Crossdressers First Time With A Guy! free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)

hi, im new to this. this happened about 3 years ago now.

I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.

I thought enough was enough and started making my way onto the street looking for - well I don't know what really. but I just walked until I saw a dark looking guy having a piss in a courtyard not far from where I was. I mad my way over to him shyly and was trying too look over his shoulder while he was relieving himself. he turned and saw me and I think his words were 'what the fuck are you looking at'. all I could say was 'do you want a hand with that?'. he stood still for a moment - I thought he would just turn and hit me being a pervy crossdresser in the street. but he turned after a pause and held his cock in his hand looking at me. I needed no further introduction and grabbed his cock with both hands. it felt great to feel a nice black cock in my hands. I grabbed his balls with my left hand and cock with my right. he sighed and I stroked back and forth slowly. I couldn't help it anymore, I needed it in my mouth so bad. I pointed to a quieter spot as we were still only 3 yards from the high street. he nodded and pulled his jeans up and moved to where I had pointed, his cock soon flopped out again. I slowly made my way to my knees for the first time. with this nice big black cock staring me in the face, I kneeled looking at it, taking it all in before putting all my mouth over it and trying to take it down my throat. I couldn't straight away but I kept sucking him back and forward, playing with his massive balls. he was loving it and kept saying 'good girl'. I knew my place and that getting this mans cum in my mouth was my goal. however, whilst I was enjoying this hot black cock with my mouth and tongue, he had other ideas. he said 'stand up', being smaller than him I did so, 'turn around slut', again I did so, after all I had been sucking him off for about 15 mins. not fully knowing what to expect I bent forward and I will never forget the next part, he pulled my leggings down and gstring to one side and ploughed his tongue so deep in my ass I jolted forward and nearly came there and then. I couldn't help but scream out in joy. he continued tonguing my ass hard until he suddenly stopped and done up his trousers. I was stunned, bent over, ass out turning around to see what was going on! I heard footsteps, it was woman walking through the courtyard. I pulled up my leggings and sat on the wall from which I was bent over just seconds ago having the feeling of my life getting my virgin hole licked. he just pretended to pee whilst I sat there waiting for her to drift past so I could have his tongue back in my ass. she past without battering an eyelid. he looked at me, pulling his trousers down and with a devilish look and told me to turn around and bend over again. I was so pleased he said that and pulled my pants down so quick, but what happened next shocked me. I was expecting that long tongue back in my ass but instead I was greeted with something much bigger and much more wet. I felt no breath on my ass this time. instead I felt hands on my hips. I knew what was about to happen, I protested and said I didn't want to, but with that he slammed 2 fingers up my ass and I again was putty. I couldn't help it, I wanted it now. and he wanted my ass so bad. he grabbed my shoulders and pressed his cock against my virgin asshole. I kept protesting saying I wasn't ready but he just said 'you shouldn't have sucked my dick then, I only wanted a pee'. he put his right hand index finger in my mouth and slammed his cock into my ass with his left hand in one movement. my god I could have came there and then but he grunted and slowly eased out and hard back in again. causing me to gasp. he was loving my virgin ass. and if im honest, I loved his big black cock in me. he kept chaging his hands from grabbing my teen ass cheeks to holding my face and throat. he was in control of me, pounding away at my tight ass. it hurt so much at first but it started to feel great after a few mins. he carried on, absolutely smashing my asshole for about 15 mins until he uttered the words, 'where do you want my cum slut'. the only words I could say were 'keep going, please'. he took the hint and started slamming he harder and harder until my legs went straight while I was bent over the wall infront of me. he finally managed to say the words 'im gonna cum' in such a deep angry voice. he was really going at me now and my ass was on fire but I wanted nothing more than for him to cum in me hard. and omg did he. with those final words he went so deep and I could feel his hot cum shoot deep inside my tranny ass. he grunted on ever stroke and grabbed my ass cheeks as I was still bent over straight legged, with my gstring around my ankles. he slowly slid out of me after a minutes pause of his cock pulsing in my ass. I turned around just to see him leaving the courtyard. I will never forget that cock and that is what made me the slut I am now...

