Remembering That First Time Dressed! free porn video

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HI! I have been crossdressing since I was about 7-years-Old. Just the other day a lady friend of mine, (who knows I'm a crossdresser), anyway, she asked me how I first started dressing. She also wanted to know what made me put on a dress in the first place? It's funny, I haven't told that many people how I started out. I would just say that I was hooked with this great feeling I had as soon as I put the dress on. I was hooked so bad that I would steal and hide one of my sister's party dresses along, with a crinoline & rumba pantie. Then later when I figured it was safe I would get dressed. if I really think about it, I guess if I think about it, I rattled this story off to others that ask, as if it was an everyday thing. I don't give any real though to it any more. It's something that happened a long time ago, in a land far away. But if you really think about it, you have to realize, that putting on that first dress, or feminine item, whatever it was, it changed you. Maybe it was 5 years ago, or like me it happen way back when. You must agree it was a life-changing event. Later on that night I sat there thinking about what this friend had asked me. I was thinking of just how that very first time came about. I know most of us remember the first time getting dressed, but do we really remember it? Do you ever think about how it all came together that day? How you felt, while wearing the items you had on? What about the whole excitement of that moment? What you were thinking and feeling, when you put on that frilly outfit? How sacred you were that someone would see you, or catch you and maybe make fun of you. No matter what it was you wore, you know how it made you feel inside. Maybe it was just some panties and a nightgown, but you like how you felt, wearing what ever it was.. Think about it! How did you end up dressing that first time? Was it something you wanted to do, or was it as a form of punishment for something you did wrong? Maybe it was because you wanted to see how you looked dressed like your sister or as a girl? Did your sister or maybe it was one of her friend's and her, who dress you up, for fun one day while playing, and you were hooked. Then again it could it have been a girlfriend, who asked if she could dress you up just for fun? Maybe someone suggested you dress as a girl for Halloween? We all started out someway, somehow didn't we? We all have our stories. So there I sat remembering how on that faithful day, I ended up dressed in my sisters party dress. It all started coming back to me, like it happen yesterday.The more I remembered the more the feelings and all the excitement came back.With the excitement I remembered all the thrills of the moment. How it all started! I also remembered how sacred i was that someone would catch me. Wow it was like I went back in time to that day. Funny how something like a person asking a simple question can cause you to remember so much. That's when I decide to put it all down on paper, in story form, mainly so others would see and feel how I felt. I also want others to think about how they started out, and to remember just how great they felt. By the time I was done writing I had almost five pages of memories. First let me give you a little background, about me and the era I grew up in. It was a time when "Sex" was a bad word, and no one ever talked about it. Most people knew very little about a transvestite's. No one ever heard of the words, Transgender, or Transsexual yet. The year was 1952, and I was 7-years-old. Back then girls and ladies both, wore nothing but dresses, maybe some shorts, or pedal pushers in the summer. My story starts out with a shopping a trip with my mom and sister. We were shopping for a new birthday dress, for my sister's upcoming birthday and party. In the early fifties girls showed up at birthday parties, dressed to the nine's, in their prettiest and frilliest dresses. You never saw anyone show up who was not dressed up, even the boys wore their Sunday best clothes to the parties. I do remember for some strange reason every once in a while at a party, I would look at the girls all dressed up in their pretty outfits. I would get this feeling, (Gee! girls really have pretty things to wear, why don't boys?) But like most boys with sisters, I figured that was a normal feeling to have. So I paid little mind to it, till that faithful day. Like I said I was on a little shopping trip with mom and my sister. My sister was turning 5 in about two weeks. Mom had decided she needed a new outfit for the upcoming birthday party. Remember this was the early fifties. The time of little girl's fancy party dresses, with tons of lace & bows. Oh don't forget the crinolines that held the skirts of those dresses standing up & out. So as the little girls walked along, with her dress bouncing from the starched crinoline, you sometimes got a look at her frilly rhumba panties under her pretty dress. Mom was looking for that one special dress for my sister. We had already been to a couple of shops, but found nothing mom liked. So here we were, at yet another store. Ah, great! Mom seems to have found what she had been looking for. I must admit, when I looked at this dress, I to thought it was a real pretty dress. The dress was pink taffeta / satin and had those cute puffed type short little girl sleeves made of thin silk netting. Then at the arm openings of the sleeves there was elastic, with white lace attached all around, and a cute little pink bow on