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Crossdressers Rush

If you have a fixed aversion to cross-dressing sissies, you may wish to go elsewhere. However, my story isn’t about that, although it provides the protagonist vehicle. It’s about control… self-control, losing control, being controlled and everything out of control. I hope you enjoy my style ….. p.s. If my humble contribution offends or annoys any readers, I sincerely apologize. My intent was merely to provide a brief moment of stimulating entertainment. Comment and ask for the saga...

Crossdresser and I at Costco

I went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...

Crossdresser Stories 8211 Assfucking in panties

I have been ‘mildly’ crossdressing for over a year now. I say ‘mildly’ because I am not into full feminization, I just love the feel and look of lace panties when they are hugging a good looking cock, not to mention the taboo. I have taken to wearing stockings too which feel amazing, it’s like having your whole lower half caressed persistently. I have thought of wearing a bra but, although I can almost imagine how amazing it would feel, I don’t think men look...

crossdresser confession part 1

I really loved my wife; she was the most beautiful creature I have ever known. Tall, brunette and the longest legs you have ever seen. Myrtle's beautiful face is framed by her gorgeous brown hair. She was about 5'8" and had a great ass. Her curves were soft and very feminine, not a big chest but nice and perky tits I loved to play with.She would drive me crazy when she donned a pair of pantyhose and heels with a short skirt. She didn't know it, but she would not have been able to keep my hands...

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...

Crossdresser to Trans Escort Part 3

This is a continuation of my Crossdresser to Trans Escort series.After my first fuck for money with the restaurant owner, things escalated. I arrived at work the next morning wearing a pair of black trousers, black blouse and flat ballet shoes. The owner called me into the back office before we opened up for the customers. He was sitting behind his desk wearing a tight black t-shirt which showed off his tanned skin and bulging muscles. 'I really enjoyed our transaction last night' he grinned,...

Crossdresser Business Trip to South India

Sheila Boy Mon, Jun 3, 11:09 AM to meHi All.Guess you all know i am a bisexual guy and i love to crossdress whenever i get a chance and i am alone.Well as it happened I was on a work trip to chennai and bangalore some time back. It was not a planned one and my boss told me in the night that i had to go and all arrangements have been made. I reached by the afternoon flight, took a cab and checked into the hotel booked by the office. After completing all this and...

Crossdressed In best friends mom clothes 3

I woke up the next morning alone in bed. I didn't had a clue what time it was. But my head felt somewhat sore. I can only remember climps of what happened last night. I then realized that i was still in her lingerie, and that the door stood open to the bedroom. As i laid there, i could hear a radio going in the background. “Good Morning!. The time is now 10:30 and your listening to Radio Morning Tunes” Then Queen with bohemian rhapsody started playing. I then heard Margret started singing, and...

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...

Crossdresser gets more than she bargained for

My story is like many I have read on here and which I only fantasised about, till now. This story is all true, I thought about embellishing it to make it sexier but thought I’d let you know what happened just as it did. A short history of me and dressing up first.I have been crossdressing for as long as I can remember, from sneaking a pair of my sisters panties, to even sneaking into the gardens of my parents neighbours and pinching underwear from washing lines. In my late teens when I found...

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...

crossdress in tight flared jeans went out in publi

well i have always crossdress and dressed up in my house but that recently has turned boring. i figure do something more thrilling and excited. i desided to put my tight junior size 9 flared jeans and go in public. I know that if someone saw me i probably ganna get laught at. so i started practicing by wearing the jeans and going outside my house like in the back when it was night. it really felt so good. the tightness on my hips and ass and seeing the sexy flare of the jeans made me feel so...

Crossdressed And Became A Complete Girl

Hello everyone..I’m harsh aka ayesha..I’m a regular reader of Indian sex stories and always search for stories of gay crossdressers.Before starting my first real life gay experience let me introduce myself..I’m a 24-year-old boy who wants to be treated like a teenage girl..Wants to be pampered.Wanna be treated as a wife for my man at home.His girlfriend when we are outside and as his slut when we are in bed.. I come from ranchi..I am slim, fair and height 5’8″..I m very curious about sex.I...

crossdresser ashley this my story

hi my name is ashley,I'm 48,and have been crossdrssing since I was 14.its about the time I discover masturbation.when ever I would take a bath or a shower I would take out of the hamper my sister panties and bra sit the and stroke my cock thru the material.often I'd find a pair of pantyhose,and would slip them on.felt so hot wearing them,I even wore them to school.lot times if no one was home I would sneek down to our shop that we had out back where you could not see it.inside I would strech...

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...