0
0

29.12.2021
39
0

Crossdressers Rush

2 years ago
0
36
0

crossdressers first time

3 years ago
0
26
0

Crossdressers first gay encounters

4 years ago
0
44
0

Same as crossdressers first time with a guy! Videos

crossdressers first blowjob

had been a private cd for years and along with that secret I always wanted to give head .. but always to nervous . I used to be a long distance hgv driver and park up at night it what I call , naughty laybys . we all know the sort . did see quite a few things going on in them . especially single men turning up with hard cocks wanting some fun . most nights I would get dressed up and climb out and walk up and down and seeing if anyone saw me , then quickly run back to the lorry and hide . it was...

My first timewith Mrs Jensen

Growing up in the neighborhood we all had a thing for Mrs. Jansen. Besides the fact that she was unbelievably sweet, she was also drop dead gorgeous. I would often find myself staring at her sunbathe in the afternoon and would often fantasize about her before I go to bed.With Mr Jansen working many hours I would always offer to help Mrs Jansen with some things around the house like carry heavy boxes, rake the yard, and move her furniture around. During my junior year, I was eager to go to the...

Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry.Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

Love Stories

Crossdressers Spanking Scene

My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we’re in the mood, we could call up the scene rather than try to explain it or coach someone through it. Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood. So it was that I got an e-mail at work, which would...

Crossdressers Bully

CHAPTER 1 Summer vacation was over already. And it was the start of my senior year. My alarm rang and I was filled with anxiousness. I don’t want to go. “John! Get up and get ready for school! Don’t want to be late on your first day.” My mom yells from downstairs. Fine. I get up and head over to the bathroom. My morning erection trying to poke out from my boxers. I say trying because it so small I couldn’t even grip it properly. I’m all washed and ready for the day. “John I really wish you...

Crossdressers in a bisexual sex bar gangbang

I'm sitting in a crossdresser's sex bar – it’s dark. My companion Fifi is wearing only a pair of sheer silk panties in light blue, stocking and suspenders, and a pale blue matching corset that pinches his waist. His balls peak out of the tight panties. I’m wearing silk patterned stay-up stockings in black and a scarlet and black thong. The string of the thong rubs against my sensitive asshole and the soft skin of my ball sack: it’s a turn-on every time I move.A group of men and women approach...

Crossdressers On Third Base

I haven't mentioned this before but as a younger person I was bullied. Quite relentlessly at times by a couple of older k**s in the neighborhood, Gabriel and Tom. Tom went on to do something quite successful with his life but last I heard, Gabriel was on the unemployment benefit and selling weed. I'm OK now looking back they did have an effect on me. I'm pretty sure a lot of my social awkwardness came as a result of the months of concentrated attention by these 2 arseholes. Tim and I made a...

Crossdressers On Third Base 2

I was quite shocked with myself after mine and Tims extremely hot escalation the other night. (I had to finish up early due to becoming extremely horny remembering that tale. - Author) Let me finish the story.I sat up between Tims legs and released the grip of my lips. Just enough to let some of his cum gloss them. Tim watched my face closely as i sat there wondering what to do next. I'd already swallowed a portion, I'm sure. Tim giggled a bit at my facial expressions which made me grin and...

The Liberation Of Father Mortimer

When Father Mortimer checked into the hotel it was eight in the evening.The room was a basic no frills double with a small bathroom. He would never stay in such a hotel if he was attending one of his ecclesiastical conferences but for what he had planned it was just perfect.He got down on his knees and bent his balding aged head over a black gilt leaf Bible he had respectfully placed on the edge of the bed.“Blessed Lord Jesus forgive me for my sins,” he muttered and crossed himself three...

Spanking

Wifes FirstTime With Another Man

My wife Karen and I have been married for 9 years, and have three k**s. Karen is a short 5'1; slim, has an attractive face, short brunette hair, and smallish tits with magnificent large, puffy nipples. She’s fairly reserved, especially about sex. It’s not that Karen doesn’t enjoy it, she does, she’s just not comfortable talking about it. She claims to have no sexual fantasies, and outside of breathing heavily, makes little sound while we’re having sex, which is maybe once or twice a month since...