the lace of each sleeve. The dress it self was a flowing, flared out skirt style.You know the kind that little girls wore back in the early fifties. The dress had white lace trimmings, and pink & white bows all over and around. It also had a pink satin sash type belt, that tied in the back in a large bow, which really made it look gorgeous. We had already been to a couple of other shops, where mom had gotten everything else on sale that she figured would go with any dress she found. She already had a white, full slip, crinoline, and some lacey, ankle socks. She had bought at least three pair of rhumba panties, in different colors, one of which, my sister just loved. That pair was all white, and had row after row of pink lace on the front & rear, plus a little pink bow right in the center of the seat. Mom had also picked up a pair of black patient leather Mary Jane's and a matching pocket book. So there I sat in a chair, near the changing room, with all this stuff in bags setting there in the chair next to me. As far as I could tell, if my sister like this dress, we were done, and she had her whole new outfit. All she had to do was try this dang dress on, and we were out of there. I guess you can tell I wasn't happy about being there. I just sat in that chair and watched. It seemed all my sister wanted to do was complain. She didn't want to try on any more dresses. She wanted to go home and play with her dolls and her friends. I'm sitting there listing to her complain, wondering what's all the fuss about. Dang! That's really a pretty dress, put it on, so mom can check it out, and let's get the heck out of here. Gees one of my friends is waiting for me too. Well about then I had a good chance to take a nice long look at the dress for a couple of seconds. I'm thinking. WOW! That is a gorgeous dress, and it looks really pretty. That's when a dumb idea came to me, as I started thinking. Gees, I wondered how I would look in a dress like that? You know one of those dumb passing idea's that pop into your head, when you're sitting in a chair, in a girls dress shop, surrounded by tons of frilly, girlie dresses, bored to death. Mom finally got her way as always. My sister fussed, but she tried on the dress.She looked fabulous. Mom was happy, and my sister? Well, heck! Even I could tell she loved how she looked. I remember how she was spinning around, and giving that wiggling move, you know what I mean. One of those side-to-side twisting wiggles. All the time she was smiling and looking in the mirror at herself. You could tell she liked the dress. So Mom paid for dress, packed it up, plus all the rest of the stuff, and home we went. The next Saturday, Mom had to take my sister to the doctors for something or other. I was staying home with dad. Just after she left, Dad got a call from where he worked. Dad was an over the road truck driver and was gone over the road a lot. Sometimes up to four weeks at a time, but he was a great guy. Well, it seems they needed him to take a truck out for a local delivery. We could always use the extra money. So dad said, he would be right there. Dad told me to keep the doors locked, and that mom would be home in about an hour or so. he told me if I needed help go next door to Mrs. Millers. I have already given her a call so she know your home. He then said, "Tell mom he would be back by 6 o'clock". I said, "Okay," and he left for work, as I locked the doors. Back then it was normal for me to be home alone, mainly because you could run next door to the neighbors if you needed help. Everyone watched out for everyone else on the block. So there I was, all alone in the house. I found my toy guns and started to play cops & robbers. I was shooting the bad guys all over the house, when finally I got to my sister's room. I jumped into the room, rolled on the floor, and shot one of the bad guys. BANG! That's when I saw it. There it was! "That Pretty Pink Party Dress!" It was just hanging on the closet door. The satiny taffeta was shining from the sun light peeking in the window. I just stood their frozen in time looking at it. Something seemed to come over me; I felt this excitement building inside me. I'm thinking, that dress looks so pretty, I wonder what I would look like in a dress like that. Then I'm thinking, what'swrong with you? Boys don't wear dresses! I looked at the dress once again, with the satin and all that lace and the bows all around. I wondered how it would feel to wear something that pretty. I'm not even sure why I wanted to try it on, I just did. I felt like the dress was calling to me "TRY ME ON." go ahead try me on, no ones home. My head was spinning, it was telling me "NO" Don't!" you're a boy silly! Then I felt like "YES" go ahead try it on. No one will be home for a while, the doors are all locked. So why not go for it, try it on, I finally gave in, and said, "YES." One thing that was in my favor, my sister was a little lager then me. As I had said before, at that time I was on the small size for my age. Let's put it this way I was about the size of a 5-year-old. My sister was taller and sshh a little chubbier then me. She looked like she was about 6 maybe even 7. So I figured that maybe the dress might just fit me. I found some of her older rhumba panties in her dresser draw. So I put them on over my regular underwear. Next came that full slip crinoline mom just got her. I pulled it over my head and smoothed it out. The netting stood out all around me. Then I finally went up to the dress. Oh My Gosh! WOW! I touched it! Oh my when I touched the satin taffeta, it felt so silky