My New Life Ch. 01

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A new life for a closet sissy.
1.2k words
4.33
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Part 1 of the 3 part series

Updated 06/08/2023
Created 12/17/2017
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My name is Stephen and my wife's name is Veronica. At the time of this story, I was thirty years old and we'd been married for five years out of the eight years we'd been together. Our relationship had begun to change due to the fact I'd kept a secret from her because I didn't want her, or anyone, to be judgmental of me...I'm a cross dresser and have been since I was young.

************

One night, Veronica was telling me about her new boss, Jerome.

"He played college football and is one of the most fit men I've met!"

That bummed me out because I was about five feet-nine inches tall and one hundred eighty pounds. I played baseball in high school and at a small D-II college in Kansas.

"He's fucked nearly every woman at work and has recently come on to me."

"What'd you tell him?"

"I told him I'm happily married and not interested."

That was a relief but I was still interested in Jerome.

************

The next morning, Veronica left to go to work. I worked from home, which allowed me to indulge in my cross dressing. I was about the same size as my wife so I was able to dress in her clothes. After she left, I went into the closet and started to look for something to wear.

I settled on a red dress, with a front zipper, which settled near my knees. It hugged my body, showing off all of my curves. I also grabbed a pair of knee high boots with about four inch heels. As I was getting dressed, I began thinking about the way my wife talked about Jerome and started to get hard.

I quickly jacked off, finished getting dressed and applied my makeup. It wasn't professional, by any stretch, but it looked passable. I added a silver bracelet and a silver, bib collar necklace. The final touch was an auburn wig I'd stashed following a past Halloween when my wife had dressed as a black widow.

About midway through the day, I became bored of work and decided, since I was dressed, I might as well clean the house. I liked the idea of being a housewife, dressed up and taking care of my man. I turned on some music, while I was vacuuming, and started to dance. Due to the music playing, I didn't hear the front door open.

"What the fuck is going on here?" Veronica screamed.

She'd caught me dancing around while wearing one of her favorite dresses. I stood there, dumbfounded, trying to come up with an excuse.

"I...I...I."

"Who are you and what the fuck are you doing here?" she screamed, again.

"Are you fucking Stephen while I'm at work?" she asked.

Then it hit her! It was me, dressed as a woman, dancing in the house.

"OMG! Stephen? Is that you?"

"Yes," I meekly replied.

"Why are you dressed like that? What are you doing? Do you do this every day after I leave?"

"Answer me!" she screamed.

"I...I...I don't know," was all I could muster.

"Well, since that's all you can say, I'm leaving!"

"Please, don't leave! I'm sorry! I can explain!" I yelled after her.

"You had your chance to explain. I'll be at my sister's, tonight!"

I hated Beth, Veronica's sister. She'd always thought Veronica could've done better and constantly voiced her opinion on the matter. In fact, Beth was so pissed that Veronica wanted to marry me, she refused to attend the wedding!

I could only imagine what they were going to discuss. I could hear Beth saying, 'see, I told you that you could've done better' and 'you should divorce his ass!' I was scared shitless. After Veronica left, I undressed and tried to text her...no response. Finally, I decided it was best to go to sleep and try to talk to her the next day.

************

I woke up, after a restless night's sleep, around ten o'clock the next morning, to see I had no calls or texts from Veronica. I decided to text her but, once again, no response. Around three in the afternoon, my phone dinged...it was a text from her which read, 'I'm still upset with you but I think we should talk.' I responded, 'OK, thank you for willing to talk. I'll be waiting for you.' The next text took me by surprise, 'I don't want to talk to you. I want to talk to her, whatever her name is.' I responded, 'Stephanie, her name is Stephanie.' 'OK, I want to talk to Stephanie, tonight. Have her ready by five o'clock sharp.'

I looked at the current time...it was three-thirty. I had to hurry. I took a bath and shaved, from head to toe, as carefully as I could. After I finished, I put some scented lotion on and carefully applied my dark, but not slutty, makeup. I went into the closet and grabbed the exact dress she'd caught me wearing. I also grabbed a red and black padded bra, which I stuffed with rolled up socks from my dresser, and a red thong. The last thing I grabbed was the auburn wig to top off my look.

When I was finished, I looked at the clock...four-fifty. Veronica was to arrive ten minutes, later. I grabbed a bottle of wine, and glasses, before I went to sit in the livingroom. The front door opened at, exactly, five o'clock and in walked Veronica. She was wearing a white, low cut blouse and a black pencil skirt that ended below her knees. I heard the click of her heels on the floor as she walked in and sat down across from me.

"Hello, Stephanie."

"Hello, Veronica."

"So, where do I begin? How long has this been going on? Do you still love me? Do you think about being with men?"

I slowly answered each of her questions, discussed how my cross dressing started when I was young and I was still deeply in love with her. I kept avoiding her last question because I didn't want to admit thinking about Jerome. Veronica realized I was dodging her last question so kept pressuring me to answer it until, finally, I caved.

"Ever since you mentioned Jerome, I've thought about him and I've jacked off, thinking of him."

Upon hearing my admission, a smile started to creep across her face.

"Oh, really!" she giggled.

I sat there, beet red, and nodded 'yes' as tears started to well up in my eyes.

"Stephanie, go dry your tears. It's all going to be OK."

I went into the bathroom and dried my eyes, trying not to ruin my makeup, then into the livingroom and sat down. Veronica offered me a glass of wine, I took it and downed it as if it was a shot.

"Goodness! Someone's thirsty." Veronica said as she poured another glass.

"So, what are we going to do about this?" she asked.

I simply sat there, not knowing what to say, and noticed I was getting light headed and it seemed as if the room had started to spin. Veronica noticed my expression.

"It's, OK, Stephanie. Try to relax. We're going to make a true woman out of you, yet!" was the last thing I heard.

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4Leather4Leather4 months ago

Loved it. You know she slipped something into his drink. Love to see what she has planed for her crossdressing husband.

Please chapter TWO.

AnonymousAnonymousover 6 years ago
Beautiful! And so hot!

I love the start and am getting ready for chapter 2.

AnonymousAnonymousover 6 years ago
continuation

Now that you have dangled the string in front of us, it's time to write chapter2 of this story. I really hope that Stephanie becomes the woman that Veronica plans for her. As a transgendered woman I can place myself into Stephanie very easily

AnonymousAnonymousover 6 years ago
You arent tge onlu one

I feel i have read this too. Damned if i cant put my finger on it tho.

rightbankrightbankover 6 years ago
I fear we have a story posing as one thing

But actually something else.

I don't think it's about transsexual s or cross dressing.

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