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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...
CrossdressingA 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...
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...
SeductionI hope you enjoy it. Please PM me or comment below and let me know what you thought. Of course I also encourage voting. If you go into the Forum section of the site you will see the Sex Stories Section. The CAW10 entries are there... I strongly suggest reading them as they are wonderful and written by very talented people. Enjoy! A Confession – A Night of Firsts I am a bit worried as I write this. Mostly because of what I have done and what I know, with absolute certainty, I...
Introduction: A teen girl meets the guy she wants to make her a woman. Hello! Thank you to everyone who has been encouraging me to keep writing. This story is not intended to be part of a series, but I hope it is well received. I hope you enjoy it. Please PM me or comment below and let me know what you thought. Of course I also encourage voting. If you go into the Forum section of the site you will see the Sex Stories Section. The CAW10 entries are there… I strongly suggest reading them as...
Dedicated to a lovely young lady that would have graduated in 1960 with a first initial of "J" First and most important, this is a totally true story. Because it is true, there is little sex and what there is, has not been embellished to the best of my knowledge. One almost always remembers their "Firsts." Their first kiss, first date, first love, first sex and first crush. This is a story of all the above and more. I have always been a shy person. All through my freshman and sophomore...
Anita lay naked on the bed, her body trembling with anticipation. Her small breasts heaved against her chest as she looked at him. Her eyes focused on his finger tips as they reached into the waistband of his black boxer briefs. A fairly significant bulge stuck out. She knew it was going to hurt. But she didn't care. She wanted to feel a cock inside her for the very first time. It was Alicia who suggested Bobby.Bobby and Anita had known each other for about a year, they met through Alicia. She...
It’s funny how simple things trigger memories in a person. Sights, sounds, smells and even feelings of pain or pleasure can spark a flashback. That pain I was now feeling as my cock strained against denim made me recall how all this began. 15 Months Earlier It was Friday night, not long after leaving work, where I found myself in my favorite place. My home away from home, at least from the time just prior to my divorce until now, where I could relax before heading home or in this case to...
I was never a big hit with the girls in High School and I was a virgin by the time I graduated. Now with living at home and just working I didn't have a real chance to date. It was the 80's and I didn't have a computer yet and when I hit at the age of 18 I was able to go to the Adult bookstores and I was a k** in the candy store. Well I would gather up some masturbating supplies and race home to jerk off, some of the items I would get were the local swingers magazine. I figured that I wanted to...
I was a horny but shy guy in school and I never had the guts to ask girls out. After getting out of high school I finally had to shed my virginity. I was a regular at the local adult bookstore and I decided to get a swingers magazine. I still lived at home so I had to try to find someone to host After sending several letters out I got a reply back from Joe and Patty, they were in their mid 40’s. Patty was a tiny blond with a nice body. Joe was a taller guy 6’3” about 250 with a slight beer gut....
I was a horny but shy guy in school and I never had the guts to ask girls out. After getting out of high school I finally had to shed my virginity. I was a regular at the local adult bookstore and I decided to get a swingers magazine. I still lived at home so I had to try to find someone to host After sending several letters out I got a reply back from Joe and Patty, they were in their mid 40’s. Patty was a tiny blond with a nice body. Joe was a taller guy 6’3” about 250 with a slight beer gut....
I was never a big hit with the girls in High School and I was a virgin by the time I graduated. Now with living at home and just working I didn't have a real chance to date. It was the 80's and I didn't have a computer yet and when I hit at the age of 18 I was able to go to the Adult bookstores and I was a k** in the candy store. Well I would gather up some masturbating supplies and race home to jerk off, some of the items I would get were the local swingers magazine. I figured that I wanted to...
A Night of Firsts By Sexy Laura This story is property of me, and may not be resubmitted without my consent. [email protected] ************************* "Tommy.. Can you give me a hand for a second?? Please???" I hated when my sister Shelley asked me for a favor when she had clients over. I always feel uncomfortable. Especially since my sister has a clientele that is slightly different then most people would imagine. She is a professional dominatrix. Complete with the...
Night of Many firsts (Part One)Don Abdul ©She was engaged to be married, but a couple of weeks to the wedding, her whole world came crashing down around her, when she received an anonymous tip that took her to a motel on the edge of town. At the motel, she caught her man, and her would-be maid of honor, stepping out from a raunchy fuck fest…..The trauma of that incident and the heartbreak it caused her would have put some other person in a sanatorium. Dawn however is a sister with attitude, so,...
