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Crossdressed In Kerala Part 8211 4

After the last session in saree the next session continued in a sexy hot black t-shirt Ahmed explored me like a deep sea researcher and found a lot of-of new things for me to enjoy and it lasted for 5days and we were very happy and we returned to our respective places , but both of us wanted each other very badly , so we were looking for the right time ,so it came as a surprise Jagan said me that he has invited Ahmed for Saturday night dinner and he asked me to look like a very beautiful woman...

Crossdressed In Kerala Part 8211 3

As everyone knows me I was in a serious relationship with jagan who was my love and life, after the previous incident we had many hot sessions in coorg,munnar,ooty,kodaikanal etc., and bcoz of getting his hot cum inside me every time I became more fat my hip size increased from 34 to 38, so jagan started to avoid me I has gained some weight from 80 to 88kgs , so I felt very sad started to go to gym and I took personal training, there I met one of the jagans friend Ahmed who was a foreigner from...

Crossdressed bondage

She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or sometimes porn careers. Sometimes they had been bought outright to be used as sex slaves, but always they had gone in the best possible way.She smiled as she looked down at the latest batch. The youngest were 18 and they were often brought in by rich families that didn't know what to do with their very effeminate boys...

Crossdressed and 2 salesmen come by

Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull it on and attach your suntan colored stockings-the ones with the shiney look-you pull them up real tight-then your thin see thru bra and your size dd silicon titties the ones with the big nipples...

Crossdressed In Kerala 8211 Part 2

After the first night session , i woke up and went to take bath at 4am in early morning and came out applied some body lotion and wore my favourite black colour bra and panty and wore black levis t-shirt and slowly went to him and whispered in his ear that I was ready for another session he switched on the light and looked at me and his manhood rose to its glory and he said will come back after taking bath it was raining outside and he came out and wore a shorts and jumped over me and started...

crossdressed for a spanking

I was younger around mid 20's I was starting to feel the need to be spanked. So I put ad on a free site and waited for responses. I got several but only one that stood out. Most of the ones that responded wanted to know why I wanted to be spanked or what I did to deserve the spanking and would not take that I just wanted one as I enjoy getting spanked as a response so I knew those were not the ones for me. The one that stood out just wanted a couple more pics of me and then we arranged a time...

Crossing paths and bottling it

I walked past her almost every day on the way to work. A brunette, in her twenties I guessed, with deep brown eyes that I would happily drown in and lips that were constantly balancing on a knife’s edge between a smile and a scowl. That contrast was fascinating to me and I often wondered which side would present itself if I were to actually talk to her. Her olive skin made me think that she must have some Italian or Spanish heritage somewhere, I do have a penchant for a Mediterranean girl. When...

Crossing the divide

It’s all messed up. During the run for the white house tensions between races in the US have been escalating. Arabs are being profiled, Asians got accused of faking climate change, unarmed black men got shot by police, Mexicans have been called rapists and native Americans protesting in the freezing cold had water cannons used against them. What is this country coming to. Everyone keeps getting divided into camps, bridges get destroyed and nobody wants to see things from the other person’s...

Crossing The Line

Crossing The Line, by Sydney Black Introduction My relationship with my beautiful, feminine mother was unusual, to put it mildly. I was a gentle, slight, attractive boy, almost pretty in my own right, and I was completely in her thrall. I was in love with my mother, but she was also my idol. Kept hidden under my mattress, in a way that I naively thought went undetected, was my little treasure trove of trinkets related to her - a lipstick that she had discarded, a pair of...

Crossing Worlds Part Four

"HEY JACKIE YOU NEED TO COME HERE WE'RE READY FOR ROUND TWO! JACKIE! JAINA!" Markus opened the door to the main hall of the mansion, heart beating as his mind was worrying that this would all fall apart somehow. There was a soft, warm trail of slime leading over the corridors and down the main floor, and as Markus and Jeremy rushed up to the door there was the VROOM of an engine outside, and Markus looked out to just barely see a happy Jackie drive off in one of his expensive sports...

Crossing Diana The Awakening

The sound of birds outside the window had awoken Diana and she stretched languidly Crossing Diana ? The Awakening The sound of birds outside the window had awoken Diana and she stretched languidly.? Her body was a little stiff from the crucifixion but the memory of her torture and subsequent fucking filled her with a warm glow.? She remembered falling asleep listening to Sir?s heart beat.? She wondered what he was doing given the fact he was no longer in the bed and the faint sound of...

Crossing The Divide Part Four

Suzy writes:This is nothing like I expected. I am in freefall. For some reason, I burst into tears. I shed the kind of tears that come when I discover that someone I have loved and lost is suddenly found again. It is she who makes the crossing. It is she who puts her lips on mine. It is her face that is now wet with tears. The rest of the world falls away, and she holds my face in her hands, and nothing is lost, and everything is re-united, and we kiss and kiss. "Amanda," is all I hear as our...