that it gave me chills. I took it off the hanger and pulled it over my head and slid it down over the crinoline. Oh-My-Gosh! I remember I felt like I belonged in the dress all my life. Why can't this be my dress? It felt so great wearing it that I was shaking with delight and excitement. I did have some trouble with the buttons up the back. So I only did some of them the best that I could, up near the top, then I tied the sash in a large bow in back. the dress stood out from the big crinoline that was pushing up on it. Now it was time for the Mary Jane shoes. I was going to put them on, but first I needed some socks. Frilly ones if I can find them. I found a pair of my sister's older frilly socks in the draw and put them on. Then I put on the Mary Jane's. They fit me just right. I was surprised that the shoes fit so well. That's when I walked over to look in the large full length door mirror, and almost died. Except for my hair, I looked like a girl about 4 maybe 5 years old. OMG! I looked a lot like my sister! So I decided to go into the bathroom and find mom's hair brush. I brush & comb my hair down from the center of my head all around. My hair was just a little on the long side, but not really long. I then combed it down in front making nice looking bangs. I went back to Sis's room and looked around. Yes that's what I'm looking for. It was a cute looking clip on, hair bow, in white, to match the bows on the dress. So I clipped the cute bow into my hair, near the center of my head, above the bangs. I found my sister's doll and picked it up. I then when back over to the full-length mirror again. I looked in the mirror while holding the doll, like I seen sis do so many times before. I couldn't believe what I was looking at. Could this really be me? NO-WAY! There looking back at me was a cute looking girl and to me she looked so beautiful & pretty. With my hair combed down into bangs, with the bow on top, and holding the dolly. Wow! I was amazed at how much I looked like a 5-year-old little girl. My heart was pounding away, because I felt that I really looked pretty. I started too whirled around, as I did two spins, while watching in the mirror. You could see the skirt of the dress, and crinoline flare out, showing off a little bit of the frilly rhumba panties. I was standing their wiggling side to side holding on to that doll, still looking in the mirror. Oh I felt so good! Then it hit me. I remember thinking OH WOW! I'm doing the same thing my sister did at the store, when she looked at herself in the mirror. She did that same little twisting side to side wiggles, while looking a herself. Now I knew why, because it felt so good seeing yourself dressed up and looking so pretty. I felt like I was floating on a cloud and going up. I'm thinking, is this how a girl feels all the time, when dressed up? No wonder they love these frilly party dresses. The feeling was like no other I have ever felt. The mirror was telling me "This Is the Real You." It's very hard for me to explain or even understand how I felt. It was like I had found something I had lost. Only I didn't even know it was lost. Here I was all dressed up like a girl. Feeling like I have never felt before. I was feeling so pretty and so over whelmed! I'm thinking now what do I do? "No way was I just going to take all of this off, not just yet." That's when I got an idea and started to look around for my sister's doll carriage. I found the carriage, and started to play with her doll and the baby carriage. I was really into it, and having so much fun. I played like I was the girl I felt like. This was my room, my doll, and doll carriage. I was lost in my own world of girlish play, having such a great time. That's when I heard the dog start barking down stairs, which could only mean one thing, "Mom, was home"!"OH NO!" I was now in a sweat and a big panic; I looked out my sister's window. Yep there was mom's car heading down the street for the driveway. I was lucky that the dog was in the house and I heard him. Oh gees! I started running around tying to take everything off in such a panic. I was trying to remember just where it all went. My heart was beating so fast. I had to get out of this outfit fast, and down stairs. I can't let mom or my sister catch me dressed like this. I was worried that I wasn't putting everything back where and how I had found it. I was in such a rush, but I think I was able to get all the stuff off, and back away. As I hung the dress and crinoline on the door, where they were before, I hoped everything was in the right places. I then messed up my hair so it looked okay, and got dressed in my clothes, just as I heard mom and my sister come in the back door, and put down lots of bags. My heart was still pounding 20-miles an hour as I headed down stairs as fast as I could. I was still shaking a little when I got down stairs. I was scared that mom might figure out what I was up to. Mom asked me, "What's the matter? Are you okay?" I said, "Yeah I'm fine. Why?" "Well you're all sweated up," I told her. "I was just playing war and heard you and sis come in. So I came running down the stairs that's all. I'm just a little out of breath from running down here I guess." She felt my head and said, "Well sit down, and stop running around you feel warm." (So far so good!) I then told mom where dad went, and what time he would be home. I told her that he said to wait for her with the doors locked. She said, "All right." Now I felt a little safe that mom had no idea what I had been up to. The rest of that day and the next day, all I could think