Jennifer Brock

Oscar Night - Part 21

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Oscar dresses up
      
Oscar Night - Conclusion

by Jennifer Brock

A year ago in the story, but about a year and a half in our time, this story began when novelist/screenwriter David Fine attended the Academy Awards wearing a red suit that his friend fashion designer Claude Marsh had made for him, accompanied by fashion model Maritza Delgado. That night, an insult from a fashion journalist caused him to make the flippant comment that he'd wear a gown if he was nominated again. Since then, David and Maritza have fallen in love, moved in together, and he's made some changes in his wardrobe and appearance at her prodding. At Claude's prodding, David made even more changes, as they'd decided the only way to pull off wearing a dress at the ceremony and not look like a fool was to become as throroughly female as possible, even going as far as to make some surgical alterations. In this, the extra-large final installment of our story, we learn whether it was all worth it. Our action will begin on the day before the awards.

Survival and Sacrifice

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When a plane crashes on an uninhabited Caribbean island, a young man does what he can to help the other survivors. This one goes into some pretty dark places and gets a bit graphic, so be warned.
 

Survival and Sacrifice

By Jennifer Brock

Stephanie's Deal - Episode 20

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Stephanie’s Deal

by Jennifer Brock

Last year, Steven Brooks was a sad, lonely eleven-year-old boy who’d rather spend time in worlds of his own imagining than to have to face the real world. His parents only cared about grades, and his sister was a jerk. He was hoping to get a videogame for Christmas that would allow him to escape even further, and took a risk to peek inside his mother’s closet, which turned out to be the worst and best thing Steven ever did. He got caught, and his punishment (for weird reasons related to his sister teasing him about a crazy pageant) was to dress and live as a girl for the duration of his school break. Since then, Stephanie’s eyes have been opened to a better world with friends and a loving family and plenty of reasons to smile. In this installment, her doctor has some interesting news, and her secret is revealed to significant people.
(It’s a supersized one to make up for taking so long between chapters.)

Oscar Night - Part 20

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

David Fine was a novelist who'd twice been nominated for an Academy Award for adapting his stories into screenplays. The last time he'd worn a red tuxedo that had been designed for him by his good friend the designer Claude Marsh. Fashion reporter Jane Waters had made a rude comment that colors were only for gowns, and David had joked that he'd wear a gown if he was nominated again. Claude had orchestrated a plan to turn David into a stunning vision of glamour and grace in his gown, by becoming as believably female as possible. With some encouragement from the girlfriend Claude had introduced him to, David even went so far as to undergo some surgical alterations. Under the tutelage of Kay Thomas, our heroine "Dee" has been learning how to become a woman. It's Friday morning, the Oscars are in two days, and Dee has just had a romantic experience with a man the night before.

Stephanie's Deal - Episode 19

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Stephanie’s Deal

by Jennifer Brock

Five weeks ago, eleven-year-old Steven Brooks made a foolish decision and has been living with the consequences ever since. He peeked at his Christmas presents and for punishment his parents decided to make him dress like a girl during his vacation, since he’d already had to be a girl for the pageant at church, which was criss-crossing the boys’ and girls’ roles. School was delayed, and the punishment extended, but it really doesn’t seem like a punishment any more. Stephanie is enjoying her life as a girl far more than Steven liked being a boy, but there have been a few bumps in the road.

Oscar Night - Part 19

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

At last year’s Oscar’s, novelist/screenwriter David Fine wore a special dark red tuxedo designed for him by his friend Claude Marsh. After being insulted by TV personality Jane Waters, he joked that if he was nominated again he’d wear a gown. Claude organized a “cabal” of experts to work toward convincing David that the best way to pull it off would be to become as female as possible, and he agreed, especially when his girlfriend fashion model Maritza Delgado was keen on the idea. He even got a number of surgeries to make him more female, and has been working under the tutelage of feminine behavior expert Kay Thomas. When we left off, our heroine Dee had gone on a date with Joe, a paid escort, and was kissing him on her doorstep, unsure whether to send him home or invite him in...

Oscar Night - Part 18

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Last year, Novelist/screenwriter David fine wore a red suit to the Academy Awards and made a joke about wearing a gown the next year. Somehow his friend clothing designer Claude Marsh and his bisexual fashion model girlfriend Maritza Delgado convinced him that the best way to make a good impression in a gown would be to present himself as convincingly female. David even agreed to get a number of surgeries, including an impressive set of breast implants. Claude hired "Feminine Deportment Coach" Kay Thomas to teach David, now known purely by the intial "Dee," how to become a woman. Dee's gone through a number of lessons, but it's now time for the one she's been dreading - Kay is making her go on a date with a man.

