A Cross Dressing Fantasy ndash Chapter 5
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It Starts Again - A Cross Dressing Fantasy Chapter free porn video
Have you ever been transported through time in an instant? I know, not possible, but that is what it felt like as I finished reading the note pinned to the bra Beth had left in my dresser drawer. Imagine that you were a 13 year old guy and you suddenly found yourself drawn to wearing women’s undergarments. And now those long lost urges were flooding back into your brain.
I can tell you exactly when this all began for me. It was in April the year I turned 13. My mother was busy at the kitchen table, there was wrapping paper, bows, and what I learned was a pink satin panty. I had never really thought about women’s undergarments up until that point.
“What’s up Mom”? I asked as I stashed my books on the desk beside the table.
“I am getting ready for Katie’s lingerie shower,” she said as she fussed with a pink satin ribbon she was making with a little bow maker jig that she often used to make bows for gifts.
I was confused and said, “what is lingerie”?
“Oh sweetie, you must know that lingerie is what we call women’t undergarments,” she said as she got up from the table and left the room.
I stepped closer and looked at the panty that was this delicate pink color and looked like liquid with its folds reflecting the light in the room. I touched the satin with my finger and it felt cool and so slippery against my finger and I wanted to know more. “Why would you give someone underwear as a gift, why would they have a shower for such a thing, a shower is to get clean?” I had so many questions.
“Don’t touch that panty, you get dirt on it,” Mom said returning with a gift box. I am sure she saw the confused look on my face and she said, “You know your cousin Katie is getting married in June, right?” She didn’t wait for a response but I did know that Katie, 5 years older than me was getting married and everyone was making such a big deal out of it that I was sick of hearing about it.
Mom continued, “A bridal shower is a party for the bride and this party is a way for family and friends of the bride to give her some pretty lingerie to begin marriage. The panty goes with this,” Mom held up what looked like a t-shirt only it was see through, shimmered in the light, and had lace and bows on it. “This is a special nighty that is called a “baby doll nightgown, isn’t it just the sweetest thing?” I now she didn’t expect an answer and left the kitchen will my cock getting hard. I had no idea why I was getting an erection from this, but hell when you are 13 “the wind blows and you get hard,” as I heard my dad tell a friend of his when he noticed my swim trunks with a tent in front that last time I saw Katie at the pool in her two piece swim suit.
And that is where my cross dressing began. Not with that panty, but it was a pink panty I fished out of the hamper when we visited Katie’s parents place, and yes I suppose I had a crush on Katie but that is a whole other story for another time. I think my original plan was to use the sensuous fabric to jerk off with but for whatever reason I stepped into it and my life was changed immediately as I looked in the mirror and saw the outline of my little cock inside the pink nylon fabric.
Now these years later the urges had come back and I was shocked because I had left this behind me when I met Beth. I opened that drawer yesterday totally by mistake, there was no intent in my mind. But the second I touched Beth’s pink panty the urges raced through my mind, yet I didn’t react and now Beth was urging me to dress in a panty and bra she had purchased for me.
The panty was just like hers, but when I looked at the tag noticed that it was two sizes larger. The cool slick fabric felt like silk in my hands, and I was again transported back to that April when I thought the panty on my mother’s table was some sort of liquid with the reflections. My cock was hard as I inspected the panty, throbbing hard, and just like that teen that had his first orgasm as the result of a pink panty I knew I was so aroused that it would only take a bit of movement of the panty on my cock tip and I would load the panty with my hot cum.
I put the panty back in the drawer and picked up the pink lace bra. It had been a long time since I had really thought about the details I loved so much in this garment. I loved every detail and this bra had them all. The satiny finished elastic side, the stretch straps with their attachments on the cups, and the little bow between the cups. Unlike the many bras I had in my teen years, this one was a push up style with a lot of padding.
I looked at the tag, it was a Maidenform bra in a 38C. I knew about sizing and in my teen years I generally wore whatever I could get my hands on, now here was a bra purchased for me with what I knew had a specific purpose. I had a small pair of man boobs, but nothing that would be a C cup, yet as I inspected the garment I saw the heavy padding and knew that most certainly it would push my boobs up and make it look like I had a bustline.
“I hope you are getting dressed in there Sweetie,” Beth called out from the kitchen. Her voice carried no sense of anger, nor was she mocking or teasing me. “Do you need some help?” She asked.
“Uh, No…” I stammered.
I hooked the bra, spun it around, and slipped my arms through the straps, just like I did so many times as a teen. I adjusted my little boobs and looked in the mirror, I was instantly transformed from a middle aged guy with a heavy chest to a guy with an erection and boobs.