about was how I felt, and how much fun it was being dressed up, and playing with my sister's doll. I kept think about that dress and how I looked "I WAS HOOKED." I wanted so much to put that dress back on. I wanted to tell mom all about me wearing that party dress and how I felt while wearing it. I wanted to explain and show mom how I looked all dressed up. I wanted to tell her how much I liked being dressed up as a girl, and how I loved playing with my sister's dolls and all. There was One Big Problem! I just couldn't, something was stopping me. Something in the back of my head kept saying, "NO" Don't say anything! You know it was wrong to dress like that. Boys don't wear frilly dresses, and play with dolls. If you tell, you'll be laughed at, and made fun of. Maybe worse they may think you're crazy, and put you away in some "Nut House." If that happens, you will never see mom or anyone again. All of this went buzzing around in my head. Don't forget I was only 7 ?. What did I know? I was scared & confused. That's when I realized that I was a little different. Just how different was I? Hey I just found out that for some strange reason, I like dressing up as a girl. This was something that was so strange, new, and very confusing to me. I knew that as a boy; you just didn't go around dressing up like a girl. So that's when I started my secret life, with all of its hiding, fear, and confusion. Right up till then, you could say I was like any other normal boy. I was into baseball, catch, football, fishing, and riding my bike. All I knew was that, deep down inside, it felt great to wear that pretty party dress. I knew I had to do it again. don't get me wrong I was still a boy and into all the other things I loved to do. "WHY" I wanted to dress up again, I don't know! I just knew I had to get that feeling back. I knew it wasn't the normal thing for a boy to do, and that I had to keep it the biggest secret ever, by hiding and telling no one. I also knew that pretty soon, I didn't know how or when? I would fine a way to dress up again in one of my sister's party dresses. It felt so good to be in that dress pretending I was a little girl. I was now hooked for life. Okay that's the story of how it went. "The first time I wore a party dress." I hope you enjoyed my little trip back in time About 20 years ago I told my mom about putting that dress on, back then, and playing as if I was a girl. Mom now knows about "Jillian". Guess what? MOM still loves me, and she thinks I look kind of cute all dressed up in my big girl clothes. ( I never mentioned to her that I still like to dress as a little girl). Know what she said? she said I look a lot like her, when she was younger. That's how Moms are, they always love you. "No matter what." Now here's something you may find interesting Everything you read above is true, but there is more. I guess Karma is weird, because something strange happened about 5 to 6-months later. I was 8 at the time and in third grade near Easter time. I got in some really bad trouble (not my fault) and was kicked out of school. I guess you could say I was hanging with the wrong group of guys. Like I said, I was small for my age back then, so I wanted to impress the older guys any way I could, which always seemed to get me in trouble. This one day I was seated with two of the older guys teasing the girls on the school bus. The next thing I know, both of them, lit some firecrackers, and threw them under the girl's seats. The bus driver stopped the bus and boy was pissed. Somehow I was also named as one of the guys who throw the firecrackers, even though I had nothing to do with it. (wrong place, wrong time). This got me kicked out of school for two weeks. What hurt, was that this was about the tenth time I was in trouble at school that year, and mom had to come to get me once again, not to mention i was also causing a lot of trouble at home. Long story short, when mom picked me up, she was pissed, and on the way home she asked, "Why the heck would you do something like that. Why can't you be like your sister. She never gets in any trouble like you do." Being a smart ass, I said something to the fact of, "Hey I'm not a girl. girls don't get in trouble, because all they want to do is sit around, playing with dolls, and having tea parties.. I'm a boy, and boys do things, and yes we get in trouble sometimes." That was the wrong thing to say, because next thing I know, mom has me wearing one of my sisters dresses, and playing dolls with my sister. It only lasted for about three maybe it was four days. I couldn't tell her that I really liked wearing the dresses, so I played along acting mad about it. Then about 4-months after that, as you read in my last story, I really was picked to play "Dorothy" in the Cub Scouts play. Most of what happened, like the fashion show, the girl next door helping me learn my lines, while I really wore a dress, with a crinoline and all, and the fight after the play, was all true. Even the part about the two moms standing there and catching the older guys picking on us. They were punished, but not like in the story. Plus it was true about the girls coming over to a pool party, and catching me while I was dressed. Yes I did wear a princess bathing suit that day. Only because our house was locked up, and it was really hot out, and I wanted to go swimming. I still love dressing as a little girl, in short, frilly, and lacey dresses, with a crinoline, and of cause, those cute frilly, rhumba panties, any chance I can. I guess I'm a little girl at heart, and always will be. Hugs To all Jillian