Night of Many firsts (Part One)Don Abdul ©She was engaged to be married, but a couple of weeks to the wedding, her whole world came crashing down around her, when she received an anonymous tip that took her to a motel on the edge of town. At the motel, she caught her man, and her would-be maid of honor, stepping out from a raunchy fuck fest.....The trauma of that incident and the heartbreak it caused her would have put some other person in a sanatorium. Dawn however is a sister with attitude,...
BisexualFirst day of school for both Murphy kids saw a return of a family tradition: Mom fixed a full breakfast for everyone. Pancakes, bacon, sausage, eggs, fruits and all kinds of baked goods. She generally cooks for the family, then the mothers from the neighborhood carpool come and enjoy a wonderful meal at their own pace. There were usually a few empty bottles of wine in the trash when the kids returned home from the first day of school. Rumor has it the same carpoolers also got together toward...
Reassured of my dominance, I licked his cum off my hands and went back to his friend. I patted his hard cock on my tongue, moaning playfully. I was having the time of my life, people were stopping in the street to watch, and I was loving it. I took the second man’s cock back into my mouth again and again, slowing going deeper each time. Then I kept my tongue out, flicking along the underside of his shaft as I took him down my throat. As the tip of my tongue touched his balls, he came, sending a...
First TimeThe date did not get off to a good start. I arrived early as always, ordered a drink and found a nice seat outside to enjoy the amazing summer sun that for once was beating down on London. As the minutes ticked by I began to think that I’d been stood up. Suddenly, fifteen minutes late, my phone buzzed with a message apologising but assuring me she was on her way.She finally arrived thirty minutes late and I was taken aback - she had looked very cute online but her picture really didn’t do her...
True"Mr. Clinton, this is Brian Frost." "Hello, Brian." Did he sound exceptionally cool? "Sir, I have been given the privilege of accompanying your daughter, Cassandra, on her first official date this Saturday." "I'm aware. She told me months ago. I suppose there isn't much I can say about it, now. What is it you wanted?" "I wanted to make sure my choice of activities would meet with your approval before I purchased the tickets. The Notre Dame Ballet Company is performing...
OK this time in my life was turbulent, as far as sexual relations developed, with here I am at the beginning of the Sexual Revolution, Vietnam Protests, Protests in general, Peace Love Dope, Flower Power, Flower c***dren, Acid Rock, Jimi Hendrix, Janis Joplin, Timothy Leary, even the dawn of Gay Rights. That plus I had a head start in knowledge. I was torn between what I was taught was proper and paths others led me down. My girlfriend, which I was taught was the normal thing, I thought, where...
"I need to find someone to take me camping," she said while standing in my cubicle. We'd just been talking about how much we enjoyed camping and the outdoors and I'd been showing her some of my nature photos. I can't even remember what brought it all up, but it was fun to open up with a coworker like that. I like to feel the intimacy that comes from opening up to others and having them accept me. It's even better when we have similar interests and I can feel that rapport growing almost...
We had been building up to this for many months. She was the gorgeous account manager, I was the admiring customer. She had captivated me from the first moment we met, and countless texts, emails and phone calls later, I knew she was someone very special. Innocent on the outside, something much more intriguing on the inside. After a fabulous dinner, followed by a few drinks in one of those hidden bars that only the locals know in my town, she boldly told me it was high time I delivered one of...
David Miller and his wife Mandy were an attractive looking couple in their late thirties. Mandy stood just under five and a half feet, with David nearly six. Though David had always admired his wife's full rounded breasts as being one of her major attributes, her tight muscular ass was certainly another which he couldn't help but reach out and fondle whenever she walked by. Mandy of course thought her eyes to be her best feature, an almost cobalt blue that was accentuated greatly by her near...
My encounter at the Seattle ABS frightened me so much that is was three or four months before I would go into another one and I had transferred to San Diego in the meantime.I had been thinking about that blowjob and decided that since I had enjoyed it so much I was curious to try some more and what better place to try to find more than another ABS. There were a few of them some distance from the base so it seemed safe. This was back before Don’t Ask Don’t Tell so the services were still...
We find Eric St Clare naked and under the sheets of king size hotel bed, oblivious to the rain and thunder outside. His arms are wrapped around a stunning dark haired beauty clad only in nylons and garter belt. They are sharing gentle kisses on each other's necks and lips as Eric allows his hands to run across her naked breasts as well as her nylon covered legs.A soft moan escapes the brunette's red parted lips as Eric slowly draws his fingertips up the back of her leg and he marvels at the...
