and who did it? Will Archie and Sandra ever find love? All your questions answered and more...
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This story is 25 words long.
Miss-Tress
Once in a while, a new problem comes to a head.
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This story is 12 words long.
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This story is 2 words long.
GLOOteus Maximiss
Part 3 - Grody to the Max
It was literally a slap heard round the kingdom. Reginald's family did not look happy and neither did the King and Queen. They saw their potential new tourist attraction going up in flames due to their hot-headed replacement daughter.
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This story is 47 words long.
Chapter Eight -- The First Fifteen
Archie and Sandra arrive home to find that their marriages, hanging together by a thread, are in dire jeopardy. We learn more about Charlotte's relationship with Quinn and what happened at the cottage that Charlotte liked to call 'One for the Boys' gentleman's club.
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This story is 50 words long.
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Princess School II. Freshman Fall Orientationby Jennifer Brock
Kayden Winne’s family is poor so when he gets a scholarship to a prestigious private high school, he is at first happy about it. Then he realizes he knows just enough French to translate the name of the school, L’École pour les Dauphines, to English: School for Princesses. (story squib by Erin)
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This story is 62 words long.
Chapter Seven - A Change of Management
May 1986
Charlotte takes over management of the gentlemen's club and turns blackmail into an art form. Archie and Sandra take a trip to Brighton to find out exactly what happened to Charlotte.
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This story is 39 words long.
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This story is 2 words long.
Chapter Six -- Smells Like Poison
As the search for her killer commences we find out how Charlotte became enmeshed in the web of prostitution and how she and Wendy created their 'Gentleman's Club'. We also learn that the two detectives assigned to the case are amorously involved with each other.
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This story is 51 words long.
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Princess School I. Preliminary Interviewby Jennifer Brock
Kayden Winne’s family is poor so when he gets a scholarship to a prestigious private high school, he is at first happy about it. Then he realizes he knows just enough French to translate the name of the school, L’École pour les Dauphines, to English: School for Princesses. (story squib by Erin)
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This story is 61 words long.
How dare you. I’m not gay!!
I knew at school that I was different. I was called ‘gay’ just for being different – cruel, ugly, untrue. Although I’d admit to being a bit puzzled about, erm, some aspects of life – yeah, alright, sex. Then things really got strange when I was at college and stayed with Aunt Maddie. And I learnt more than I ever expected about girls – in a new and different way. A story in two distinct sections.
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This story is 81 words long.
She watched me with sideways glances as she drove. “I like your hat,” she said with dimples. “It suits you. Not many guys would have the nerve to wear it.”
Butterscotch
by Erin Halfelven
Part 1 - Melrose
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This story is 37 words long.
Chapter Five - The Cottage
Charlotte's story takes a dramatic and life changing twist as her relationship with Robert begins to sour and her trans-friend Wendy makes a proposal that Charlotte accepts. The whole of Chelmsford Private Boarding School is thrown into turmoil with the consequences.
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This story is 46 words long.
Where there’s a will ….
You can never be sure how changes will happen …. but where there's a will, there may be a way.
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This story is 24 words long.
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This story is 0 words long.
Chapter Four -- Wendy Takes Charge
Charlotte hands over her regular 'house-keeping' duties to William who she transforms into Wendy whilst she and Robert continue to become romantically entangled. They go away for a week so that Charlotte can be herself outside of the confines of Chelmsford College.
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This story is 48 words long.
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This story is 0 words long.
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This story is 2 words long.
I've read through this once, with some slight editing, but it's mostly un-proofread.
Another day in Susie's life, see Saturdays and Sundays before this.
David yawned as he stepped into the kitchen, and gave his mum a sleepy hug.
"I thought you might sleep in a bit today?" Georgie asked her slowly waking son.
"Bad habit this waking up stuff." David replied with a touch of cheek, as he dropped some bread in the toaster and continued, "My alarm doesn't seem to understand pupil free days. Maybe I'll have a nap later to make up for it."
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This story is 97 words long.
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Wayward
Part One
by:
Enemyoffun
Madison used to have this great friend Charlie, they did everything together. Then Madison moved away. Now returning home, Madison seeks him out. The only drawback, Charlie didn't know Madison was a boy.