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Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

2 years ago
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Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
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Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

1 year ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
4 years ago
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Remembering Part 2

REMEMBERING, PART 2 Tina Summers had known within three weeks of her marriage that it had been a mistake. One reason was discovering she had become an object of derision on the part of the secretaries at the advertising firm where both she and her husband Mitchell worked. Because they knew about his serial infidelities and she, apparently, did not. As it happened, she was well aware of her new husband's peccadilloes. The fact of them didn't bother her. She hadn't married him for the...

1 year ago
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Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

2 years ago
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Sex Survey Females Firsts 3

I invite all my fine female dear readers to respond to this sweet sexy survey of their number #1 erotic experience. I invite you to write me the best possible sex you dream to have in the future, or maybe it better stays only fantasy?I invite you to tell us as much as you like about the ideal circumstances needed and the sexy scenario you long for.I invite you to share your feelings about your favourite fantasy. Why is it so special? A secret? A taboo? A fetish?I invite you all to check as well...

2 years ago
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Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

BDSM
2 years ago
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Remembering Faggot Boy Qasim

Remembering Faggot Boy QASIMBy: Londebaaz ChohanI cannot say why but I am remembering one of my bona fide gay bottom boy Qasim since the last week almost. First time I met him was in a chat room of a gay site on the internet. He was answering everybody and sounded sweet. The reasons, I got interested in him were multi folds. He was admitting that he was gay, he was admitting that he was a self-proclaimed born to be a bottom and he was hardly half an hour away from me. If those were not the...

1 year ago
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Remembering Charlie and my cock introduction

I was driving home after my lovely night with Charlie. The night before I had my first kissing and sucking of cock. I was remembering the first touching of our hard cocks; the slow frotting and the sweet kisses. I remembered the taste of Charlies cum... when he exploded deep in my throat, his twitching large cock.The drive home was long and after a few hours of country driving and remembering our cock sucking and slurping, my cock was hard and aching to be worked. I found a quite place, not...

4 years ago
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BSC07 the First Lifestyle NudistsChapter 5 Lazy Springtime Dreams

Eventually Joan Simpson stopped gesticulating with her hands and just pointed to a building through the trees that she wanted Hank and Lynn to take the car up to. Once the car was parked the proprietor of the Success Nudist Resort would catch up with them and give them all a proper tour of the facilities. This naked woman then disappeared back into the Admin Building leaving Hank and Lynn to climb back into the car and drive up to the building she had pointed out to them. Tom just sat there...

3 years ago
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Master of All Timelines

Your name is Edward Richardson. You're 20 and you've been fascinated by history ever since you're 11. You're also good at making inventions as well. As you're growing up, you usually found that at various points in history of each country, things always turned ugly at many points. And you wanted to change that. You decided to use your intelligence you create the device called the T.O.S, abbreviated for Timeline Opener and Stopper, that can make you travel back in time and alter the histories...

Mind Control
3 years ago
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First Time Sex With My Longtime Bestie

Hi everyone Akshay here, age 23 from Chennai. I’m a reader of ISS for the past 5 years, and it’s high time I shared my experience. This happened a couple of months back. It was with my longtime bestie. Her name is Vaishali. We know each other for around 6 years, starting from our college days. She lives half an hour away from my place. I’m pretty familiar with her parents. We got to know each other from our college days as we were from the same department. She had a sexy shape, which gave me a...