TransSome time ago my older sister caught me out in the Rumpus room with a girlie magazine. I was having a quiet wank over a full page layout of a gorgeous blonde bird who was sprawled out on a bed working on her fat juicy pussy with a huge dildo. I was only 14 at the time and my sister was a well developed 15 year old and aggressive with it. She grabbed my mag. and with a wicked grin she flounced off out of the room calling over her shoulder "I've got you now you little bastard, one peep out of...
Labor Day was the busiest day of the season for Dad and his Parks and Recreation staff. The parks would be full and it was the last day they had the public pools open. Greg and I always had to help in some way. For some reason Greg had gotten out of helping this time. He got up early and left for the day. Dad made me help the lifeguards at the main pool. You had to be 16 to do it for money so I was an unpaid volunteer, or that was what Dad told me. By 11:00 am the pool was packed. It was a...
I was out of town on a business trip. Work ran late at the client's office and I was a little tired, but really wanted a drink. Not knowing the area, I just drove around until I found a decent-looking bar. As I made my way in, I only noticed that the lights were dim and the bar was set up like a relaxed club. The theme was very post-modern and there was electronic music playing in the background, but nothing too loud. I streamlined my way to the bar and asked for a drink. As soon...
The General sat behind his desk, grumbling to Chaz, who was ensconced in one of Michael's Shanghai Art Deco guest chairs. Chaz carefully hid his growing amusement. Bâtisse himself was now quartered in a pen out in the main dome near the base fire hall, with a replicator that pumped out carefully measured quantities of weed and shrubbery clippings every few hours. He was a source of endless fascination for everyone on base, young and old, and did not lack for visitors. "Only fucking goat...
My name is Josh I am 21 and I live with my girlfriend Ashley and her best friend Pamela. Ashley and I have been dating for 5 years. She is the most beautiful girl ever. She is 34-24-32, 5’5” and her hair was straight and black. Pamela was 5’3” had black hair measured 36-26-36. Ashley and I were very sexually active and she was very much bisexual so it was no surprise that the 3 of us had had a lot of threesomes and group sex. Ashley was very comfortable with me being sexually active with her...
Group Sex"Ken?" my wife, Danielle, said to me one night while we were lying in bed. "Yea?" Here it comes, one of those "what are you thinking about" questions. Not quite. "When was your first time?" she asked. "Huh?" I said suprised. "You know, sex,"she said. "Mine?, you wouldn't want to here about it,"I said. "No, c'mon, I do." She snuggled up close to me. I put my hand up and ran my hand through her soft dark blonde hair. "Hmmmm, well,... My first time was back in ninth grade. "No...
Olivia here with yet another true story. My hubby and I had met and befriended a black couple at a Lifestyle party. There was a mutual attraction, but nothing came of it at that time. Olivia here with yet another true story. My hubby and I had met and befriended a black couple at a Lifestyle party. There was a mutual attraction, but nothing came of it at that time. It was getting close to several months before the holidays and Rich, Shana’s husband, was getting deployed. The next ladies...
GroupFor the better part of a year, my wife and I carried on an MFM threesome with a younger man we had met online. He lived a little over six hundred miles from us, so meeting him took planning and travel. Jason was a great lover for my wife, and with his bisexual side, he and I were able to work together to satisfy my wife every time we met. Other than incidental contact in satisfying my wife, Jason, and I had not ever had any contact one-on-one. My wife had always remained our full center of...
Not long after the events mentioned in the previous story, my sweety and I found ourselves heading into Germany for a well-deserved, and more importantly, nice and private vacation near the beach. The idea of having that small brown canvas love nest to ourselves for slightly over three weeks was almost unfathomable. Next to already being a couple of permanently horny adolescents, the prospect of having the other to ourselves for almost a month had kicked things into high gear to say the least....
M. was just as surprised as me that W. had agreed to get together. Neither one of us thought it would actually happen since we started corresponding three months ago. But there we were at the local pub having drinks. The conversation flowed easily, much to my great relief. After an hour or so (and 3 drinks knocked back in quick succession) W. says, “Alright, let’s go.”The walk back to the house was quieter, as if we are all lost in our own thoughts. When we got inside and out of our coats...
Chapter 1 School was out, summer was here and I was bored. Yes, bored. Like every kid, I'd eagerly awaited the end of school and the nice, long summer. But it didn't take me long to get bored, either. So, I got on the computer looking for friends online. And, Sandra was there. Now, Sandra Knox is in my grade and she's really pretty. Short blond hair, and she's really short, too. She's very short, maybe, four-ten or so. But, cute, real cute. So, I say 'hi' and she asked me if I wanted...
