A Great Experience As A Crossdresser free porn video

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I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.

I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.

One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies lingerie and outer clothing including a few pairs of high heels.

I was due to travel to a city Peterborough which was about 90 miles from the city of Norwich where I lived. I knew I would be able to have some fun and decided to take my collection of ladies lingerie and clothes with me.

My first stop was about 25 miles into the trip at a public picnic area in the forest. It had both men’s and women’s public bathrooms (rest rooms) and I took my bag of lingerie and clothes into the rest room with me. As I entered the building I noticed there were 3 cubicles, so I entered the one on the right end which was larger in size and would allow me more room to get changed into my sexy attire.

I proceeded to undress my normal clothes and started to put on my lingerie. First I snapped on a black 6 strap suspender belt (garter belt) and then put on a pair of black silky smooth sheer seamed nylon stockings. Then a pair of black lace satin panties, a black lace satin bra and some padding for tits. Then a black satin nylon slip, a pair of black patent leather stiletto high heels, a skirt, and blouse and a red head wig.

I put my regular clothes into my bag, checked that no one was in the rest room and then moved into the center cubicle and locked the door. By this time is was around 4:30 p.m. and was already getting dusk. In the past I had observed that a lot of guys frequent this picnic area and the rest rooms around this time of the day/evening. This is on of the main reasons I decided on this location to stop, get dressed up and possibly have a bit of fun.

I waited for a few minutes and sure enough I heard a guy enter the rest rooms, he checked which cubicles were occupied and chose to go into the larger one which I had used to get changed in. One thing I forgot to mention is that the walls of the cubicles all have very large holes in them about waist height.

The guy who entered the cubicle next door locked his door and sat down. I had some paper hanging over the hole in the wall so he could not see into my cubicle at this time. I saw the paper move a bit to the side and he was peeping through and very soon saw me and what I was wearing. I heard him unzip his trousers get his cock out and begin to play with it. He pushed the paper a bit more to the side so he could see more of me and my black stocking clad legs and continued to wank himself off. I peeped back though the hole to look at his cock, it was about 8" long and very very thick. It had thick veins protruding up and around the shaft and an enormous big cockhead which I estimated to be at least 1 1/2' in diameter.

He saw me looking and asked me to remove the paper entirely so he could get a better view. I did as he asked and the hole in the wall was about 12" round. As he looked through the hole, I stood up and turned around and showed him how sexy I looked dressed up like this. He put his hand through the hole and stroked up and down my black stocking clad legs and I started to get really hot and turned on. He asked me to stand closer to the wall so he could feel me up and wank himself at the same time. Then he put his cock through the hole and pushed it between my nylon stockinged legs as if he were fucking my black nylon stockinged legs.

Right at that moment I heard another person enter the rest rooms and go into the cubicle on m y other side and lock the door. It was getting darker and the lights were not that bright so I was kind of intriguing and somewhat mysterious. I heard the newly arrived guy unzip and drop his trousers and sit down. He likewise pushed the paper covering the hole on his side away from the hole and peeped through and saw me in my black stocking clad legs and high heels with a cock sliding back and forth between them. I was facing him and saw him immediately remove the paper from the hole and put his hand through and began to feel up my stockinged legs. He also touched the head of the cock which was simulating a fucking motion between my legs and spread some of the pre-cum from it over my black stockings.

We were all getting very hot and horny by this time and I was shaking with excitement at what was maybe yet to come. I moved away from the wall and sat down on the toilet seat and the 2 guys looked through the holes at me and said I looked very sexy and they wanted to play with me some more. I agreed to let them continue. The second guy who came in asked me what I like to do when I am dressed up so sexy but soooo slutty. I replied that I am relatively new to this and did not have much experience, but that I liked to play with a nice cock or two and wank them off etc.