Crossdressing Hooker and the Creampie

I've always had a feminine body, slim but some female curves so I've been able to pull of being woman in public a few times already. I started by placing an ad in the local erotic escort guide with some of my best pictures and immediately got replies from interested men. I decided to call one of them who wanted to bring a buddy and we set a date at a local hotel for 8 pm. I wanted to look amazing for the first time so I started by shaving and making sure I had no body hair...

Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained. I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

Crossdressing for sex

The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...

Crossdressing at the truck stop

Hello this is my first story I really hope you enjoy it I am a crossdressing truck driver and with my job I have a lot of time to enjoy dressing up in my truck. One night I was all dressed up in one of my sexy outfits watching some porn and thinking about trying to find a nice hard cock to suck. So I put an ad on Craigslist and got a few but none of them wanted to come to me then I got a message from a guy, he said that he was a driver and was at the truck stop. I ask him what he wanted to do...

Crossdressing at the cinema

I placed an advert on Craigslist as I fancied something new. I'd been crossdressing for a while and had met a few people for fun but wanted to try something a bit more exciting. My advert was looking for someone to meet in public for sex with me dressed in lingerie. A few replies came but the one that caught my eye wanted to meet in an adult cinema in London near city road. I heard of this place and fancied trying it out. We agreed to meet at 11am in a coffee shop nearby and go to the cinema...

Crossdressing internet ad part 1

I have been crossdressing for several years mostly at home going to the theaters some and to local bars. I was on my way to the Theater one night and stop at a service station and was being hit on by a couple different guys. I flirted back a little then one guy came up to me at the gas pump and said I would love to eat that pussy. I smiled and said maybe next time. When I got home it got me thinking that maybe I should go on a CD date. I looked on a couple dating and personal sites and one...

Crossdressing Karte Hue Pakad Liya

Hello indian sex stories dot net friends , my name is preeti(fake name) age 20. Ye baat kafi purani hai lagbhag 3 saal pehle ki . Mai ek part time crossdresser tha aur mujhe meri chachi bahut pasand thi aur hain . To mai jab vo aur ya koi b ghar pe nahi hota tha to mai unke room mai jake unke innerwear pehnta tha . Aur jaise ki mujhe bondage bahut pasand hai to chachi ke kapde pehnke self bondage karta tha jab ghar pe koi ni hota tha . Isi tarah ek din ghar pe koi ni tha aur mai chachi k room...

Crossdressing with my Girlfriend and Boyfriend Part 3

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 3 At the rehearsal on Friday night Mrs Cartwright asked me how my mother was getting on with the dresses for the show. "She has just about finished two dresses for me, including the wedding dress," I said. "I'm sure they will be very pretty, she did so well with your costume for Dorothy last time I can't wait to see them," replied Mrs Cartwright. I...

Crossdressing with my Girlfriend and Boyfriend Part 4

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 4 Oh no, I thought, I sensed that dizzy feeling coming over me again, there was so much going on in my life I didn't understand, with my mom, with Jason and with Aubrey as well and now Janette was going to tell me about mom and dad and being brave. I sat with my own thoughts for a while and then I noticed we were not driving home. "Where are we...

Crossdressing Charlie Episode 2 High Waisted Skirt

CROSSDRESSING CHARLIE Episode 2 HIGH WAISTED SKIRT "Oh Charlie, you're burning up!" said Mom. She took her hand off of his forehead and read the thermometer. She then left the room to get some medicine. Charlie took the thermometer out of his mouth, held it up against the lamp on the bedside locker, grabbed his hot water bottle and placed it on his face. He left it there for a few seconds before he heard approaching footsteps echoing from the hallway. He slipped the hot water...

Crossdressing Charlie Episode 3 Relinquishment

CROSSDRESSING CHARLIE Episode 3 RELINQUISHMENT Charlie stared at the door as if it were a wave of fire rapidly heading toward him. His eyes watered and his hands trembled with shock. His could hear his mother's heels clicking against the shiny wooden floor getting louder and louder as she approached her bedroom door. Then, something electric shocked Charlie's brain which broke him free from his frozen state as adrenaline pumped through his body. He jumped to his feet and turned for...

Crossdressing Charlie Episode 4 Lust

CROSSDRESSING CHARLIE Episode 4 Lust The sky was blue. Yes, just blue, not a cloud to be seen. Every so often a light sliver jet could be seen, trailing white smoke behind it. The sun hung over the city like a warm light bulb, belting its warm rays unto the necks of people within the hustle and bustle of the packed streets. People wore shorts, t-shirts, sunglasses and sun cream, making the most of the rarely seen good weather. The sounds of construction workers banging and drilling...