3 years ago
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Remembering the First a Second Time

It was a hot, lonely summer evening. My wife was away on a girlfriend's trip. I was out of town myself, spending the weekend at my parent's house. They were away on vacation and I was 'house-sitting' for them. With nothing better to do, I headed out to the local bar. It had been twenty years since I'd been to the place. I used to hang out there with my friends during our college years, as usual, trying to pick up women. I was enjoying a beer, laughing to myself realizing the pictures on the...

Gay Male
2 years ago
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I was a wartime TV for the US Army

‘I was a Wartime Transvestite for Uncle Sam!               TJ Ryder                                            Chapter 1           Reform School Romance!     I couldn’t believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II.    I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another old geezer in an assisted care center who if he ever had...

3 years ago
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Wartime France

The funeral was a gloomy affair as funerals go. I am somewhat irreverent and remember clearly my twin brother and I giggling all through my Uncle’s funeral because his widow had the price ticket still dangling from the back of her hat. John and I shared a sense of mischief and humour. At our Grandfather’s funeral, we’d been unable to look at each other during the hymn ‘Praise my soul the king of heaven,’ because John had written an alternative verse that was utterly filthy and we both knew what...

Lesbian
2 years ago
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Wartime Passion

A few years ago, my wife was having a midlife crisis while I was away serving in Iraq. She was both lonely and horny. She had been without me for nearly 8 months and I still had four more months to go on my tour of duty. Char is an attractive 40 year old woman, 5'8" tall with blonde hair and green eyes. She keeps herself in great shape and still has a body to prove it, 36-30-36. Our sex life is absolutely wonderful when I am there, and I would not change a thing. She is a Hottie and we are...

1 year ago
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I was a wartime TV for the US Army

  'I was a Wartime Transvestite for Uncle Sam!              TJ Ryder                                          Chapter 1          Reform School Romance!    I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being hisfavorite grand nephew was an old diary from World War II.   I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another oldgeezer in an assisted care center who if he ever had anythinghad...

Crossdressing
4 years ago
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Surprising FirstTimers

Friday night had arrived and as usual, I was at the sex club early to assume duties as a greeter for any first-time visitors. Quickly, I changed into black latex shorts and a pair of black boots ready for the night to begin. After setting up the equipment in the dungeon I returned to the bar waiting for the guests to arrive.Slowly the room began to fill with the usual mix of friendly faces. By now I was well known to the clientele and almost everyone greeted me with a hug, handshake or kiss. As...

BDSM
4 years ago
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Summertime Fun0

Summertime Fun After my divorce I got my daughter every other weekend and for the entire summer. Now that she was fourteen and developing quite nicely I was enjoying her even more. I also indulged her desire for sexy revealing clothing, since her mother wouldn’t. Holly was pleased that I had purchased a summer home alone the beach. We used to go to the ocean when we were still a family. Another thing that I did to piss my wife off after the divorce. It was a very nice place and I...

1 year ago
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Summertime Chapter One

Summertime: Chapter 1 By Tommie Summertime, and the living was easy. I had just graduated college and I was home for the summer. My parents were on vacation and I had the house to myself. I had settled into a relaxed routine. Up late, lazy breakfast, a little bit of work on the computer to keep my hand in for the programmer's job I was starting in the fall. Then, as often as not, a lazy afternoon reading in the back yard before soccer training in the evening. Soccer had paid my...

2 years ago
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Club Orb First Timers

This is my third transformation story but my first straight up transgender romp. I'm a fairly new author and I'm striving to improve. Hopefully the story will be enjoyable and thank you for reading. Club Orb: First Timers "C'mon! Please come to the club, I know it's not your thing but I swear you'll have a lot of fun. My personal guarantee -- we will both get laid." Danny attempted to bribe his extremely undersexed buddy Jack. "That's... not really something you can...

1 year ago
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Remembering Becky Ch 09

For those who have been with me all the way, I am most grateful for your very kind words and encouragement. It would not have been possible to get through this without you. If you haven’t read it up to now, it would help you to please give the preceding chapters a look first, as nothing will make much sense otherwise. For those interested in a sexually oriented story, please visit some of the earlier chapters, as there is no sex in this final offering. All this chapter is, is the end. * ...