Then he asked me if I had ever sucked a cock before. I said no I have not and he asked me if I would like to maybe suck his. I was a little afraid but on the other hand so excited that I wanted to at least try it. So I said yes I would like to try to suck his cock. Little did I know what I was getting myself into. The first guys cock was pretty big by my standards, but when I saw the size of the second guys cock I almost fainted. It was a good 11" to 12" long and more then 2" in diameter. He was circumcised so it was clean looking and his massive cock head looked all enraged. He told me to squat down in front of the wall facing the hole as he put it through. I was scared at first because it was so long and thick. The guy in the other cubicle saw this and put his hands through the hole and slowly pushed my head forward towards the massive cock now inches from my face. He said open your mouth wide and take it slowly. I was trembling and shaking from fear and excitement as I opened my lips and kissed the cock head, it was oozing some pre-cum at the hole which the guy made come out by squeezing his cock and pushing it upward until quite a large amount came out and stuck to my tongue and lips. The pre-cum was clear and very slippery feeling and tasted nice. His cock was super clean and smelled very nice. I opened my mouth as wide as I could and let his cock head slide into my mouth, it was difficult to accommodate the size and my mouth felt as if it was going to split at the sides. The guy behind me was now applying more pressure to the back of my head and pushing and pulling it back and forth going further with each push until I had at least half of this monster cock in my mouth hitting the back of my mouth and right at the entrance of my throat.

Then the guy behind me asked me if I would also suck his cock for a while. The guy who I was sucking said OK please go ahead and pulled his cock out of my mouth. I turned around and took hold of the already waiting rock hard cock and started to kiss and lick it before taking it deep in my hot wet mouth. It was a little easier to accommodate than the other monster cock and before I knew it he had his hands through the hole holding my head firmly and was tilting my head at an angle at the same time as he was pushing his cock forward. I felt his big fat cock head at the back of my mouth and lined up with the entrance of my throat, then he pulled my head forward as he thrust his cock forward and his cock head popped my throat open and it slid down into my throat.

I gagged at first so he pulled it out and then did the same thing again this time he kept it there even though I was gagging and gasping for air. I was frightened he was going to choke me to death or make me vomit, but he said breathe through your nose and relax which I did and then I overcame the gagging etc. He then proceeded to face fuck me pulling his gorgeous cock almost all the way out and then thrusting it all the way back so his cock head was at least 2 inches down my throat.

The guy behind me was feeling me up and I was getting very hot and extremely turned on with what was taking place. I pulled my mouth off the cock I was getting face fucked by and said I need to catch my breath. The other guy then told me to face him and he held a small bottle under my nose and told me to sniff in deeply on the potion. I did as he said and the next thing I know I was getting very light headed and buzzed with such strange sexy feelings I felt that I no longer had any inhibitions or apprehensions and was almost bubbling with desire to pleasure these two big cocked guys. He held the small bottle once again under my nose and ordered me to take in a double deep sniff. I had no choice because he held my mouth shut so I had to breathe and it was straight up my nose good and deep.

He told me to go back to sucking the first guys cock while he would be pushing my head from behind to make sure the other guys cock went as deep as possible into my mouth and deep down my throat. Well that is how it continued my mouth was impaled onto this nice 8" thick hard cock, I was totally buzzed from the potion and really getting into it. I was stroking and tickling his balls and cock base as he was sliding in and out of my mouth, the guy behind me suddenly grabbed the back of my neck, tilted it at a strange angle and thrust it forward so the cock I was sucking popped right down my throat. I put my other hand up to my neck and felt that I had at least 3" of this beautiful cock head rammed deep in my throat. He kept it there as I continued to tickle his balls and around his crotch. They both repeated this move about 20 or 30 times and then I felt the cock in my mouth begin to throb and grow even bigger. I knew he was close to cumming but I was helpless and so buzzed with sexual desires to even want to do anything but let him unload his thick load of hot creamy sticky spermy cummmm right in my mouth and down my throat.

He pulled it out and asked if he could cum and shoot his load in my mouth. I was so hot I shouted yes please I want you to cummmmm right in my throat and make me swallow it all. He put his cock in again and the other guy proceeded to push as he thrust back and forth very fast and hard. This continued for about a couple of minutes and he shouted he was ready to cum, the guy forced my head forward at an angle as he rammed his cock right down my throat and started to spasm and blast a massive load of hot thick cum straight down my throat. No chance to consider if I was going to swallow or not, it was already shooting down so hard it traveled straight into my tummy. He shot so much sperm down my throat, that I thought he was never going to stop cumming.

When he was done he pulled his cock out of my mouth and thanked me for a wonderful mouth fuck. He said he had not had sex or cum in about 6 weeks and had a massive load to get rid of, and hoped I had enjoyed receiving it. I said yes it was indeed a great experience and it was my first time sucking, never mind also swallowing such a big load of cum.