The Amazing Mr Mortimer

THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...

Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry. Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

Lunchtime Munchtime

As was his habit at lunchtime, Hal left the building and walked through the office park for exercise. It was a partly cloudy day, and for the moment it seemed overcast. On his way to a small path through the woods, he saw her. Sandy was an attractive redhead with a sensual voice who almost always wore a tailored blouse, a roomy ankle-length skirt, and one-inch pumps. Her wardrobe varied in color, patterns, and material, depending upon the season, but always the same ensemble. Hal watched as...

Crossdressersaed and Turned Out Ch 02

So, after I blew the guy downstairs and told him to come and knock on my door and pay me to blow him again anytime, I went up and took a long hot shower and put on a nighty and went to sleep. I slept surprisingly well considering I had just spent a long night out selling my ass. I thought about how much it scared me and aroused me as I drifted off to sleep. The next day I called Jesse and talked about what happened. We talked about how turned on I was by the whole thing she told me I was nuts....

Wartime

Elizabeth Fleming told me some of this story in the years before she died, aged eighty, in 2010. The more graphic scenes are mine but the emotions and surrounding history are hers. She was my Great Aunt, great in so many ways for she was the third family member I ever revealed my sexuality to, the first two being my parents. I had known since girlhood that she shared a cottage in Hampshire with her friend, Portia, but had never known their relationship was more than sisterly. When I told her...

Lesbian

FaceTime with Ann Next Door

I never FaceTime. I'm not a adolescent girl. I don't need to see your face when a simple text will do. Call me an old bastard, get-off-my-lawn type, but that's the way it is. (By the way, I'm not that old).So when that mechanical beeping emanates from my phone that someone wants to FaceTime me, it's definitely out of the ordinary. Especially when it's 10:30 on a Tuesday night. I got to my phone and it said "Ann FaceTime video."Well, this was different. Ann Next Door and I been fooling around on...

Daytime friends nightime lovers

She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½ feet. Dark red… it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the crystals were so thick it turned everything pastel. Breaking it apart just enough to smoke easy, she arranged the weed in...

Daytime friends nightime lovers

Introduction: While a few details have been tweaked, this story is as close as I can remember it Prologue She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½, feet. Dark red&hellip, it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the...

Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

Halftime Stranger

It was a warm October night and I was at a college football game with a few buddies. Throughout the first half of the game, I looked to my right and there was this hot sexy bald guy 3 sections to my right. He had huge arms and was wearing a black wife-beater and jeans. We kept looking at each other and at each time, he would show that bright smile of his.At halftime, I went to the restroom and used one of the stalls, luckily I was the only one in the bathroom. As I opened the stall, he was...

Summertime In Colorado

Summertime In Colorado I absolutely love summertime. The hotter it is the less the girls wear. Instead of long jeans they wear short shorts. Instead of full blouses they wear skimpy tops. Coats are strictly out of the question too. Bikinis are popular even if it is just the top half with a micro mini skirt. Like I said I absolutely love summertime. Girls of all ages are wonderful to look at. Touching them might be a different story but looking at them is still legal. The problem...

Summertime Blues

Summertime Blues Author's Note: This is an old story of mine which I self-edited using the great suggestions I been receiving. I will go back and edit it more. I want to see how well I could implement the suggestions which I got. Also, I want to give a thanks to all the people who had help me in my writing. It was a bright sunny Saturday afternoon in July yet it was raining in Joe's mind. This was for Joe was having a run of the mill bad day so he headed to the bar for a drink. He...

Reese Witherspoon dommed

any of the actresses mentioned below. This story is written down for enjoyment purposes only. Reese witherspoon woke up with a headache. She didn't know where she was. All she could feel that she was blindfolded. Not only that, she was tied to the bed with duct tape, unable to move her hands and legs. She also noticed that she was nude. A duct tape covered her mouth so that she shouldn't shout. All she remembered was going to a producer's home for some script reading of a film they were...