Stephanie's Deal - Episode 18

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Stephanie’s Deal

by Jennifer Brock

Five weeks ago, Steven Brooks was an eleven-year-old boy who peeked at his Christmas presents. Due to his participation in a strange cross-dressed pageant at church, his punishment was to live in girl’s clothing until school started. But school was delayed, and the punishment stretched out, and situations arose that caused him to get deeper and deeper into his role. Now, Stephanie Brooks is a twelve-year-old girl seeing a psychiatrist to figure out what’s to become of her.

Oscar Night - Part 17

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Nearly a year ago, Novelist/screenwriter David Fine was nominated for an Academy Award and wore a red suit designed by his friend fashion designer Claude Marsh. Unfortunately, television personality Jane Waters chose to make David's outfit an object of ridicule, and in an attempt to save face he joked that he'd wear a gown if he was nominated again. When he was indeed nominated a year later, Claude seized upon David's defense of his honor and pushed him to embrace the idea of wearing a gown, and his girlfriend bisexual fashion model Maritza Delgado was also keen to make him more feminine. He was talked into severalplastic surgeries on his face and breast implants, and he's been training with live-in feminine deportment coach Kay Thomas, who has renamed him Dee. In this installment, Dee learns a little more about the different kinds of men who dress as women, and where she fits on the scale. Also, the romance is brought back into focus, and Dee starts thinking about dating.

Oscar Night - Part 16

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

When novelist-turned-screenwriter David Fine was first nominated for an Academy Award, he wore a red tuxedo provided by his best friend, fashion designer Claude Marsh. An obnoxious TV presenter told him that if he wanted color he should be in a gown, and he agreed. He's been nominated again, and Claude assembled a whole cabal of people to help David make the ultimate impression in his gown. David's girlfriend, bisexual model Maritza Delgado, was on board with the idea of making him as feminine as possible. To that end, he's had major facial surgery and been implanted with a spectacular pair of breasts. David, or Dee as she's been calling her female self, has been working with his live-in feminine deportment coach Kay Thomas hired by Claude for a couple weeks now, and has been making good progress. In this chapter, our girl Dee practices flirting, and has an interesting naked experience.
(Note: to the couple of readers I'd told what was going to happen in this chapter, my muse had different ideas, so I had to postpone that until the next one.)

Stephanie's Deal - Episode 17

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Stephanie’s Deal

by Jennifer Brock

Twelve-year-old Steven Brooks has been through a lot since that fateful day when he peeked at his Christmas presents and was sentenced to two weeks in skirts and dresses. It all snowballed out of control and at this point Stephanie’s been a girl for over a month now. She wanted to be helpful and agreed to be a bridesmaid in her cousin’s wedding, which meant she had to take dance lessons, which led her to try to grow breasts to prove to her snotty partner that she wasn’t a little kid. A pretend date at New Year’s ended up in her having a boyfriend she enjoys kissing, but that also meant she couldn’t go back to school with him as a boy or it would ruin his reputation. She just started seeing a psychiatrist to try to deal with it all, and the doctor gave her some assignments to do before their next appointment.

Prudence House

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Prudence House
by Jennifer Brock

A group of college students are fascinated by the creepy old house down the block. Would it be wise to try to make some money off its reputation? Come along for a sexy tale of tricks, treats, costumes, ghosts and witches.

Oscar Night - Part 15

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

David Fine, a bestselling novelist and Oscar-nominated screenwriter, was sticking up for an insult directed at his friend fashion designer Claude Marsh when he made a flippant comment to an annoying television personality agreeing to show up at the Academy Awards ceremony in a gown instead of a tuxedo. He was convinced that it would be far less embarrassing to attempt to appear as completely and fully female instead of just looking like a man in a dress. To that end, he's had some facial surgeries as well as a sizeable pair of breast implants. Dee, as she's been calling herself is under the tutelage of Kay Thomas, a feminine deportment coach Claude hired to give her a month-long crash course in how to be a woman. In this installment, Kay helps Dee try to figure out what kind of girl she is.