The other guy was eager to receive the same treatment and ordered me to squat him facing the wall. He said the load I just took from the other guy was relatively small compared to what he was going to shoot. He informed me that he is always a very big cummer, but due the fact that he had not had sex or jacked off for approx. 6 months, I should be prepared for a massive huge gushing load from his cock and heavy cum laden balls. I can believe him as his balls were extremely large and very heavy.

He once again held the small bottle of potion under my nose and order me to take several deep sniffs to get me so buzzed that I would be able to take the face and throat fucking he was about to give me. I did as he said and took about 5 deep inhalings up my nose and then he stood up and presented his gorgeous monster cock through the hole ready to rape my my mouth and invade my throat.

The guy behind me was in on this and assisted by holding me so he could push his ever growing cock into my mouth. Between his pushes and the cock thrusts I was soon getting a cock head banging at my throat entrance. He did this for a few minutes to let me get used to his cock size and sufficient saliva for lubrication. Then they both worked together to get his cock to go inside my throat.

All of a sudden I felt the guy behind me grasp my head and tilt it at an angle and force it forward at the same time. Just then the cock was slammed deep against the back of my mouth and was rammed right down my throat. I was so buzzed and hot by now I was delirious with excitement and fear as he held his cock deep in my mouth and throat. After about 20 seconds they proceeded to do the same as before and I had this 12" cock sliding in and out of my mouth and the cockhead almost 5" inside my throat as he lunged forward. I was so hot and horny I was also stroking my own cock as he brutally raped my face, mouth and throat. Then I felt those all to familiar throbs and spasms and twitching of his cock, I knew what was coming and was so far gone I shot my own load of cumm all over the wall and floor. He slammed his cock one last time and as his cock head was as far and deep as it could go inside my throat, he began to shoot and splatter his massive load of hot spermy cummm right down inside me. He shot at least 6 really big wads in my throat and then pulled his cock out a bit so he could shoot more in my mouth, he was shooting so much cum I could not swallow it fast enough and it was spilling out of the corners of my mouth and dripping down. Then he pulled his cock out of my mouth and jacked it and shot 3 big wads in my face and hair. At the same time the guy behind me pulled me so I was leaning back against the wall and the guy kept shooting at least 4 or 5 more massive shots of cum all over my black stocking clad legs and my panties and garter belt etc. I was totally covered as he continue to jack his still rock hard cock and splatter more gobs of cumm all over my legs.

They both thanked my and asked me to meet them outside when I was done cleaning up composing myself.

It was now totally dark outside and I decided I would go out still dressed in my sexy gear. I met the 2 guys and they were very impressed how sexy I looked in my hot slutty attire. I asked the guy what was in the small bottle he made me inhale up my nose. He said it is Poppers and it is intended to make you relax, feel buzzed and sexy and lose any inhibitions.

They asked me if I would be coming back here any time in the near future. I said yes I would be back the next Sunday evening, with my sexy attire etc. We agreed to meet at 6:00 p.m. and play in the forest at a place they knew was very secluded and safe. I said OK and we were about to leave when 2 friends of the first 2 guys arrived......

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DivaTwenty

MOM’S IDEA of a little Fourth of July barbecue amounted to about thirty people gathered in our backyard gabbing and eating for six hours. Many of the people who were watching the game in the morning were also at the barbecue. In addition to ribs, burgers, and dogs on the grill, Mom had baked apple, cherry, and strawberry/rhubarb pies. Everyone who came brought food, too. It was a Midwestern spread that you can only dream about in Seattle. Baked beans, potato salad, deviled eggs, macaroni and...

2 years ago
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DivaTwentyOne

I THOUGHT ABOUT TALKING the girls into losing their jeans, but it was cute the way they were wading in the creek with their pants legs rolled up. They continued to cluster around the rock where Beth sat and I figured that would be as good a setting as any. I got my sketchbook set and then plugged my mp3 player into a tiny speaker I’d seen advertised on late night TV a couple of weeks ago. It filled the clearing with an eerie note of flute music. “Shakuhachi!” Beth shouted. “Beautiful. A...