Crossdressing Charlie Episode 5 Rachel s Date

CROSSDRESSING CHARLIE Episode 5 RACHEL'S DATE Rachel sat in front of her makeup station brushing her hair whilst humming a soft happy tune. She had just dried her hair after getting out of the shower. She was dressed only her in bathrobe as she wasn't in the least bit cold because outside the sun was splitting the rocks and melting the tar on the roads. As soon as she was done brushing her hair into a silky shiny doo she walked over to her chest of drawers and began to put on her...

Crossdressing Charlie Episode 6 The Tennis Uniform

CROSSDRESSING CHARLIE Episode 6 THE TENNIS UNIFORM Since Charlie and Rachel's day of sorrow three weeks ago, much has been altered in their lives. For a brief time they became closer than ever as they shared their feelings with each other. Emotions of pain, jealousy, hurt; anger and betrayal were common occurrences of feeling in their deep immersive conversations. Despite the fact that their mother felt alienated and that she was alone in the universe she still felt a glimmer...

Crossdressing Charlie Episode 8 Family and Nightmares

CROSSDRESSING CHARLIE Episode 8 FAMILY AND NIGHTMARES His eyes opened quickly. The first thing that came into view was his bedroom door. His heart slowed down as he exhaled into his pillow. It was just a dream. He thought. Well of course it was! His eye's swirled about in their sockets like a startled animals as he rolled over onto his back and licked the inside of his mouth. That usual morning taste was in his mouth and he couldn't wait to get his hands on his toothbrush. He...

Crossdressing Charlie Episode 9 Everybody s Crazy

CROSSDRESSING CHARLIE Episode 9 EVERYBODY'S CRAZY "What are we going to do now?" Charlie yelled over the loud rush of passing cars. "I don't know!" cried Rachel, tears streaming down her face. "Well we can't just hang around the streets all night!" shouted Charlie. Rachel didn't say anything back. She continued to walk briskly ahead of Charlie as if she knew where she was going. Dusk was rapidly descending into night and the skyline of the distant city buildings was...

Crossdressing Charlie Episode 10 Prudence Svahnstrom

CROSSDRESSING CHARLIE Episode 10 PRUDENCE SVAHNSTROM The moment that Charlie was told that he would be moving out of his current home he could not help but feel a little sad at first. However, the more he thought about the prospect the more it made him feel hopeful for a brighter future. For so long he had been stuck in a never-ending chasm of darkness and now there was a light at the end of the tunnel. It was something to look forward to, something to root for and above all else a...

Crossdressing Charlie Episode 11 Under His Thumb

CROSSDRESSING CHARLIE Episode 11 UNDER HIS THUMB Prue watched him get into the car from the top of the steps. Dave, who was still standing outside of his car, stared at Prue maliciously. She returned the gesture, glaring intently with apprehension before watching him swing into the car. Dave was quieter than usual as he settled himself at the wheel. He looked unnerved, doubtful, and even a little irritated. He turned the key in the ignition and the engine revved up like a vicious...

Crossdressing Charlie Episode 12 Seventeen

CROSSDRESSING CHARLIE Episode 12 SEVENTEEN It is the 12th June, ten days after the shopping/cinema date and Charlie has not heard from Dave. He sits in the back garden on his deck chair, staring out into the dusk sky as the sun slowly sank down behind the distant housing estate. It is a warm mid-Junes evening and the sky is painted with pinks, reds and oranges across the dark blue canvas. Even the stars were beginning to protrude through the blackest parts of the sky. It is truly...

Crossdressing Charlie Episode 13 Hide and Seek

CROSSDRESSING CHARLIE Episode 13 HIDE AND SEEK TWO YEARS AGO... Dave watched the raindrops roll down the windowpane and morph into one another before they dripped away. Outside, it was pelting down so hard that it looked like the rain was coming up from beneath. He watched people scurry down the street with umbrellas, newspapers, and briefcases over their heads to protect their precious haircuts. It was dreadful weather. However, he was safely inside a nice warm caf? with a cup of t...

Crossdressing Charlie Vol 1 Episode 1 The School Uniform

CROSSDRESSING CHARLIE Volume One Episode 1 THE SCHOOL UNIFORM The thump of the car door made Charlie open his eyes. The sound of a second door slamming made him sit upright in the bed like a startled squirrel. He listened carefully. The ignition jerked several times before the engine started up. He was still as a statue as he listened to the low rumble of the car reversing out of the driveway. He scurried across the blankets, jumped off the side of the bed and stumbled over a pile...

Crossdressing Charlie Vol 1 Episode 15 Crime and Punishment

CROSSDRESSING CHARLIE Episode 15 CRIME AND PUNISHMENT Dave's long, golden hair hung gloriously down over his bosom, and down his back like an unrolled curtain of soft velvet. Covered with an explosive overdose of fake tan, his skin looked radiantly false yet hotly sensual. His face was painted like a dolls and his makeup was over the top and trampy. Like two fluttery butterfly wings, his lashes were thick, dark, and long. His lips appeared plumper as they were coated with neon-pink...