Stephanie's Deal - Episode 16

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Twelve-year-old Steven Brooks got in trouble at Christmastime for peeking at his presents, and since he had to dress as a female angel anyway for the criss-crossed Christmas Pageant, his punishment was to spend his Christmas vacation as a girl. But that vacation was only supposed to last eleven days, and a fire at the school made it go thirty-one. Stephanie’s adventures this last month have found her volunteering to be a bridesmaid in her cousin’s wedding, learning to French kiss with her boyfriend, and trying to encourage her breasts to grow. This is the last day before the school is supposed to be reopening, and Stephanie will have to go back to being Steven. But does she really want to? In this episode, her confusion will cause her parents to seek professional help. This extra-long episode is very dialogue-heavy.

Sexy Winos

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Lately there have been ads in the left column from "PWG" that are trying to sell wine accessories. So far they've all featured some kind of scanitly clad bombshell holding a glass of wine.

Is it just me, or does anyone else's brain automatically give the image a TG caption? I usually imagine something like "Does my body fascinate you? Drink the elixir and you can look like this, too."

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Oscar Night - Part 14

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Novelist/Screenwriter David Fine promised to wear a gown to the Academy Awards in order to get an obnoxious fashion reporter to shut up about the tuxedo his friend fashion designer Claude Marsh had made for him. But since Claude felt insulted too, he assembled a team an worked with the assistance of David's girlfriend bisexual Venezuelan model Maritza Delgado to steer him in a more feminine metrosexual direction. But once the nominations were announced, they raised the bar and got David to agree that it would make an even bigger impact if he looked completely passably female in his gown. David went so far as to have his face surgically feminized and his breasts enhanced with implants. Claude hired Kay Thomas, and expert in teaching men to be women, to show David, now living around the clock as a woman she calls Dee, how to become all that she can be. In Part 13 the bandages came off, and in this installment Dee will venture outside her townhouse for the first time.

Stephanie's Deal - Episode 15

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

On December 21, young Steven Brooks got in trouble with his parents and looked at his Christmas presents early. He made a deal with his parents to dress and act as a girl until school started in order to keep his new Nintendo Wii. Due to an accident, the school opening was delayed. It’s now Sunday, January 20, and Stephanie has been a girl for almost a month, and it really doesn’t seem like a punishment anymore. She’s got a boyfriend; she’s made some friends; she’s volunteered to be a junior bridesmaid in her cousin’s wedding; she’s interested in becoming a babysitter. And for the past two weeks she’s been trying to grow breasts. The school is supposed to be opening on Tuesday — will Steven be back? But first, Stephanie gets to celebrate her recent twelfth birthday with a party at her grandmother’s, on top of the other three parties she’s already had.

Oscar Night - Part 13

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

What started out with a flippant comment to an obnoxious fashion reporter has snowballed into an exploration of gender identity. Novelist/Screenwriter David Fine made a deal to wear a gown to the Academy Awards presentation, and took it much further by getting his face surgically feminized and his breasts enhanced. His best friend fashion designer Claude Marsh hired "Feminine Deportment Coach" Kay Thomas to train him how to act. Among her draconian rules were that his girlfriend Venezuelan model Maritza Delgado should stay out of contact for a month as he works to develop a new female identity, which she addresses by her initial D., or "Dee." So far, Dee has had a lesson in how to walk in heels, and had a house call from her nurse. In this installment, she gets a few more lessons and begins to worry about who she or he truly is.

Stephanie's Deal - Episode 14

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Steven Brooks was a boy who got in trouble for looking at his Christmas presents and as punishment he was made to dress and live as a girl until school started again. There was an accident and the reopening of school was delayed. More and more it seems like Stephanie will have a difficult time going back. Already she has a boyfriend and a role as a bridesmaid in her cousin’s wedding. Last time, she had her twelfth birthday which didn’t go so well. Her little friend Robin was until recently a boy named Bobby, and when she came over to share Stephanie’s birthday dinner, her father showed up uninvited and yelled and wanted Bobby back, but Stephanie’s father made him go away. In this episode, Stephanie will have a birthday party with her friends from her old Sunday School class in which they attend the movie “Enchanted.” Some slight spoilers of that film are given, but no critical plot points are revealed.

Oscar Night - Part 12

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

After agreeing to wear a gown to the Academy Awards ceremony due to an offhand comment to a fashion reporter, our hero, novelist/screenwriter David Fine decided to go all-out and agreed to have his face surgically feminized and his breasts enhanced with implants. He thinks he might be able to get a book out of it. This is the last bit of romance for a while, as David and his beloved, fashion model Maritza Delgado, are separated following his surgery, under order from his new Feminine Deportment Coach, Kay Thomas, a member of the "cabal" put together by his best friend fashion designer Claude Marsh to assist in David's transformation. In this installment, David gains a new name, and begins her training with Kay, and a horrible mistake is made. We begin right where we left off, as Maritza and David were enjoying the morning after their last night together for a month.