2 years ago
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firsts time Im seen as cd crossdresser

From a young age I liked dressing up in womens lingerie and clothing.... as I got older I grew up over weight a little and more so the older I got..... by the time I was I was in my late teens I had nice size breasts....nice enough to fill a bra. So worked up the courage to buy some lingerie online and when I received it in the mail I was so excited. I couldn't wait to try everything on.... I had brought a white lace bra, matching panties and white suspenders and stockings.....I tried them...

3 years ago
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Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

Crossdressing
2 years ago
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Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5’10’ in height. She is also a fairly busty woman with a 30DD chest with about 35′ hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

2 years ago
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The start of my life as a submissive crossdresser

I am a bisexual cross-dresser/sissy and have been enjoying my life as such for many years. It all began for me when a friend asked me to look at some of his 'girlie' magazines.We went up to his bedroom and looking through the magazine got Chris really excited and he got his cock out and started to masturbate. I couldn't take my eyes off his cock and I slowly reached out and touched it and when he removed his hand I curled my fingers around his erect shaft and began to slowly wank him.I just...

Crossdressing
4 years ago
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Craigslist crossdresser

It finally happened. I got a response! I’d been corresponding with him on Craigslist, but then suddenly Craigslist personals were banned. I tried to reply to the Craigslist generated email that I thought was his, but I’d deleted all of his email’s in a moment of weakness. Now I had no way to get in touch with him. He’d posted about hosting crossdressers and providing a safe, relaxed place for us to fulfill our fantasies. He said he would be gentle. I’d told him who I was, that I liked to wear...

2 years ago
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Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it's a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that's for sure. The layout of the motel is a rectangle. The rooms surround the rectangle's perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

Crossdressing
2 years ago
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A Tale Of Crossdresser

Hey, this is my first story that I am writing but not definite new to the glorious crossdressing field, Kindly forgive me if there are any mistakes, suggestions are welcomed people who are moving to Bangalore or in Bangalore if they want to my friends or a hook up we a cross dresser can contact me at m First, I don’t have a perfect girl figure but I wanted to be dressed as a girl, do a girl activity from a long time but it didn’t come true. I always used to wear my mom’s clothes like bra &...

Gay Male
3 years ago
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indian crossdresser

hiiiiiiiiii every one here's kiran from india ,punjab first of all its not a fictitous story ,it is  a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs............................... me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy...

Crossdressing
4 years ago
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Divas ass fetching part 1

Diva exited a lot as she walkd to her anal trainers room..she was just 18 with a tight pussy opend a very few times-not properly-n wth an unopend anxious ass...she enterd th room..she lukd for james,she knows his name..th bathroom door opnd a macho man cmpletly nakd wth a 10inch cock hangin down..reachd her.without any bullshit talks he kissd her with palms undr her bare buttocks..remvd her top,bra..her cherry nipples shown.he startd tenderly kissin it thn turnd in 2 suckin hard ,rubbin hard...

3 years ago
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Cock sucking Crossdresser

When I was out on my own I started to buy a few things' mostly panties and thigh high stockings then a skirt and a blouse things that where ease to get to fit me. From there I learned to find my size in dresses and shoes this started to put my wardrobe to gather, but I still needed a wig and makeup so it was back online for more shopping, With lots of practice I became pretty good at putting on my makeup, plus doing my wig hair and a waste cincher I looked pretty darn good if I say so my...

2 years ago
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The feminine crossdresser

Chucky open’s his eyes as he awakes, looking around at his familiar surroundings in his bedroom. Band posters, comic books and video games all over the floor. His parents always gave him crap about the things he liked and tell him the typical “you’re too old to be into thoses kinda things!” He didn’t care though. He stepped out of his bed in his black t-shirt and grey track pant’s that he wear’s to bed and walks over to the window to look out as he...

4 years ago
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Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts. This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started...

3 years ago
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indian crossdresser

hiiiiiiiiii every one here’s kiran from india ,punjab first of all its not a fictitous story ,it is  a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs…………………………. me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy with each other...

2 years ago
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  • 21
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Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it’s a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that’s for sure. The layout of the motel is a rectangle. The rooms surround the rectangle’s perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

4 years ago
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My Night with a Crossdresser

I am not a good writer but this was the hottest night of my life.I was out of town on a Business trip, staying alone at a nice hotel. After a long day of meetings, I was sitting at the Hotel bar drinking a glass of Scotch.The bar wasn’t crowded but wasn’t empty either. The seat next to me was open. Wasn’t long before what I initially thought was a woman came in and sat next to me. She said hello and ordered a glass of white wine. I realized then that she was a Cross Dresser. she looked to be...

