Transformation Ch. 01
Keywords: Transformation, Ch., 01,
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"If you are looking for a tale of thought provoking sexuality this may be for you. If you want mindless and indiscrininate sex maybe you should read something else.
The characters are fictional, the locations are fictional, and the events are fictional, all that is real is the most important part, the emotion of the fantasy."
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Hello my name is Jessup and I wear panties. I know, that sounds like the introduction to a Crossdresser's Anonymous meeting.
Before I get into the heart of this story I need to fill in a little background for you.
I meet my wife, Catherine, in our first year at college. We were both new freshman members of the swim team. I was there on a swim scholarship, she was there on her Daddies money. She was a great swimmer and a great student, but her family declined the offered scholarships saying that they should go to more financially challenged students. For the first year we were just teammates, and sort of friends. The second year our friendship grew and we even started to date a little. Most of the time this was school events and with common friends along. We clicked. We found that we shared a lot of common interests and values. In our third year we became lovers and finally as seniors we shared an off-campus apartment. Right after graduation we married and have been very happy for the five years since.
One of the things we shared was the ability to talk. We found that we could speak openly and honestly about anything and not be afraid of the others reaction. That has been one of the best parts of our relationship. Even in sex we could be open and free. She had no false coyness or inhibitions about the topic or the act.
As I said I was at college on scholarship and had to keep my place on the team to stay in school, so I was very competitive and willing to do anything it took to keep an edge on the other swimmers. She swam for the right reason, she loved it, but she also loved to win and would swim her heart out at every event. When you are swimming at that level one of the things you do is shave any body hair off. Even one hundredth of a second can make a difference in a meet. At first I was very self-conscious about body shaving, but soon realized that no one noticed. I had always had light and fair hair, head and body, so I guess it just didn't look much different to people who knew me, and strangers just didn't look that close. I got used to it. Cat and I started to help each other shave when we moved in together. Those sessions became more often than not, highly sexual and a lot of fun for both of us. There is something very personal about it that makes it very intimate and sexually charged. Of course one night I had to carry the shaving to another level and through the laughter of both of us shaved her pussy bald. In playful retaliation she shaved my pubes bare too. The sex following was awesome. Over the years since she has kept the bare pussy saying that she likes it and that she knows how much it excites me.
Cat's wardrobe almost doubled when we moved in together, I am only 2 inches taller than her 5'4" and about ten pounds heavier. She was constantly raiding my closet for sweatshirts, shorts, t-shirts and even some of my jeans would fit her, if a little loose.
I couldn't bring myself to borough her primarily pink and blue shorts and sweats.
Over the following years, to keep a little spice in our lives we had developed the habit of making bets. These were harmless, sometimes sexy and sometimes not, little wagers with each other. We would bet on a football game, and election outcome, or even once on the "breakup date" for a couple we knew.
The wagers would be for a weekend of back rubs and pampering, a particular outing we might each want, or often a weekend of oral sex. We each love oral, both giving and getting and when the bet was for head the loser got nothing for the entire weekend and the winner got all of the attention. Winning or losing didn't matter to me; I loved the weekends. This story began with one of those bets.
We each came from a different hometown and each town had professional football team. Whenever they played we were certain to place a weekend bet on them. This was serious rivalry to us.
My team was the odds on favorite to win and had been doing great all year with only one loss early in the season. Cat's team sucked! She still felt a loyalty to support them and was ready to put herself, literally, on the line for them. We began to discuss the terms of the bet.
I have this thing for high heels. It is almost a fetish, or maybe it is. I love women in heels, I think they are the sexiest thing they can wear. Whenever I am out I can not help but follow the steps of a lady in heels. Heels do something for a woman, they walk differently, their butts look better, their legs shapelier, and their posture is much better. Cat has caught me at it and teases me about my little fetish. Cat wears them often, but not nearly as often as I would like, which is all the time.
"Ok, here's the bet," I told her, "If I win you wear high heels all weekend."
"Yeah, great, so what do I get when I win?"
"You name it lover, I have no doubt about this one!"
Cat just glared at me. She was pretty certain that her team was going to lose big time, but didn't want to back down.