Drabble Theatre: Foiled Robbery

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The plan was brilliant — the three of them would dress up as hot chicks to rob the bank, so no one would have seen their faces. Plus, when they got to the boat, they’d ditch the disguises and no one would ever connect them to the three bimbos.

Stephanie's Deal - Episode 13

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Once upon a time, an eleven-year-old boy named Steven was in his church’s Christmas pageant playing an angel, since the boys and girls had switched roles. He was naughty and peeked at his presents, and for punishment his parents made him play a girl role for his entire winter break. Stephanie, as she was now called, bonded very closely with eight-year-old Bobby who would rather be a girl named Robin, and this week Stephanie will be turning twelve and she’s invited Bobby and his mother over to share their celebration. Bobby’s father has a problem with Robin, but will that spoil Stephanie’s birthday? But first, she’s got another dance class with that brat Christopher for a partner. Find out if 13 proves unlucky for our heroine.

Oscar Night - Part 11

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Novelist/screenwriter David Fine got himself in an awkward position where he agreed to wear a gown if he was nominated for an Oscar. The nominations came out and he's stuck. But his friend Claude Marsh the fashion designer assembled a "cabal" of experts to help make David more feminine. Last time, they met with a cosmetic surgeon who convinced David that if he really wanted to look like a woman, he'd need to make a few changes to his face. David was also interested in seeing what he'd look like with breast implants, something his girlfriend bisexual model Maritza Delgado seemed very enthusisastic about. In this installment, David experiences his nonsurgical options, and one of the cabal members has some bad news for Maritza.

Colleen

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Green Hearts
      
Colleen

by Jennifer Brock

An unlikely friendship forms out of a case of mistaken identity, and a new persona is born from chain of personal favors. A pretend relationship may turn into a real one, or it may fall apart. Can a false girl find true love?

Stephanie's Deal - Episode 12

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Stephanie’s Deal

by Jennifer Brock

Nearly twelve-year-old Stephen Brooks got in trouble for peeking at his Christmas presents and his parents decided to punish him by making him act like a girl for his week and a half of vacation. That has since snowballed into two and a half weeks, with another two and a half to go, plus dance classes every other Wednesday, since Stephanie agreed to be a junior bridesmaid in her cousin’s wedding. Because she has a jerk for a dance partner, she’s started using botanical oils to try and grow breasts, a form of revenge that somehow makes sense to her. Last episode, there was an altercation after church, as the minister chased Stephanie out for talking to the boy she likes. This Episode covers a full week in Stephanie's life.

Oscar Night - Part 10

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Last time, novelist/screenwriter David Fine and his girlfriend model Maritza Delgado attended a New Year's Eve party thrown by his friend fashion designer Claude Marsh, and later learned that Claude had organized a "cabal" of experts to help him get David into a gown at the Oscar ceremony. (A flippant comment to a fashion reporter at the previous year's event made him promise to wear one.) Claude was in the middle of showing him design ideas and had just said that David would need to accessorize with silicone before he passed out.

Stephanie's Deal - Episode 11

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Stephanie’s Deal

by Jennifer Brock

Eighteen days ago, Steven Brooks violated his parents’ trust and snuck a peek at his Christmas presents. Instead of having his new Nintendo Wii taken away, he made a deal with his parents to dress and live as a well-mannered girl until school started up again. Due to a problem at school, Steven will have to be Stephanie for twenty more days. Last episode, Stephanie had a horrible introduction to the boy she’ll be dancing with at her cousin’s wedding, so she decided to try to grow breasts to get back at him. In this episode, some impracticalities of Stephanie's wardrobe are corrected, winter weather comes to town, and some social plans are made.

Oscar Night - Part 9

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Novelist/screenwriter David Fine and his girlfriend fashion model have had some of their Christmas celebration, but not all of it. In this installment, they attend a New Year's Eve party thrown by his best friend clothing designer Claude Marsh. Maritza had promised David a surprise, and we find out what it is. A character shows up that we haven't seen in a while. Way back when, David had promised to wear a gown if he was nominated for an Oscar; in this installment, the nominations are announced. And finally, the conspiracy is revealed!