Crossdressing Charlie Vol 1 Episode 16 The Greatest Change

CROSSDRESSING CHARLIE Episode 16 THE GREATEST CHANGE Everything in Charlie's life became slow and dreary after a period of unexpected escalation. Yes, he returned home to his family after nearly being kidnapped by a psychotic blackmailer. However, that did not mean everything would immediately return to normal. There were still a lot of unanswered questions pressing on the minds of those who loved Charlie and he knew they would start asking sooner rather than later. He had prepared...

Crossdressing Vignettes 2 True Story

This is from the early 1990s, when I was in the occasional habit of crossdressing in lingerie and bottoming. I don't do that any more for several reasons, mainly because at my age I just don't have the body for it any more. About 20 miles from where my wife and I lived, on the outskirts of one of America's largest cities, there was an unofficial red light district. It was basically a very poor little village that had opened its boundaries to adult businesses in order to attract some kind of tax...

Crossdressing in Highschool but oddly enough my friends are alright with it

Never in your life, you thought you will be entering my school walk-in crossdressing as a girl. If you told yourself this two years ago you will be laughing at your face. But here you are swallowing your guts down into your stomach and pray to God that today is the day you die. Facing the high school doors that separate you from the inevitable humiliation. You close my eyes and push the doors open, immediately multiple eyes lock onto you. Freeze Frame Record Scratch. Let's go back all the way...

Crossdressing at grandmas Part 1

100% fiction! My brother & i boarded the train bound for grandma's. During the 3 hour journey we had plenty of time to talk about the good old days when we would get into trouble chasing her chickens & how she would bake for us. She was very lonley these days & had asked for us to pay her a visit. After getting off the train we made the short walk to her house. Grandma was delighted to see us & as usual had baked plenty for us. She was very elegantly dressed in blue satin blouse,black skirt &...

Crossdress Rendevous

I had to be out of town for a few of days for a demonstration an I knew there was a alternate lifestyle club located there and so I decided to take along with me a white silk dress, bra and panties and white hose and a pair of white stiletto heels. I didn't tell Carmen that I was hoping to connect with another man for sex, me dressed as a crossdresser in my outfit. I had finished early with the demonstration and went back to my motel and quietly changed into my white outfit. I left the motel...

Crossdress swaps clothes and gets assfucked in pub

A few years ago I was on a weekend trip to Brussels and Amsterdam with some friends, and found out a girl I knew from Ukraine was now living in Lille, not so far away, so I decided to make a quick trip to see her the evening before we were due to fly home. I caught the train from Brussels to Lille and she and her boyfriend picked me up at the station. She was a short, curvy blonde, with equally large breasts and ass. She loved wearing sexy outfits which showed them off. This evening she was...

Crossdress Sex With My Driver

Hi my name is Sunil(although I preferred to be called as Sunita). I 29 and I am a beautiful cross dresser with very nice body. I own three beauty parlor in Delhi, and most of the times I am dressed as a girl. I go out wearing woman clothing and no one can say that I am a boy. Now coming to the story, one day my old driver called me saying he is sick and so he is sending his son to do the duty for a couple of days. That day I was dressed in a pink tight salwar kamiz, when the door bell rang. I...

Crossdress fuck

One day while at university I went to the toilet. There was some one in the next cubicle. I could see a shadow under the partition. It was moving back and fort very fast. Was he wanking? I started to feel horny thinking about it. As a cross-dresser i was wearing a satin night-dress under my clothes. I decided to get brave. I stood on the toilet and looked over the thin wall. Oh god ya, he was masturbating hard. I pleasured my self as I witness something new & exiting. Then I let out an...

Crossdress

Things had changed greatly since the children had grown. She had become more accustomed to his peculiarities and understood him better. Things which formerly disturbed her she now accepted. He too was more understanding and patient. Thus, when she returned from shopping he did not begin by asking how much she had spent. Instead he asked what she bought and listened with genuine interest when she told him of the dress and shoes which she got and how she decided to get a hand bag to...

Crossdress Fun

We have all had those experiences of meeting someone on-line and chatting and things really get hot and exciting and then the huge let down when the person leaves you hanging with a hard-on or even worse when the time comes to meet they don’t show.Well this story is one with a happy ending.I met Paul (not his real name), on line and we chatted for ages. He was from a town about an hour away so on-line chatting was really our only safe way of communicating. When he found out I was into...

cross dressing fun turned sour

A few nights ago, one of my pals whom I have some great fun with, said he had tickets for a great Hypnotist would I like to go? Of course, I agreed and off we went. Shit, the show was awful. He picked on me as one of the last clients, should I say. He dragged me on stage (no pun intended) and tried to put me under. I knew he didn't succeed, or so I thought, Tom, my mate, waited until I returned to my seat. “Load of crap” I told him. “Ah” said Tom “You did not see what we, the audience...