"Look you are always trying to get me to wear heels. You even have me wearing them around the house when I clean or in bed when we fuck. Do you have any idea how much trouble that is? Do you know how much my feet can hurt after a night out in heels?'
I smiled at her and admitted that I was sure she got a little uncomfortable in them sometimes, but look at he great sex she always got when she catered to my little peccadillo.
"Come on Cat," I teased her, "what do you want to bet? I doesn't matter very much because I have a sure thing here so make it whatever you want."
She just smiled at me. I should have run then if I had known what was good for me.
"OK, asshole," she retorted," if you win I wear heels all weekend. But if, no, when, I win YOU have to wear high heels all weekend! You'll get to see what it's like to walk around on your toes."
I laughed at her. "Don't be silly, your shoes won't even fit me!"
"You will just have to buy some when you lose. What's the matter, scared?"
"Hell no I'm not scared, you don't have a chance in hell of winning this one dear! Ok, Yeah, if you win I wear heels."
"All weekend is the deal, remember?"
"Yeah, all weekend, but I get to pick the ones that you have to wear, and we are going out to dinner with you in a skirt and the highest heels you own!"
She was giggling, "Oh I can just picture you in you slacks and new heels at the restaurant."
I felt a little odd with the bet, but still highly confident that I had nothing to worry about when the ball was kicked off.
Needless to say I wouldn't be writing this if my team had won!
The game went into over time and Cat was bouncing up and down on the sofa as her team pushed the ball down field. They scored and unbelievably, I lost.
She didn't say a word, just leaned over and kissed me and then headed up for bed. It was a Thursday night game that had run late so we both needed to get some sleep for work the next day.
I was certain that Cat wouldn't push the payoff on the bet. She was a good sport and would never do anything to embarrass me. All day I made calls for our small company while Cat did her magic in the home office. It was almost five when I pulled back into the drive and wandered into the house all smiles after a good day. I had completely put the lost wager from my mind.
She was there waiting for me with a cold drink and a wonderful smile. Oh I am so lucky to have such a woman love me.
"We are going to eat at La Perette," she began. It's usual for us to eat out on Friday nights, well actually most nights. Neither of us likes to cook much.
"I'll go change and be right with you," I replied.
"Wait a second," she smiled evilly at me. "Put these on when you change."
She handed me a pair of thigh high hose. I looked at her dumbfounded.
"What in the world are these for?"
"You can't try on shoes bare footed and your white socks will never do for a pair of nice heels so you need to have these on."
"What the hell! I ain't wearing stockings!"
"You're not going to welsh on our bet are you?" she asked calmly.
I sputtered out, "You're not really going to make me pay up are you. You're not going to expect me to really wear high heels?"
"Oh yeah I am! And if you welsh on this you will never collect on another weekend bet, you can be sure of that!"
"OK! Look I will wear the heels, but only in the house, you can buy a pair tomorrow that will fit me."
"That's not the bet!" she cried, "the deal is all weekend and that starts now."
"Well I'm not wearing them out of the house, period! People will think I'm a queer!"
"So it's ok for you to collect on your bets, dress me up in some skimpy top or t-shirt so everyone can see my tits and think I'm some sort of slut, but you can't take it when you lose!"
This was getting out of hand, I had to put my foot down.
"Cat, I will give you whatever else you want, just not this, ok. I wasn't serious about the bet, you weren't suppose to win!"
"Oh, yeah, that's right! But if I had lost I bet you would have me standing on my toes in the highest heels you could find! I bet you would do your best to get me in a little skirt and prance me around not caring one wit if anyone thought I was a tramp!'
She broke out her weapon of male destruction; she started to cry. I just stormed out of the room.
The first thing I saw when I entered our bedroom was our wedding picture. I just stopped in my tracks. I had been so lucky to find Cat, we were almost perfect together in every way. Looking at the picture I realized what a jerk I was being. For all the things she did and gave to me I could stand a little embarrassment. I headed back down stairs.
I just looked at her, and she met my gaze unflinching.
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Keywords: Transformation, Ch., 01,