About a year after I married my wife things had begun to get a bit cold in the bedroom, this was my first marriage but she had been married for fifteen years prior to me. I wanted to spice things up a bit so one night while laying in bed I asked her if she had any fantasies anything she wanted to try. To my surprise she had always wanted to be with another woman. As we talked all sorts of wonderful thoughts filled my mind; then the conversation turned to bondage and pain. By the end of the...
BisexualAs I sat there thinking she continued to make my tea, but not her own. I asked her about this and she looked up from what she was doing and asked if it was my wish to have her make herself a cup of tea as well. Really? She was asking me if I wanted her to make a cup for herself? Ok, I decided to go along with it and instructed her to do so but to mind my tea and ensure that it came out properly. I'm not sure if it was because she did it intentionally, or if it was because she was just as...
‘Asshole!’ I stared up at him, dazed at his brazenness, watched him open the zipper and take out his erect penis. I sniggered at my mind’s choice of words, but the fleeting shadow of doubt in his eyes made me sober up. ‘It’s not you, it’s just this,’ my arms gestured wide, ‘this situation. It’s ape-shit crazy!’ ‘I want to see your tits,’ he growled instead of a reply, ‘Monica always flashes her udders when she sucks me.’ It was a slap in the face. Why didn’t I get up and run? Something about...
I could barely believe this was happening; Kara’s incredible, perfect, alabaster body pressed to mine, the perspiration of our lovemaking drying on our skin.She had come to the house with the intent of studying for an exam with my assistance. That had lasted for a couple of hours, but the effects of being so close to each other had finally overwhelmed us both and we had kissed. The kiss had grown passionate until both of us were trembling and panting.Her notes forgotten, I had lifted her into...
Family First By: Light Clark Synopsis: Adam had always known his family was unlucky. Since before he was even born, it seemed like misfortune was just drawn to them. Now a grown man and off in the army, he'd thought that string of bad luck had finally come to an end, but apparently, life had one more curveball to throw his way. Warning: This story takes place in my Tannen universe and contains spoilers for events in Trials of Tannen 04: The Sword That Was Lost. It is not necessary...
Reflection 2 - You'll always remember your first By Jena Corso Edited By Angela Meyers So with my 200th story as I promised I'm writing about men and my first date. You love them. You hate them. You are one or for some were one. Even though you think you know things from a male perspective, once you get close to a kiss or a hook up or a date.... Only thing I can I tell you for sure is you never do know what you think you know! That's for sure. So I love all my fans and thank...
my name is Trish (not real obviously) and I have been reading lots ofstories on various pages of late. Most of them are really exciting and someare quite different. If half of them are true, some of you are leadingextraordinary lives - I guess that mine is a little out of the norm as well.What I have wanted to write about for quite some time now, and am finallylegally old enough to do so (at least from a socially set "norm"perspective) is a true story about the lead up to and the first time...
my name is Trish (not real obviously) and I have been reading lots ofstories on various pages of late. Most of them are really exciting and someare quite different. If half of them are true, some of you are leadingextraordinary lives - I guess that mine is a little out of the norm as well.What I have wanted to write about for quite some time now, and am finallylegally old enough to do so (at least from a socially set "norm"perspective) is a true story about the lead up to and the first time...
My name is Trish (not real obviously) and I have been reading lots ofstories on various pages of late. Most of them are really exciting and someare quite different. If half of them are true, some of you are leadingextraordinary lives - I guess that mine is a little out of the norm as well.What I have wanted to write about for quite some time now, and am finallylegally old enough to do so (at least from a socially set "norm"perspective) is a true story about the lead up to and the first time...
"I've decided, we'll do your mom first, then we'll do mine," I told Kevin as I leaned over and clicked a key on his computer. A millisecond later the movie we'd been watching, a movie featuring an impossibly well endowed blond being fucked both anally and vaginally by two uniformed policemen, disappeared from the screen and was replaced by a picture of Kevin's mother.Both of us had been sitting against the headboard of his bed, with the computer between us, as we stroked our cocks."Put the...
LEERS, FEARS, JEERS, ‘N TEARS The next afternoon Jeff stops at Sean’s house. “Guess what! My mom likes the idea of a dinner date too.” “Great, now you need to talk to Maria’s parents.” “I talked to Sonya, her mom, when she picked her up after school. She’s keen on the idea. Friday night is good for them.” “What about Maria’s father?” “He’s out of the picture. But Sonya’s boyfriend may come too.” “Jeff, I was hoping to be alone with your mom Friday, but I’m game.” “Great!...