Cross dressed fucked and loving it

I opened the door to see two really attractive women, a blonde and a brunette, definitely C cups, and dressed to show them off. They must have been wearing four inch plus leather heels that went up to the knee, tight short skirts, and tops that didn’t leave much to the imagination. I was rock hard and they hadn’t even said anything yet. Both of them were carrying two huge suitcases, and when the blonde saw me look down at them she said, “Oh, were going to have so much fun tonight!” The brunette...

cross country run

PART THREE This was such an unexpected adventure. We were out for a run , not a marathon sex session. As we held her lovely body horizontal and Tom had just slowly penetrated her ass, our hands were everywhere and Rachel was wriggling madly. We just couldn’t hold her and we lowered her to the floor, all three of us sitting back breathless for a moment. Rachel stood up. I personally am in awe of the magnificent beauty of a woman, I pay full respect to whatever god or gods sculpted such beauty. I...

cross dressing fantasy i didnt know that i had

went on a stag holiday to ibiza with about 20 of my mates a couple of years ago.the holiday mostly consisted d**g taking copius amounts of drink and sl**ping with llots of women. the main stag night was fancy dress,and id already planned before i came away id already decided that i was gonna wear i toga and my girlfriends flat gladiator sandals and go as troy.a few of us got quite pally with the girls in the appartment opposite and the daytime before the main nite out one of them commented that...

Cross country run

We watched as Tom continued to caress her. She moaned loudly as his fingers pressed against her crotch. We could see her panties dark with moisture around her most intimate part. Tom rubbed the silky material: ‘ Rachel, your knickers are just as wet as we were when we came in. I think I should take them off and dry them by the fire. Stop me if you wish.’ He began to tug them down. She wriggled a little, saying no, but her body movements were saying yes and they were soon down to her knees....

Cross country run

Final part The lady had a fantasy of her own, and now that she had three eager men beside her she decided to go for it. She was a runner herself, and she now told us she often fantasised about being overtaken in the woods, and being overpowered and thoroughly and comprehensively shagged while pretending to put up a struggle. While we donned our running gear again she put on some of her own and left quickly. We gave her five minutes start and set out after her. When we came in sight of her she...

Cross

Darren closed his eyes and rested his head in his hands for the umpteenth time that day. How could he have been so stupid? He’d always been the careful one out of every crowd he’d been involved with. Coming from a dirt poor background, he knew the smallest thing would mar his reputation and he would be screwed for the rest of his life. His whole life, he had been a straight A student. Before graduating high school a month ago, his scholarship at Princeton had already been confirmed. One night...

Cross Breed

You wake up in a daze, a blinding bright light shines right into your eyes. Struggling to adapt to the light, you try to shield your eyes from the light, but notice your hands are restrained. Instinct and panic make you try and jerk free, but your legs are restrained. You are trapped in a strange place. You are completely nude, with your head restrained so you can barely move it. You start to hyperventilate, and as your eyes adapt to the light, your fear deepens. Looking around, you are in a...

Cross dressing first time out

Now I had been seeing mike for a few months now and the relationship was going well. He had introduced me to paul he work friend for a three some which was amazing and the dressing up was getting more and more kinky!!! He hadn't never pushed the boundaries with me kept it simple and sweet, until now!! I always did as as he asked to a point, never anything abusive or nasty he knew what I was into. So when he asked me to dress up and go to a night club i was shaken and a bit scared!! I had never...

cross friends trick 4

I came down from my orgasm to see Jenna and Katey French kissing and licking my cum from each others faces, whilst still holding my cock in their hands.“My god, I never knew it would taste that good” said Katey. “Believe me” said Jenna,” it doesn’t always.”“You've done this before?” said Katey surprised, and Jenna blushed as she sheepishly looked at me, “Oh yes, and you and your girlfriends would be surprised who with” Jenna said bashfully. “Lots of those high school jocks you hang around with...

cross friends trick 2

It was probably a fortnight before the call arrived. Jimmy and I had just gone back to being the best of mates, and nothing had been mentioned about what we had done that night. The phone rang in the hall and I went to answer. Jimmy had never needed to call me before, if we weren’t already together somewhere, we would have already planned what we were going to do so it was a shock when the call came.“Hello, two one, double five,” I said, and the voice at the other end whispered to me, “Would...

cross friends trick

We’d been friends for pretty much all of our young lives and did everything together. I never expected to be sharing this though.From being k**s ‘playing out’ together, to first stolen drinks, cigarettes, and spliffs, we had shared everything. Basically Jimmy’s dad was rich and they had a huge 5 bed roomed house with double garages, and outbuildings and quite a bit of land with a small wood and fields.Jimmy’s bedroom was above the garages, and when I say bedroom I mean fully fitted flat. He had...

