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The Light at the End of the Closet Chapter 12

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CHAPTER 12
Popping Ashley’s Cherry

Vaseline? Baby oil? What did Kevin mean by that? I sat up on the bed.

“Uhm, I have baby oil. It’s on my dresser.” I pointed towards the dresser. Kevin walked over and took it. His big dick was hanging down. Even flaccid, it was still a good sized dick and kept bouncing up and down with every step he took. I found myself staring. I couldn’t help it.

Kevin walked over and sat next to me.

The Light at the End of the Closet Chapter 11

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CHAPTER 11
Ashley Loses Her Innocence

It felt like hours… but only a few minutes had passed. John’s words kept ringing inside my head: “For the first time. I want you to have sex with Kevin.” Sex with Kevin. The nightmare was back. I suddenly realized how naïve I was at the prospect of having sex. Up to now, my sexual experiences were limited to one thing: masturbating… ALONE. And now I was to have sex with a MAN. Not just any man. A grown, full-bodied, tall, handsome man.

The Light at the End of the Closet -9-

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CHAPTER 9
Ashton is dead. Long live Ashley

I hadn’t realized that six months had gone by. So one morning, I got out of the shower, just like every day, and to my big surprise I ran into John. He was sitting on my bed. When I entered the room he stood up. I guess he was taken back by what he saw, because he simply stared at me for a long time without saying anything.

“Holy shit...” he whispered. “You look like...” but he never ended the phrase. He was speechless.

The Light at the End of the Closet -8-

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CHAPTER 8
The Woman Inside Begins to Awaken

I must’ve lied there for about an hour. I has helpless. I was depressed. I was full of fear and anxiety. I felt the chilly morning air hit my naked, shaved calves. Every time I stirred or moved, I felt the g-string ride up my ass or my dick and balls shift in my crotch. I wanted to stay very still.

Suddenly, John came back. He had a few dumbbells and other female exercise equipment. He dropped the equipment and went over to the kitchen.

The Light at the End of the Closet -7-

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CHAPTER 7
The End of Manhood

I felt as if several hours had passed. But in fact, only one had gone by after John had dropped that bomb on me. I couldn’t eat a bite, and the omelet and toast simply sat there untouched. I held my head between my hands, feeling a burning sensation in the pit of my belly. My mouth was dry and I couldn’t think.

Suddenly, the door opened and John came back. He had two bottles of pills, a yellow manila envelope and a small suitcase.

“So, have you made up your mind, yet? The clock is ticking and I need an answer now.”

The Light at the End of the Closet -6-

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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.

The Light at the End of the Closet -5-

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CHAPTER 5
A Son’s Farewell

That summer I spent with John at Martha’s Vineyard was the last time I would be in control of my own life. But at the time, I didn’t know it.

When I returned home, I simply spent one week packing to leave for Chicago where I would be starting college in the fall. It was now late July and I had a lot of things to do before fall term began. As a graduation present, my parents gave me a brand-new car, so I packed, said my farewells and drove off to Chicago.

The Light at the End of the Closet -4-

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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.

The Light at the End of the Closet -3-

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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.

The Light at the End of the Closet -2-

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CHAPTER 2
A Transvestite is Born

The following morning I woke up with a wonderful feeling over me. I felt as if I had something to look forward to in my life. I literally sprang out of bed and went into the shower.

My cock still hurt a little and I had a sore groin from those extraordinary orgasms. But I felt invigorated. My mind was racing with all kinds of thoughts and emotions.

Was I really a freak? Do all kids go through what I had gone through the night before? Was I a pervert for getting aroused by my mom’s smell?

The Light at the End of the Closet

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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.

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