1 year ago
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TimeLine chapter 1

Like Billy Pilgrim, John and Amy have become unstuck in time. Unlike Billy Pilgrim, theirs is a fate more akin to eternal recurrence. Fate, for sure, had intended more for them. The timeline was diverted and the two were paying the price: Amy for her stubborn obstinance; John for his arrogance. For her stubborn behavior, Amy was dealt a hand similar to that of Sisyphus. She was placed upon life's treadmill: forever struggling to make ends meet; forever struggling to find her way...

2 years ago
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TimeLine chapter 2

When did the first, unfortunate fork in the timeline take place? Each attempt to divert the timeline back onto its true, fateful path has resulted in failure. Time is growing short, and an altered fate nearer. Each manipulation has resulted in this fate's end time grower slightly nearer or farther, but no significant change has occurred. Given that recursion is the problem, perhaps it is also the solution. Perhaps. The two share a weakness -- each knows on some level what needs to...

1 year ago
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Remembering Part 1

REMEMBERING, PART 1 "So, how about you let us take our chances, hey?" Bianca squinted down at what the man was offering her, struggling to make out the notes in the dim light of the alleyway. It wasn't really enough ... but she was desperate. She nodded and slipped the condoms back into her bag, trying to ignore the sniggering from the man's companion. Fifteen minutes later, she was back inside the club, all too conscious of the cum coating her mouth and streaking her stockings as...

2 years ago
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Facetime Accident With Mother In Law

Facetime Accident With Mother In LawIt was the usual time me and my girlfriend would facetiming but I felt a little risky this time so I was already naked. I gave her number a ring and had the camera straight at my junk trying to throw a little surprise there for her. I was swaying it back and forth and I still didn't get a reply. All I heard was.. “Uhm... Hello...” Next thing I noticed it was my girlfriends mom. I said oh shit and struggled trying to hang up while she said “No no... don't hang...

3 years ago
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A Night of Firsts

I have been crossdressing in private since I was young. Now in my late forties and after three failed marriages, I had decided to step outside as Jessica.So after a lot of planning over several months, the day had finally come.I stepped in the bath as JD and shaved any hairs on my body that should not be there. It did not take long as I had been preparing my body for weeks to be smooth. I stepped out of the bath as Jessica and dried myself off. I wrapped the towel around myself just like any...

Crossdressing
4 years ago
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A Day of Firsts

A Day of Firsts by Kathy Nelson [email protected] (c):Kathryn Nelson, 1998 It was one of those hectic work periods where I was putting in 70 to 80 hours a week. You know, when there's no time for anything else in your life except the job. But, thank god the rush was over and it looked like things were going to calm down. Friday night had come around and I was going home at a decent hour. I even had the whole weekend off and I was ready to celebrate. Well, more like...

1 year ago
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Timeless Beauty 2

TIMELESS BEAUTY 2 BY PAUL G. JUTRAS Alex walked from the shower trying to dry his long shoulder length hair. In only a bath robe, he entered his college dorm room and turned on the television. The channel 5 weather man was giving a major warning for its forecast. As a transsexual he was happy to of gotten a single room. "This just in," said the weatherman. "This looks like it will be the worst hurricane season for Florida since the 1960s. The major threats are the hurricanes that...

2 years ago
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Remembering Becky Ch 03

Thank you so much for the enthusiastic response to the first two chapters of Remembering Becky. Becky and David’s date continues ….. * I stepped aside as Becky came back into my apartment with her overnight bag. The initial shock of Becky’s suggestion about spending the night was wearing off and was being replaced by a whole spectrum of emotions. Excitement was definitely one of them, along with nervousness. A whole lot of nervousness. Becky was what I dreamed about, wished for and hoped...

1 year ago
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Remembering Bethany Part 5

REMEMBERING BETHANY PART 5 : BY THE PIANO MAN In which our heroine meets Broad Billy: hijinks ensue Adele, my wife had somehow guessed something about Beth and I. There was a continuing tirade about some ‘little white tramp’ down at the bar where I worked weekend nights and I was on an increasingly short leash. Adele was waiting up for me every night and the only car I could drive was the MG. She also took to calling the bar and the rehab clinic at Fitzsimons Hospital where I worked during the...

Illustrated
2 years ago
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An Afternoon of Firsts

The bar was crowded for the big football game. Standing room only. I was alone but hoped to find another regular to watch the game with. I ordered a beer and resigned myself to a disappointing spectacle. A good game was much more enhanced when watching with a familiar face or two. Halfway through my beer, I see Jim walk in. Jim was a guy a frequently chatted with and we really hit it off. He was the perfect guy to watch the game with. I flagged him over, shook hands and told him "Looks like...