Cross County With My Aunt Jo

Summer is finally upon us as I have finally finished up with school and graduated. My aunt has been wanting to take me on the road with her. She is a trucker and takes long trips across the entire country. As I was afresh new 18 year old lad I was excited to see the world. Or at least the little bit we call home. I get dropped off at my aunts house with my bag in tow. I walk up to her big truck and can see the door is open. I peek in and see her putting away a few things under the bed. She is...

Cross dressing self bondage in an empty apartment

Tonight is the night that I am going to try a daring crossdressing self bondage experience that I have been planning for some time.First of all I start with my complete feminisation. As I am going to be a total slut tonight I apply my make-up accordingly. Once I have applied foundation and powder, I use a dark eye shadow to give me a smokey eye look. Then black eye-liner under the eye and I apply long false eye-lashes. I paint my lips a deep red and then lip gloss on top, making them full and...

Cross dressing sissy transgender car shopping

Car Shopping I could never repay mom for what she has done for me in the way she accepted and encouraged who and what I am. Being successful in my career has allowed me to come from a small mobile home in a rundown trailer park to my current life style and affords me to do things for he. So, two Years ago on Mother’s day I wanted to do something special. I got her a brand new car. Not knowing anything at all about cars (know lots about dolls and fashion) I asked a friend (Gary) to go with me...

Cross dressing with my sister

I turned up at my s.....s flat, ready for a Friday night out. We got the drink flowing and started to get dressed up for the night. Pru said that she was going to wear knee high leather boots, a short skirt that will show off her ass and a top to die for. I said " what the heck do I wear that will make me stand out".pru stood there in her robe and said " let's dress you as a girl, that'll make you stand out!I jumped at the chance to get dressed as a woman,.She looked into her draw and came...

Cross Dressing for Ann Again

About a week after my first amazing session with Ann, the neighbour from downstairs who blackmailed me into modelling her lingerie, I was again accosted by her on the stairs.“Hi,” she said, coming out of her front door as I was passing. “I’m glad I bumped into you” (I knew she was lying in wait behind the door watching out through the spyhole) “are you doing anything on Wednesday night?”I said I wasn’t and she said that as John and Ian (her husband and son) were going to Aberdeen to watch the...

Cross Country Cocksucking

The bus driver came into the restroom and stood right next to me at the long urinal trough. As he unzipped and reached in to fish out his dick, he leaned over uncomfortably close to me, staring down at my exposed dick, and whispered in a husky, emotion-filled voice, "Boy, that's some great looking piece of meat you got, there." And with that, he hauled out a man-sized, already partially erect, perfect penis, sort of hefting it for my inspection. He turned slightly towards me as if offering the...

cross dressed cocks

I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he hade on black thigh highs open toe heels and a corset ,he was taller then me and of average build . it was the bulge in his panties i was interested in. I was dressed in pink thigh highs red strappy heels pink panties and a light purple chemise with a pink bra under...

Cross Dresser And Escort Bhabhi

Hello reader! I’m NaughtGuy 21 years from Mumbai and any Girls, Bhabhi, Aunty, Mom, Milf, BBW wants to have some good time for free, email me at This is my real sex story. This is my first sex story, and my best sexual experience, Crossdressers name is Pinky. Escort’s name is Reema (Names Changed) One day, I happened to watch porn in which a guy has fun with crossdressers and a female, it was a group fun which made me really horny, So I decided to jerk off but it didn’t satisfy me, then I...

Cross dressed slavery

Oh just try it on, don’t act so…stereotypical.”I started to protest again, I mean I was not trying to be a jerk, but I did not feel like serving as Leena’s dress dummy all afternoon. I felt uncomfortable enough around her and her clothes. The way she dressed made me crazy and I knew she would tease me all afternoon if I let her. It was my own fault really, I approached her at her last ‘fashion show’ and offered to take some pictures. I really did like her designs, but mostly because of my...

Cross Dressed In Kerala 8211 Part 1

First of all its a fictional story ..This is one of my desires ..Hi guys myself Karthik and I like to be karthika this feeling started during my 10th std and coming to my stats I am 5ft 6 inch height and weighs about 80 resembles similar to nithya menon .. This incident happened to me when I was a fresher working in a company in kerala where I met my man who later fulfilled my dream and became my husband till my marriage . I was very fat and after my puberty only my man-boobs and ass grew big...

Cross Country Fantasy

A good friend of mine was moving to the west coast. Being in the moving business I offered to do their move at cost. We loaded their belongings Sunday and I would be leaving Monday, meeting them in BC the following weekend. Ralph and the family were planning to fly out on Saturday. His daughter Kim asked if she could go with me and see the sights along the way. We all agreed that would be fine and we left early Monday morning. Having known the entire family for a very long time I knew Kim would...

Cross Dressing In Goa 8211 Part 1

I am Sumit, a regular reader and fan of ISS. This is my first time so kindly ignore spelling mistakes. I am a19 year old chubby boy. I am fair and 5 feet 4 inches tall. This incident happened when I went to Goa with my friends. After semester exam, my classmates decided to visit Goa to relax. We reached Goa early in morning. Everybody was tired because of 8 hr train journey in general compartment. We all had breakfast and decided to take rest. After a while we went on beach. We played football,...