Madison didn't know Charlie had a secret too.
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This story is 46 words long.
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This story is 4 words long.
Back on the Right Path
On the way back to the farm I had Emilita sitting next to me. She asked me how I managed to have five days off in my first stint and I said I was just lucky, I guess. I did point out that every opening hour that I missed was paid for and she did have to concede the point. Celestina wanted to know about the lady with the black Skoda and I told them she was called Portia and owned a big security company and liked the way we had sex. That seemed to settle them. I knew the rest of it was so wild they would never believe me, even though it was true.
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This story is 121 words long.
Chapter Three - Maid Service
William becomes fascinated with Charlotte and no longer wants to share her so he moves her in next door. Charlotte is not sure whether the arrangement suits her until Robert starts to treat her differently.
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This story is 40 words long.
Chapter Two - The Inner Sanctum
Charles turns out to be a very good rugby player and helps Chelmsford College win a crucial match. He is summoned before the house council who advise him that they know about his alter ego Charlotte and the time as come for her to take one for the team.
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This story is 55 words long.
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This story is 3 words long.
Chapter One – Trans Sexcretary
Charles Ward's alter ego Charlotte Ward is not appreciated by her parents who send Charles to a strict boarding school to make a man out of him. He joins the rugby team, some whom later make a woman out of him, but for now let's watch him settle into his new school.
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This story is 56 words long.
Slight Detour. Part 1
At this she took out her phone and called Pavlina, asking if it would be all right for her to pay for my time up to close of business Thursday evening and they came to an arrangement, with a bulk discount. I was affronted – only a week on the shelves and I am already consigned to the discount bin! She then turned to me and explained what she wanted me to do.
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This story is 75 words long.
The Trial of Elizabeth
It was that newspaper clipping that shook my foundations. I’d never considered before any idea that men could dress fancy and colourfully.
Telegraph Thursday December 29th 2018 ‘Dressing Up’
A law in the reign of Queen Elizabeth the First declared “None shall wear in his apparel satin, damask, silk, camlet (angora) or taffeta in gown, coat, hose or uppermost garments except that he may dispend £100 by the year.” The article went on about the colours that were allowed - red, purple and so on.
Wow. What an opportunity ….. for anyone born a bit over 400 years ago and had sufficient wealth to dispend. Could it really be true that the male was the flamboyant peacock? I knew some of the words for the materials but I knew nothing about their reality. Once more I looked with disgust and despair into my wardrobe and at the drawers open beside my bed. Drab, dull, grey, black, blue, BORING. Oh to be in Elizabethan times.
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This story is 165 words long.
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This story is 2 words long.
I can’t get dressed
I hate this bloody pandemic. I want to get dressed and I can’t. I daren’t. My flatmates might not like it.
Authors note : I haven’t posted for a while now. Back in Dec 2018, I finished my set of 500-word ‘starter stories’ and the only person who took one and added a sequel ….. was me! Then the writing monkey took a break and couldn’t give me any worthwhile stories. Recently, I re-read some of my own stories and got a bit interested again. There may be a few posts in the near future. AP
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This story is 102 words long.
Chapter 20
Marcy had a wonderful night’s sleep while she didn’t realise it, the only reason she had a quiet night was because Lisa had demanded it. What he also didn’t realise was that while he was sleeping peacefully John was setting up a website, turning him into a real pornstar. Once it was online John hoped he would make a good amount of money off his sissy neighbour. Money he could spent on further sissifying Marcy as per Lisa’s requirement. Not that he minded. Today he would get a first return on his investment, and if it depended on him it would be a first of many.
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This story is 111 words long.
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This story is 2 words long.
Ron and Jessica are organising their 'underground railway' to get Terri's sperm to the authorities without compromising Terri's location.
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This story is 19 words long.
Golfing with Mom
This started out as a short story about princesses, somehow I got lost.
I was the youngest of three siblings growing up. My older sisters Kat and Debbie were both older by a year or two. My mom Joanne, and dad John, were products of the war generation which made my siblings and me ‘baby boomers’. I grew up in a suburban neighborhood and had a middle-class neighborhood upbringing.
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This story is 72 words long.
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