I decided that I needed to finish this because Beth had encouraged it, and honestly I wanted to do this. The urge was so strong and the adrenaline was really charging me up. I pulled the panty on, watch it slide up my legs in the mirror. I watched as my still little cock slid from view inside the panty. I had always liked watching myself slip into a panty, the contrast between the delicate fabric and the male anatomy was such a contrast. And yes the sensual feeling of the panty was such a treat.
I heard rustle behind me, Beth had walked into the bedroom and handed me a package with a pink bow on top. “You can open this now,” she said and waited for me to lift the lid off the box.
Inside was what can only be described as the most beautiful gift I had ever received. It was a pink night gown with bows and lace and Beth said, “I want you to wear this for dinner,” and she helped me slip into it. “It looks perfect on you, and look, you can see your cleavage through the neckline.” Beth said as she adjusted the straps on my shoulders.
My hands were shaking as I felt the slick fabric against my legs and hated the feeling of my hairy legs. I could see the hair sticking through it in places and I must have shown my displeasure in my face.
“We need to get your legs shaved the next time you are in the bath,” Beth said. She knew I was a shower sort of guy, I don’t think I had ever taken a bath while married. “I bought some very nice bubble bath for you and some skin softener, we can work on this later,” Beth said as she led me out of the bedroom.
My mind was filled with the lust for the garments, the lust I felt for Beth who never failed to arouse me with a look or a touch of her hand. Yet there was this feeling that I was dreaming because I honestly felt these urges were long passed. Yet over the years I can freely admit that I was always instantly aroused with the lingerie Beth wore. In retrospect I had noticed that in the last couple months my mind seemed to be filled with thoughts of my cross dressing days. All of this seemed a big coincidence.
Beth had made a simple dinner and I was in such shock that I ate silently. “Are you sad sweetie?” Beth asked.
“No,” I said, “I am not sure if all this is real and as much as the urge to dress is very strong at this moment, is it just a passing thing?”
Beth smiled, poured us a bit more wine and said, “I think we need to find a way to make this side of you a part of our life. Can I call you Karin?”
I nearly choked on my bite of food, I had told Beth so many years ago that as a teen I had adopted the name of Karin when I dressed. That name had nothing to do with anyone in my life or my name, it just felt right to me. And she had remembered it.
“Let’s finish up Karin, you need a bath and some special treatment to make all of this so much fun. I hope you will just allow me to help you become the girlfriend that I have been wanting.” Beth picked up the dishes as she added, “I just think that this transformation was meant to happen.”
I can tell you exactly when this all began for me. It was in April the year I turned 13. My mother was busy at the kitchen table, there was wrapping paper, bows, and what I learned was a pink satin panty. I had never really thought about women’s undergarments up until that point.
“What’s up Mom”? I asked as I stashed my books on the desk beside the table.
“I am getting ready for Katie’s lingerie shower,” she said as she fussed with a pink satin ribbon she was making with a little bow maker jig that she often used to make bows for gifts.
I was confused and said, “what is lingerie”?
“Oh sweetie, you must know that lingerie is what we call women’t undergarments,” she said as she got up from the table and left the room.
I stepped closer and looked at the panty that was this delicate pink color and looked like liquid with its folds reflecting the light in the room. I touched the satin with my finger and it felt cool and so slippery against my finger and I wanted to know more. “Why would you give someone underwear as a gift, why would they have a shower for such a thing, a shower is to get clean?” I had so many questions.
“Don’t touch that panty, you get dirt on it,” Mom said returning with a gift box. I am sure she saw the confused look on my face and she said, “You know your cousin Katie is getting married in June, right?” She didn’t wait for a response but I did know that Katie, 5 years older than me was getting married and everyone was making such a big deal out of it that I was sick of hearing about it.
Mom continued, “A bridal shower is a party for the bride and this party is a way for family and friends of the bride to give her some pretty lingerie to begin marriage. The panty goes with this,” Mom held up what looked like a t-shirt only it was see through, shimmered in the light, and had lace and bows on it. “This is a special nighty that is called a “baby doll nightgown, isn’t it just the sweetest thing?” I now she didn’t expect an answer and left the kitchen will my cock getting hard. I had no idea why I was getting an erection from this, but hell when you are 13 “the wind blows and you get hard,” as I heard my dad tell a friend of his when he noticed my swim trunks with a tent in front that last time I saw Katie at the pool in her two piece swim suit.