Stephanie's Deal - Episode 10

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Stephanie’s Deal

by Jennifer Brock

This was supposed to be the day that eleven-year-old Steven Brooks would be returning from Christmas vacation and going back to his sixth grade class at Roosevelt Middle School. However, there was an accident and the school isn’t open. The deal he’d made with his parents (as punishment for sneaking a peek at his presents) said that he’d be dressing and acting as a girl until school started up again. So, Stephanie is still here. But it’s convenient that she is since tonight is her first ballroom dancing class that she has to go to because she agreed to be a junior bridesmaid in her cousin’s wedding.

Oscar Night - Part 8

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Last time, we saw how novelist/screenwriter David Fine spent his Christmas holiday alone, as his girlfriend fashion model Maritza Delgado was back in Venezuela visiting her family. In this installment, we follow Maritza on her first full day back in town, as she prepares a surprise for David. (There's not a lot of TG in this one, and it's a little shorter than usual.)

Stephanie's Deal - Episode 9

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Eleven-year-old Steven Brooks had been punished for violating his parents’ trust and looking at his presents by agreeing to spend his entire Christmas vacation pretending to be a girl. Stephanie just had her first date with a boy on New Year’s Eve, including her first kiss, and spent the night. It’s now a new year and only one day before Steven has to go back to school, and then the deal is over and he’ll get his Nintendo Wii. Or will he?

Oscar Night - Part 7

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

In this installment, we see how novelist/screenwriter David Fine spends his Christmas alone as his girlfriend, fashion model Maritza Delgado has gone home to Venezuela for the holiday. David explores his feminine side a little more, helped in part by the fact that Maritza took all his underpants with her, forcing him to spend two weeks in her panties.

Stephanie's Deal - Episode 8

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Steven snuck a peek at his Christmas presents and as punishment was forced to spend his vacation living and dressing as a girl. Stephanie’s handled things ok so far, but with only two days left the scariest part is coming up: she has a date with a boy to his family’s New Year’s Eve party. What will she do if he wants to kiss her? Find out in this extra-large installment. (My way of making it up to the readers I April Fooled)

Oscar Night - Part 6

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Last time, novelist/screenwriter David Fine took his girlfriend model Maritza Delgado to a racetrack to learn to drive fast, and she loved it. In this installment, there are new developments in their relationship, and David's Friend fashion designer Claude Marsh reappears when it's time for the new movie's opening night.

Steven's Deal

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Steven’s Deal

by Jennifer Brock

Eleven-year-old Stephanie Brooks snuck a peek at her Christmas presents and as punishment was forced to spend her vacation living and dressing as a boy. Steven’s handled things ok so far, but with only two days left the scariest part is coming up: he has a date with a girl for her New Year’s Eve party.

Stephanie's Deal - Episode 7

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Eleven-year-old Steven Brooks has spent one full week living as a girl. So far, Stephanie has been enjoying wearing pretty clothes and experiencing life from the other side to its fullest. In this installment, Stephanie sees some of the darker side of being a boy in frills and dresses. Not everyone understands. (There’s also some religion in here, but please don’t think I’m trying to tell you what to believe; I’m just trying to describe what some of the people in Stephanie’s church believe.)

Oscar Night - Part 5

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Oscar dresses up
      
Oscar Night

by Jennifer Brock

Last time, fashion model Maritza Delgado gave her boyfriend a trip to a day spa as a present to commemorate their first six moths together. This time it's novelist/screenwriter David Fine's turn to give her a gift. This installment does contain some actual cross-dressing, although probably not as much as some of you were hoping for. (David's best friend, clothing designer Claude Marsh does not appear in this section, but he's probably still scheming somewhere.)

Stephanie's Deal - Episode 6

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Steven peeked at his Christmas presents, so his family decided that his punishment should be to live as a girl until he had to go back to school. Stephanie has a date in four days, but before that she’s going to spend a day with her mom, try to stop a fight, and enjoy some retail therapy.

Oscar v Stephanie

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I have a question for my readers (all four of them).

My installments in both Oscar Night and Stephanie's Deal were late this week. I have no buffer left on either story and I'm not sure if I can get back on schedule next week. So if I have to drop one of them to less than weekly (like every ten days instead of every seven), which one would you rather not have to wait as long for?

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Stephanie's Deal - Episode 5

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Nintendo Wii dressed in pink
      
Stephanie’s Deal

by Jennifer Brock

Eleven-year-old Steven Brooks is being punished over his Christmas vacation by having to dress as a girl. In this installment, Stephanie learns about formal wear, breasts, and boys who wear dresses.

Domestic Partnership

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Domestic Partnership by Jennifer Brock

Two lost souls seeking to improve their lives find a common solution, but a series of mistakes, bizarre coincidences, and confused identities leads them in an unexpected direction.

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