Cross Dressing Bus Journey Fun

Hi All, This is Vinnie Cd here. 26. I love wearing short skirts panties and thongs a lot. I wear nice laced panties to work many Times too. Had a nice time even with couple of cab guys thanks to my cute girly ass in frilly Panties. I love sucking and getting fucked outside. It really makes me horny n slutty. Last year, I was travelling to pune in a bus and was wearing thongs sports bra a loose Tee-shirt and jacket tracks outside. I also wear a nice girly deo. It was sleeper and I got in And got...

cross dressing fantasy i didnt know that i had

went on a stag holiday to ibiza with about 20 of my mates a couple of years ago.the holiday mostly consisted d**g taking copius amounts of drink and sleeping with llots of women. the main stag night was fancy dress,and id already planned before i came away id already decided that i was gonna wear i toga and my girlfriends flat gladiator sandals and go as troy.a few of us got quite pally with the girls in the appartment opposite and the daytime before the main nite out one of them commented that...

Cross Dresser Become Whore 8211 Part II

I am a Anis a crossdresser and I had got a female persona Sonal and I use to crossdress in secrecy at my home. One day my friend Rajesh caught me while crossdressing buthe like my female persona.That day we make love as lovers. Then whenever we get chance I use to dress up as a girl for Rajesh and he use to make love to me. I had almost become his wife but mean while Rajesh got bad habit of drinking and betting gambling etc.He use to spend lot of money on gambling sometime he even take money...

Cross Country Vayage For Sex 8211 Part I

Hello everybody, I am Sojol, a resident of Western Eurpoe. I am 28 yrs old, six ft tall, medium built physical structure. I work for an investment bank in a junior management position. I had a relation with a girl through ISS and Orkut, who lived in Savona, Northern Italy. Her name was NILA,22 yrs old, a graduate student in nearby University. We used to chat and talk very dirty. We then decided to meet each other. Hers being a conservative family, she told her parents that she was going to...

Cross Dress in College

This is a fantasy story: This happened in my college days. I was sharing my room with Rahul. He was the average Indian guy with a good body. I was of small built (5ft 4inches tall and 50 Kgs) and and had a petite body. Rahul used to ask me to grow my hair long (he used to tell me it is the fashion) and until later I did not realise why he wanted me to do that. We were quite good friends (just like all hostel room mates are) and used to be very comfortable changing arnd each other. One day, I...

Cross country run

Final part The lady had a fantasy of her own, and now that she had three eager men beside her she decided to go for it. She was a runner herself, and she now told us she often fantasised about being overtaken in the woods, and being overpowered and thoroughly and comprehensively shagged while pretending to put up a struggle. While we donned our running gear again she put on some of her own and left quickly. We gave her five minutes start and set out after her. When we came in sight of her she...

cross country run

PART THREE This was such an unexpected adventure. We were out for a run , not a marathon sex session. As we held her lovely body horizontal and Tom had just slowly penetrated her ass, our hands were everywhere and Rachel was wriggling madly. We just couldn't hold her and we lowered her to the floor, all three of us sitting back breathless for a moment. Rachel stood up. I personally am in awe of the magnificent beauty of a woman; I pay full respect to whatever god or gods sculpted such beauty. I...

Cross country run

We watched as Tom continued to caress her. She moaned loudly as his fingers pressed against her crotch. We could see her panties dark with moisture around her most intimate part. Tom rubbed the silky material: " Rachel, your knickers are just as wet as we were when we came in. I think I should take them off and dry them by the fire. Stop me if you wish." He began to tug them down. She wriggled a little, saying no, but her body movements were saying yes and they were soon down to her knees. Tom...

Cross dressing

Hello is my story. This happened. It was the mid 80’s and I just turned 17 so I thought I would go to the mall near my home town on Long Island and go shopping with my birthday money. I was looking for clothes with and I need to use the rest room. I walked into the bathroom, and the floors were wet so when I made a turn, I slipped. I put my hand against the door of a stall that was closed as not to fall, and the door it flung open because it was not locked properly. I looked inside and a man...

Cross Country Trip

It was damn hot on this, the second day of our trip, and I don't think that any of us were enjoying the travel. Dad, Mom and I were going almost right across the country so as Dad could take up a relieving managers position brought about by illness. Initially the plan was for him to fly and live in hotel accommodation but as it would probably last for almost 6 months we decided to go as a family, enabling Mom and I to experience of quite different culture and living style. We had departed...

Cross dressing gay fantasy act 2

He then walked into the room. He was already naked. I seen him behind me in the mirror. Those bulging biceps. That lovely barrel chest. I was getting a semi. I had told him what I wanted to try. He of course was up for it. I was a bit nervous about it. I'm sure He wouldn't hurt me. At least not on purpose. One last look in the mirror before standing up and moving to the bed. I lay on my back, raised my legs in the air, put my knees back towards my chest before extending my ankles over my head....