4 years ago
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Halloween cd crossdresser

TinkerbelleMy sister , Candy, and I were fraternal twins, but looked nearlyidentical. Pretty much the same height weight and build. In high school,she was always teased about having small tits and I was always teasedbecause I was small, thin and had a big ass for a guy. Because of this wewere extremely close. Best friends really. We spent nearly all our timetogether.After college she became a consultant and I became a math teacher. Becausewe were so close, I spent lots of time at her house...

3 years ago
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Uber driver fuckes teen Crossdresser

Hi guys im a cd from Orange County and i had the sex ever last night with someone I never expected. So it was around 1 and i had just soent the night with my “friend” well I had just blew him and watched a movie and he got me an uber so i kissed him and left when tge uber came and I went on my night. He told me it was a white truck and espanic i went in and told me my “friends” name and we drove off. It wasnt even 10 seconds and he said what was my name i told him i was “. “ and he said nice to...

3 years ago
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My first time as a Crossdresser

Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch...

2 years ago
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First taste of cum for a Crossdresser

I had never really been with another man before and I had always thought about it as I dressed up as a slutty girl and played with my little toys to orgasm. I'm a little tall at 5, 9 and with heels a monster! I have an average body, nothing feminine, but not out of shape and a nice big bubble ass.Until that night. I had been sent to Dallas for a business trip and was super excited to dress up in my hotel room and play around! I played around a couple days in my room and just got dressed did...

2 years ago
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My First Crossdresser

Only a few years back in my young 20's i discovered Craigslist. I had no idea something like that existed and was immediately drawn to it. After building up the courage to meet up with a few guys a couple times i found an add in the T4M section. I got instantly hard when i seen this girls pictures. A slim sexy girl with an ass to die for and a desire for Cock. After some back and forth emailing for a few days we agreed to meet in her place.I went around to her place late that night when the...

2 years ago
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Made My Friend A Crossdresser

I am having a tsunami of mixed feeling about this friend of mine who’s name shall remain anonymous but for now lets call him Anshul. He’s a good guy and a hot one. He got flawlessly creamy skin with awesome bubbly butts.This started a few years ago when we met for the first time in India. We worked in same company and he was a friend of a friend. At that time I was crazy about my physique and was well built up and he got motivated and asked about my workout routine and slowly he started joining...

2 years ago
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How I became Jayne The Crossdresser

It started in 1976,around August,I had just met John a guy my around my age,who lived alone near me. He wasn't shy to admit he was gay,and I was curious,and I told him one Friday after we got back from the pub about my interest. Before I knew it John & I had undressed & I had Johns cock in my mouth,sucking him off,& he soon quaked into an orgasm,cumming in my mouth so fast I gagged slightly before I managed to swallow most of it.John was keen to make it a pleasure for me &...

4 years ago
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Natural Ingredients for a crossdresser

It was still snowing outside and I wasn't going to be recieving any visitors today so I decided to treat myself and while the day dressed how I wanted.... I had set the heating up high at my place, so I could wear one of my sexy side tie bikinis which show off my sweet little ass so well. Having enjoyed the view in a full length mirror and got some self shot snaps, I found myself sitting at my dressing table wondering how to amuse myself next.... Looking at my face in the mirror I noted a...

3 years ago
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Patni Patni A Crossdresser

“Oh Ramesh! I am so happy that you came today.”, I pressed my boobs against his chest and wrapped my arms around him, as soon as Ramesh entered in my flat. And he grabbed be in his arms too like a real man. He began to touch my body and moved his hands all over my back and lower waist. I was titillated by his sensual touch. “Where else I could be, my darling.”, he said and slowly slipped one of his fingers from the back of my saree blouse. He was feeling my bra strap with his finger. We two...

2 years ago
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transforming into ashley crossdresser

durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptting on my makeup,this takes me about an hour,I like taking my time so that my makeup looks perfect,so that when I put my wig on I'll have that female look.then go in the bedroom pick out something to...

2 years ago
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Party Surprise First sex as a Crossdresser

This is a work of Fantasy. I hope you enjoy.Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.I didn’t consider myself bisexual,...

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