Introduction: Naturist kid falls in love with cute girl. Hero baseball coach: be my dad, he [b]33 LEERS, FEARS, JEERS, N TEARS The next afternoon Jeff stops at Seans house. Guess what! My mom likes the idea of a dinner date too. Great, now you need to talk to Marias parents. I talked to Sonya, her mom, when she picked her up after school. Shes keen on the idea. Friday night is good for them. What about Marias father? Hes out of the picture. But Sonyas boyfriend may come too. Jeff, I was...
Eric pulled a beer from his refrigerator, rolling his neck, the muscles already starting to ache from his workout. At forty-nine years old he still enjoyed his workouts even if they were a little harder than they were twenty years ago, not that he would ever admit that to anyone.He stepped out onto the wrap around porch and lowered himself into the Adirondack chair, simultaneously taking a draw on his longneck and wishing he'd brought another one, making a mental note to load up his ice bucket...
TeenIn, Feet First It was a bright February morning, he had been out of bed since six preparing his body and hair, and it was now ten o'clock as he sat at the desk in the cramped flat, his freshly manicured hands, with the bright red extended nails, trembled as they broke the seal on the new pack of 10 denier tights. Carefully he pulled them from the pack and doughnutted each leg up to the panty, slowly and deliberately, removing the foam toe separators, placing each of his feet with...
Chapter 9: Two New Milkers - Jordan's First MilkingAfter everyone had filed out of the main auditorium, when Jeanne and Barocca had left, Jordan found herself without a set agenda, and without any specific instructions. She knew that very soon, she'd be called upon for all sorts of things for the good of the Island, but for the moment, no one was here to tell her anything. Everyone else had a place to be, and things to do. After she had lunch in the cafeteria, Jordan wandered though the...
As he sat on the sofa he wondered what he was going to do today. It was two days before his birthday and he had the day off. He could have spent all day chatting on the computer with a friend having fun but she had told him the week before that she wouldn’t be online that day because she had some important family business to sort out. Oh well, a day watching the dross that they show on daytime TV or maybe even a couple of DVDs would be in order.He missed Sophie and the fun they had enjoyed...
The four hot moms were seated together in the bleachers watching their sons play ball. None of them found the games all that interesting, they were just there to support their boys and the team. Watching a field full of young teenagers play pony league baseball in the summer heat can be a tedious affair. They wanted their boys to win of course, and they often did, but their attentions were not always focused on the action on the field. They were usually staring at, and making comments about,...
I would like to tell you that it was an occasion to make angels swoon. That it was love, true love, and that she and I are still together; that the glories of romantic idealism swept the field and took the victory. I would like to tell you that it was perfect. But this is real life, not a story. I met my first lover through a dating site. On the surface of it, things were pretty normal: We e-mailed back and forth for a while, and then had phone calls. Then we met in person, and things began...
I saw her sitting alone at lunch, a cute blond with curly hair and a nice smile. I asked her if I could sit down, the cafeteria was very busy and I didn’t see any empty tables. She waived her fork at the chair across from her, I took this as a yes. We ate silently for a bit, then she broke the silence. “You’re not in my class are you?” She inquired. “Not sure.” I replied. “I’m a Junior, don’t recall seeing you in any of my classes, but I could be wrong.” “Nope.” She smiled. “I’m a sophomore.”...
I wanted to get a massage for some time and picked Liz's ad at random out of the local newspaper. I called and talked to her about her hours and the fee. After a bit of chatting I made an appointment for the following week. Liz was easy to talk to and was a bit of a flirt over the phone. I got the directions to the spa from her and told her I was looking forward to next week.When I arrived at the spa for my appointment I was really disappointed at the condition of the place and began to wonder...
I slowly tugged my cock as I drove West from Ft Worth to the porn shop I had heard about. I'm talking about the one at Whiskey Flatts, about 20 minutes west of Ft Worth. I had read on-line that there was a place where they had glory holes. I had been up all night studying and was tired and horny and in big need of the touch of another person. I had read about these places where you could go to suck cock and be sucked anonymously. I wasn't a virgin but I had only had sex with asian massage...
I need to tell you that my story is true and not embellished upon. I have read many stories about other's "First Time" and cannot believe some of the things they say about their experience. Gobbling down the cock in front of them and taking the whole thing in their mouth, swallowing every drop the first time. No...I believe there is more fantasy to most first time stories than truth. Read mine to know what I believe to be what really goes for most first time experiences. I hope you enjoy my...