Seduction
2 years ago
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4th bi experiencemany firststrue story

My 4th Bi experience happened that night of my 3rd experience. I'll never forget it was on a Saturday,Sept 24 1983. I was 16. It was 7:16 pm when I looked at the clock for what seemed like the millionth time. My parents were down the street at another neighbors house. I was sitting in my bedroom wondering what time I should go over to Charles house the anticipation was killing me. Earlier that day he asked if I wanted to come over tonight but what time should I go? I had occasionally looked out...

3 years ago
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Sentiments of a Submissive

Sentiments of a Submissive By:? Miss Georgia Peach As told to:? JEP  Introduction:? Miss Peach is the most unique submissive I have ever encountered.? In addition to being incredibly beautiful, she has the mind of a true intellect.? She has a unique ability to put words together to create a vivid word picture that is truly a work of eroticism.? The following are her words to express her sentiments and a few of her experiences.???????????????? JEP  I do love the concept of being pierced...

3 years ago
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A Vacation of Firsts The Conclusion

Eric watched with unblinking eyes as the tiny panties revealed a small but erect cock hidden underneath, and that was another first for him. The stunning woman before him had just pulled her panties down and revealed a cock and he was not repulsed. Tonya's head was bowed in shame with this act. To her, it was like showing off a birth defect. Eric responded by placing his fist under her chin and gently raised it up and looked her in the eyes. He gave her a warm smile and then removed his boxer...

Trans
3 years ago
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REMEMBERING ERIK

To anyone I have ever told this story to I call him the L'phant Man and not because of a deformed face but because his cock looks like an L'phant's trunk that's what I called them before I learned how to say the word and it was the scariest looking cock I had ever seen even in photo's or video's I had never seen a cock like this one! And I thought as he climbed behind me with it “This is going to HURT!” So let me begin my story...It was a Friday night and I was bored I had no date there...

3 years ago
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Remembering Part 3

REMEMBERING, PART 3 Jordan Kassapedis had a lot of things going for her. She was tall and athletic, with a natural talent for just about any form of sport. Her iron powers of self-control when it came to diet and her love of exercise and gym work had kept her in fabulous shape, and she never seemed to fall ill. She was good-looking in a determinedly boyish sort of way, warm and funny to those who knew her, and if not academically inclined, then generally clever in a practical sense....

2 years ago
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The Couple and I First Timers

During the last few years I developed an interest in being with a couple. I can’t say exactly why, maybe because I masturbated in front of and with other males before, like to be watched, it just so happened.So I put an ad out there and started talking to some couples. One of them appeared to be very nice, also first timers and we hit a “vibe”.We basically all agreed on meeting and maybe just looking, nothing serious. This is even more erotic, look but don’t touch?We met shortly after dark, I...

3 years ago
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Springtime Summit

I smile as I step out of the car, my boots crunching against the gravel beneath my feet. It’s one of those perfect spring days – the sun shining brightly through the crisp, cool air, a bit of breeze carrying that intoxicating earthy, damp smell of the season. My smile broadens as I remember that quote from Miss Congeniality: the “perfect date” was April 25th, because “it’s not too hot, not too cold, all you need is a light jacket.” I guess I am a cliché, but I can’t help it. I love Spring. New...

Masturbation
2 years ago
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Springtime is for Lovers

When we first met it was entirely by accident. Even now I remember it clearly, although almost four decades have passed by since then. It was one of those lovely bright sunny days that are so typical of Paris in the springtime.I was strolling along the Boulevard Haussmann, just outside the Magasin au Printemps where the pretty girls were selling their bunches of lily of the valley as they traditionally used to do on the first day of May.  I wasn't looking where I was going, daydreaming as...

Love Stories
4 years ago
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Another Springtime Ch 05

Chapter 5: Encounters On The Open Road Looking back now afterward I still cannot make sense out of what happened that day at the motel at LeGrande, Oregon. They had picked up our trail somehow, although I think it must have been a matter of pure chance. I have reviewed it now a thousand times and cannot see where we left a trail to open ourselves to their tracing. Nevertheless, we had an encounter on a Tuesday morning after a pleasant stay in LeGrande and breakfast at the restaurant across the...

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