FaceTime surprise

I have a new job working away and I bought an iPad to keep in touch with the wife, it’s great seeing her when away I miss her so much so it’s great when I’m bored in my room. Jane and I for years have spoke about sharing? But she never comes through, it must be 4 years now we have had the same conversation about it and it’s always the same answer maybe! Jane is great in the sack she knows how to please, I keep telling her she needs to give it out cos it’s going to waste on me as I only last...

Showtime for Teri

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...

Cableguy

The day started like any normal week day. The alarm clock went off early in the morning, I hit snooze and dozed off for ten minutes before it went off again. This time I killed the alarm did a good stretch before climbing out of bed. The morning tasks went like usual, then I got dressed in a polo work shirt and khakis. I cooked some bacon, eggs and hash browns before leaving the house to make my first stop. It was a new customer and company policy was new customers are top priority. A call the...

flyguy

Not my story but one from myhotwife blogA couple weeks back I got an email from a commercial airline pilot who said he’d be flying into my town and wondered if I’d be interested in a rendezvous at the Embassy Suites near the airport. He said he had a six hour layover and couldn’t think of a better way to spend it than borrowing another man’s wife for the afternoon. At first I was a little surprised at his forward approach, so I called his bluff and told him to message me and we could talk about...

Becoming TheDildoGuy

I wrote this as a way to process my sexual development, as well at to share my dirty secrets with like-minded people.This will be deemed sexually devious, inappropriate and offensive to some people. DON'T READ IT IF YOU'RE NOT A DEVIANT!I’m a 33 year old guy, I’m in a hetro relationship and I’m straight.I love sharing my sexual experiences on-line, particularly those from my teenage years. Sharing stories from my youth, and photos and videos of my more recent sexual pastimes is a very...

7 ASIAN BLOWJOBS IN 7 DAYS DAY 6 NGUYET

SEVEN ASIAN BLOWJOBS IN SEVEN DAYSVOTE FOR THE BESTPLEASE SEE:- INTRO AND DAY ONE – MEI- DAY TWO – EMI- DAY THREE – YUZMIN- DAY FOUR – YONG-JAE- DAY FIVE - JOYCEDAY SIX – NGUYET?I was relieved to know I could get a little more sleep on the boat. We were travelling to one of the islands near the mainland, and it would take a couple of hours. My dreams were saturated with images of Joyce trying to coax my cock inside her, my near-death experience oral sex with Yong-Jae, the mystery of Yuzmin...

How High a Price Contributed Conclusionsby jimguy

Early left Susan sobbing on the couch and taking his Explorer went shopping for beds to replace their marital king. Early tersely told him what he required, and then with little thought given to details he purchased the beds, leaving instructions for next day, Sunday delivery. Leaving the store, Early sat in his car and cried. The reality and uncertainty of where he and Susan were heading overwhelmed him. Regaining his composure, Early just drove with no destination in mind. On a beautiful...

FamilyGuy

Algolia

ThePornGuy

I’m not The Porn Guy. I’m not really sure how many times I have to say this, but people keep confusing me with that asshole. Sure, we’ve both got “Porn” in our names, and we both have websites devoted to the topic, but that’s pretty much where the similarities end. I think it should be obvious just by looking at what we have to offer, but the internet’s a funny place, and Google sure doesn’t know any fucking better. So maybe this will be a good time to dig in and let you all know who the...

Free Porn Tube Sites

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...

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...

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...

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

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...

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...

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

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...

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

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...

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

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...

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

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

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...

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...

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...

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...

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...

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...

Playtime With A Sissy Part 1 How I First Started

Playtime with a Sissy - Part 1 How I first started By Lisa Jade I enjoy dressing men up in sissy clothes. I suppose "enjoy" is not really the right word to use, as for me the experience is very much an absorbing sexual adventure, to which I have now become totally addicted. I know that I get just as much excitement and stimulus from our sessions as my poor sissy does. In fact I usually end up being wetter and in a bigger mess than he is. So let me take you back to when I first...

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

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...

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...

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

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...

Porn Trends