And that is where my cross dressing began. Not with that panty, but it was a pink panty I fished out of the hamper when we visited Katie’s parents place, and yes I suppose I had a crush on Katie but that is a whole other story for another time. I think my original plan was to use the sensuous fabric to jerk off with but for whatever reason I stepped into it and my life was changed immediately as I looked in the mirror and saw the outline of my little cock inside the pink nylon fabric.
Now these years later the urges had come back and I was shocked because I had left this behind me when I met Beth. I opened that drawer yesterday totally by mistake, there was no intent in my mind. But the second I touched Beth’s pink panty the urges raced through my mind, yet I didn’t react and now Beth was urging me to dress in a panty and bra she had purchased for me.
The panty was just like hers, but when I looked at the tag noticed that it was two sizes larger. The cool slick fabric felt like silk in my hands, and I was again transported back to that April when I thought the panty on my mother’s table was some sort of liquid with the reflections. My cock was hard as I inspected the panty, throbbing hard, and just like that teen that had his first orgasm as the result of a pink panty I knew I was so aroused that it would only take a bit of movement of the panty on my cock tip and I would load the panty with my hot cum.
I put the panty back in the drawer and picked up the pink lace bra. It had been a long time since I had really thought about the details I loved so much in this garment. I loved every detail and this bra had them all. The satiny finished elastic side, the stretch straps with their attachments on the cups, and the little bow between the cups. Unlike the many bras I had in my teen years, this one was a push up style with a lot of padding.
I looked at the tag, it was a Maidenform bra in a 38C. I knew about sizing and in my teen years I generally wore whatever I could get my hands on, now here was a bra purchased for me with what I knew had a specific purpose. I had a small pair of man boobs, but nothing that would be a C cup, yet as I inspected the garment I saw the heavy padding and knew that most certainly it would push my boobs up and make it look like I had a bustline.
“I hope you are getting dressed in there Sweetie,” Beth called out from the kitchen. Her voice carried no sense of anger, nor was she mocking or teasing me. “Do you need some help?” She asked.
“Uh, No…” I stammered.
I hooked the bra, spun it around, and slipped my arms through the straps, just like I did so many times as a teen. I adjusted my little boobs and looked in the mirror, I was instantly transformed from a middle aged guy with a heavy chest to a guy with an erection and boobs.
I decided that I needed to finish this because Beth had encouraged it, and honestly I wanted to do this. The urge was so strong and the adrenaline was really charging me up. I pulled the panty on, watch it slide up my legs in the mirror. I watched as my still little cock slid from view inside the panty. I had always liked watching myself slip into a panty, the contrast between the delicate fabric and the male anatomy was such a contrast. And yes the sensual feeling of the panty was such a treat.
I heard rustle behind me, Beth had walked into the bedroom and handed me a package with a pink bow on top. “You can open this now,” she said and waited for me to lift the lid off the box.
Inside was what can only be described as the most beautiful gift I had ever received. It was a pink night gown with bows and lace and Beth said, “I want you to wear this for dinner,” and she helped me slip into it. “It looks perfect on you, and look, you can see your cleavage through the neckline.” Beth said as she adjusted the straps on my shoulders.
My hands were shaking as I felt the slick fabric against my legs and hated the feeling of my hairy legs. I could see the hair sticking through it in places and I must have shown my displeasure in my face.
“We need to get your legs shaved the next time you are in the bath,” Beth said. She knew I was a shower sort of guy, I don’t think I had ever taken a bath while married. “I bought some very nice bubble bath for you and some skin softener, we can work on this later,” Beth said as she led me out of the bedroom.
My mind was filled with the lust for the garments, the lust I felt for Beth who never failed to arouse me with a look or a touch of her hand. Yet there was this feeling that I was dreaming because I honestly felt these urges were long passed. Yet over the years I can freely admit that I was always instantly aroused with the lingerie Beth wore. In retrospect I had noticed that in the last couple months my mind seemed to be filled with thoughts of my cross dressing days. All of this seemed a big coincidence.
Beth had made a simple dinner and I was in such shock that I ate silently. “Are you sad sweetie?” Beth asked.
“No,” I said, “I am not sure if all this is real and as much as the urge to dress is very strong at this moment, is it just a passing thing?”
Beth smiled, poured us a bit more wine and said, “I think we need to find a way to make this side of you a part of our life. Can I call you Karin?”
I nearly choked on my bite of food, I had told Beth so many years ago that as a teen I had adopted the name of Karin when I dressed. That name had nothing to do with anyone in my life or my name, it just felt right to me. And she had remembered it.
“Let’s finish up Karin, you need a bath and some special treatment to make all of this so much fun. I hope you will just allow me to help you become the girlfriend that I have been wanting.” Beth picked up the dishes as she added, “I just think that this transformation was meant to happen.”
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