Crossing the fence

My body shuddered as I collapsed back into the water,...My legs were tired from holding position, beads of sweat drip from my blonde locks,... my heart rate slows,...as I gather my breath. My legs fall to the sides as my ravished pussy once again is submerged,... reddened by pleasure. My once tight grip weakens from the rails I held so tightly. A displacement wave cascades over the edge of the tub,... as the roar of the water jet,... forges on, like an unrelenting monster of pleasure....

Crossing Training

Cross Training By Karen Elizabeth L. Copyright 1997 Mom and dad broke up a few years ago and even with child support my family doesn't have much money. That all changed recently when mom won the lottery. We now had more money than we ever dreamt of and our lives were about to change! I was just a normal boy doing what boys do, not paying attention to my mom or teachers, and being a pain in the butt to my older sister Barbara and her friends. One of my favorite thing s to do...

Crossing Worlds Part Three

The magic portal cracked and within a moment of walking all three had arrived in the majestic bedroom of the Creneth mansion in all its ivory and harwood and silk splendor. "Welcome, Jaina, to the 21th century on earth." Markus leaped on his bed with a big smile as he could once again enjoy the oh so soft feeling of his own bed with a proper support system. The best beds of Jaina's world couldn't compare. With a big smile on her face Andrea followed behind Markus, crawling over the bed...

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 first gay encounters

I had met Steve thru a gay dating site, we exchanged messages over a few weeks and then finally agreed to meet. I was very nervous on the way over to Steve's for two reasons. One was it was going to be my first gay encounter. The Second reason, and one i had only agreed to after Steve's insistence, was that i was going completely cross-dressed. I'd gotten dressed at home as Steve wanted. Putting on a satin and lace garter belt which i attached to lace top suspender stockings, then a lace bra...

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...

Crossdressers in a bisexual sex bar gang bang

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 first time with a guy

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...

crossdressers first time

i first started to wear tights when i was 18,i was shocked when i first realised i loved tight panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore the sexiest lingerie i had ever seen,especially on a woman that age,but i felt drawn to the sheer stockings. the next day i was taking a bath when i noticed them on the wash basket,i had an urge to wear them,i was very shocked by this desire but had to!i slipped them on taking care not to rip them,they were...

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...

Crossing the Forest

This place is familiar, so I know where to go. But I continue to lay on my belly with my hands behind my back. I have sense a nice wind goes from my legs to my shoulders. It`s so nice that I even feels like wind touches insides of my pussy. Sensation of been like this in night forest driving me on. I have a lot of fillings about it. Oh, looks like some insect goes up on inner side of my leg. This thing has lot of legs it tickling a little. Interesting, where do this thing goes then come to my...

Crossroads Ch 3

A tale of pure fiction and fantasy. I was actually considering going all the way. Going all the way in becoming female. I had been living as a female in all phases of my life for some time. I continued on the hormones and all my desires said I should do this. I had called the plastic surgeon who had done my breasts and explained what I wanted. She suggested going to see a doctor in Vancouver who was an expert in SRS. I called his office and made an appointment. Luckily he could see me on a...

Crossroads Ch 5

A pure fantasy about a young man changing his life by becoming a woman. I pulled up to the valet parking of the hotel. As I got out I saw the young attendant look down my dress and then look at my legs as I swung them out to stand up. I smiled to myself. I was really going to do this. I was going into the bar in this hotel and pick up a nice guy. If I liked him enough I was going to have sex with him as a woman. My new equipment was ready and I had to try it out.

Crossroads

A crazy little story where a young man finds out if his hidden desires are what he really wants. This all started with my desire to see what it felt like to have big breasts. That’s a little odd for a guy. I was a normal heterosexual guy who dated some in high school and now that I was in my mid 20’s I found myself at a crossroad. A couple of years ago I had decided to start taking some female hormones. This would help me fulfill my desire to grow boobs. All my life people would tell me that...

Crossroads Ch 02

The second chapter in this crazy little tale. I really loved my little adventure out as a woman. I liked the power I had over men. I was seriously thinking that I would like to live as a woman full time. That would be quite a commitment and one that would change my life forever. As I said before I worked for a really liberal company and one day I got up some courage and went to my boss. I explained to her my desire to live in public as a woman. She smiled and was very understanding and said...

Crossroads Ch 4

I am on an airplane flying to Vancouver. I have an appointment with a doctor to have sexual reassignment surgery. I am so excited I can’t stand it. I know this is what I want. My recent encounter with a woman convinced me. I have no doubt about it now and won’t look back. We land and as we deplane I notice, as always, the admiring looks I am getting from men, including the pilots. I am wearing some chic pants that show off my ass and a camisole top under my jacket. It is low cut and shows...

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