Dreaming of Cheers Standing Up to Life: Book 3 Part 5 of 23 by Tiffany Shar

Intro by Carla Ann

“Tiffany, I’ve asked you how everything is going with people and the activities you’re involved in, but you haven’t mentioned how you are coping with everything.” She emphasized the ‘you,’ when she asked that.

“Well, better than I was last year,” I started. “Way better than last year… I have a lot of friends now, and I’m not getting picked on every day.” I saw her eyes boring into me looking for something else. “Alright, I don’t know how I’m doing right now.” I told her honestly.

“What do you mean?” She asked.

“Well for one I’m really tired of everyone guessing I’m five if I wear the wrong clothes.” I told her hesitantly. I was sure my parents had filled her in with everything anyway, “Tuesday was pajama day. Mom and I had found some cute pajamas with feet on them that would fit Amy and me, so we wore them for pajama day. We really did look cute dressed like that, and I was having a lot of fun with it. That was until the sub in English class thought that I was someone’s little sister that had come them to school that day.”

I was really surprised Dr. Reynolds didn’t laugh about it, but I continued, “Then the next day the whole squad was wearing shortalls and our hair done in pigtails and I looked to be about five again. One of my best friends even brought a doll to school to play a joke on the sub that we’d had. I don’t think she knew that it really upset me though. I’m not five, I’m twelve! Amy has grown about five inches here in the last couple months, but I’m still the same height I was last year. It’s good for cheerleading stuff because people can toss me so easily… but…” I was doing my best to not go into tears over all of this. “as long as we’ve got my puberty stopped then I won’t be doing much growing. That’s all on top of the fact that I’m never going to be able to have periods like my friends… and I’m stuck with this stupid thing between my legs,” I told her with a great deal of exasperation. “I’m so tired of having to look at it, or hide it, every time I turn around. I know you can’t do anything about it till I’m eighteen – but I wish it could be gone now!” I had gone to tears now.

CHAPTER 6
The First Day of the Rest of my Life

The next morning I woke up around 9:30 AM. I stirred around in bed trying to catch my bearings. I stretched around, then walked over to the window and opened the curtains to see John’s house during the day.

The place was palatial. The bungalow was located across a huge yard. To enter the bungalow, you first had to go through a metal gate inside the compound. That gate was on the far end of the swimming pool, giving the bungalow complete independence from the main house.

CHAPTER 4
John

One of the most important aspects of cross dressing, is that the more you dress up, the more time you want to spend dressed up and the greater the need to dress more often.

A Wife's Indulgence
by Zoe
from a friend of WannabeGinger

chapter 8

My tale continues into the second weekend of my husband's growing delight in the freedom to dress in my, and now a few of his own, feminine clothes. I am beginning to work wonders with his hair — which he loves- and I'm about, tomorrow, to send him to select his own cosmetics from the local department store. Before that, we have Friday night! (Chapter 7 started the evening's joy!).

CHAPTER 3
The Road to Cross Dressing

One of the best moments for a cross dresser is to imagine the time he’ll have to enjoy his female clothes. The expectation of the feeling of the fabrics against his skin is something difficult to explain in words. The best analogy I can think of, is this: thinking about the moment you’ll be wearing women’s clothing is like thinking about the beer you’ll be drinking after you finish a 20 mile hike across the desert.

INTRODUCTION

As I write these lines, I can’t help but think of the extraordinary events that have brought me here, and one question keeps popping into my head: what makes a man be a man, and what makes a woman be a woman?

You see, we may think that because a man has a penis, that makes him a man. But in reality, there are times when women are born as men, and they don’t realize that until someone comes along to show them the way.

At times, that way can be glorious, wonderful and exhilarating.

Other times, it can be a rude awakening.

Readers’ comments have helped me revise this chapter, and the subsequent ones…. So, please, if you think you’ve read this before — and you may have — give it another chance; you’ll find more ‘dressing’ and maybe less ‘hairdressing’ which many of you seem to prefer. LOL, Zoe xx

A Wife's Indulgence chapter 6

by Zoe,

A friend of WannabeGinger's

Boy hates teacher, teacher dislikes boy, boy becomes girl, girl's a senior, here's the story

Dreaming of Cheers Standing Up to Life: Book 3 Part 4 of 23 by Tiffany Shar

Intro by Carla Ann

“Tiffany, I’ve asked you how everything is going with people and the activities you’re involved in, but you haven’t mentioned how you are coping with everything.” She emphasized the ‘you,’ when she asked that.

“Well, better than I was last year,” I started. “Way better than last year… I have a lot of friends now, and I’m not getting picked on every day.” I saw her eyes boring into me looking for something else. “Alright, I don’t know how I’m doing right now.” I told her honestly.

“What do you mean?” She asked.

“Well for one I’m really tired of everyone guessing I’m five if I wear the wrong clothes.” I told her hesitantly. I was sure my parents had filled her in with everything anyway, “Tuesday was pajama day. Mom and I had found some cute pajamas with feet on them that would fit Amy and me, so we wore them for pajama day. We really did look cute dressed like that, and I was having a lot of fun with it. That was until the sub in English class thought that I was someone’s little sister that had come them to school that day.”

I was really surprised Dr. Reynolds didn’t laugh about it, but I continued, “Then the next day the whole squad was wearing shortalls and our hair done in pigtails and I looked to be about five again. One of my best friends even brought a doll to school to play a joke on the sub that we’d had. I don’t think she knew that it really upset me though. I’m not five, I’m twelve! Amy has grown about five inches here in the last couple months, but I’m still the same height I was last year. It’s good for cheerleading stuff because people can toss me so easily… but…” I was doing my best to not go into tears over all of this. “as long as we’ve got my puberty stopped then I won’t be doing much growing. That’s all on top of the fact that I’m never going to be able to have periods like my friends… and I’m stuck with this stupid thing between my legs,” I told her with a great deal of exasperation. “I’m so tired of having to look at it, or hide it, every time I turn around. I know you can’t do anything about it till I’m eighteen – but I wish it could be gone now!” I had gone to tears now.