Crossdresser ke saath maza

Hello frnds.How is everybody.I recently got another hot encounter in July 2008.It happend at my sis home.Both my sis and her husband work for an MNC.They had recently employed a new maid.They were supposed to go to Pune for some seminar from their company.Since this new maid is new in town and has nowhere to go so my sis said me to stay at her at home so that maid will not face any difficulty.i said ok.I understood the problem and said ok for the proposal.So i reached her home on the day on the...

NeVeR sAw It CuMmInG

I like to share a story a time ago … it took place some where in Ontario cottage area. It was a warm summer evening when i was playing a video game called ‘TRoN’ at the Waterfront Restaurants and Arcade when i heard a voice say ‘how’s it going’. I took a quick look as i continued playing. It was one of my girlfriend’s friend Joanna who took interest and watch as i was on my last play and getting close to the top score on the machine. ‘Hey Joann’ I replied, and just like that, Game was Over. ‘Oh...

Clothing store encounter second cumming

It had been a while since I had seen the young lady from the clothing store. I was quite surprised when I received a call from Jaden. She asked me if I knew who was calling. I said that I recognized her voice right off. Just hearing her on the phone was making me hard. She mentioned that I had said to call if she ever wanted to get together. She said she had thought of me often over the last month since the events at the store. She asked if I was able to meet her after work at her apartment. I...

Clothing store encounter second cumming

It had been a while since I had seen the young lady from the clothing store. I was quite surprised when I received a call from Jaden. She asked me if I knew who was calling. I said that I recognized her voice right off. Just hearing her on the phone was making me hard. She mentioned that I had said to call if she ever wanted to get together. She said she had thought of me often over the last month since the events at the store. She asked if I was able to meet her after work at her apartment. I...

Winter is Cumming

The day began like all others, climbing out of bed at the crack of noon, devouring a Toaster Strudel and mayonnaise sandwich before braving the crisp Canadian weather by going to Vancouver's Public Market for fresh seafood now that I'm eating healthy. Along the way I passed a group of American hipsters vaping cannabis oil on a street corner, celebrating Tommy Chong's birthday. Damn Americans! Since Trump's election, they have flocked here like a silverfish infestation. Silverfish, that...

PenthouseGold Madison Summers Has Stepbrother Cumming

Naughty blonde Madison Summers is intrigued by men and their cocks, especially monstrous ones like that of stepbrother Jay Romero and today she wants to get up close and personal with it. Watch this taboo family relations Penthouse porn unfold as the college cutie wraps her hungry lips around his big dick for a blowjob and gets a pussy licking. The petite babe then gets fucked until her handjob has him cumming all over her small tits. It’s a dirty family secret scene you don’t want...

DeepLush Kristen Scott Keep Me Cumming

This scene features Kristen Scott and I in our second video with really intense chemistry again. We are insatiable with each other and fuck all over the bed with a wonderful balance of intimate kissing and passion with plenty of intense, energetic, rough sex with slapping, spanking and spit. I hold her down, fuck her mouth, we both lick each other’s asses a ton, she rides my cock, and there’s a portion shot in POV during the blowjob. We keep the energy high through the whole scene...

Crossdresser drinks cum

Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she wanted me to pop, she'd plunge her head all the way down my pole.Less than three minutes into the BJ, my cock disappeared into her face. I shot my load. Nikki froze while I unloaded. She couldn't...

Caught Cumming

I remember the first time my dominant wife caught me jacking off. Boy did she punish me. I got home from work early and I was feeling horny so I stuck a video in the VCR. I took off my clothes and got up on the bed. I was stroking my hard cock and playing with my balls. I could tell I was going to cum hard and fast so I stopped and went and got a cock ring. I also got out the wife's biggest dildo and some lube. I put the cock ring on and lubed up my hungry ass rubbing the lube into my hot...

Watch out Texas I m cumming

(Please read previous story to understand the characters)As I lay in bed that Sunday night, my cock aching from the workout it had enjoyed at Charlie’s home, I wondered how I would be able to act normally in the office the next morning. I had to; this was a big week for our US operation, as I was going to announce a major expansion at a large oil conference on the Wednesday. I needed to be focussed, but at that moment in time all I could think about was the fact that my staff had a “sex-club”...

Caught cumming

When we moved into our new house I got first pic of bedrooms, instantly I chose the bedroom in the loft with a nice big skylight, I love having the sun in my room and when it's raining I like watching it drop all on the window. One day I decided to have the blind open while I went to bed, waking up the next morning I had discovered my favorite place ever. I stripped naked and lay on my bed again, my huge tits flat on my chest as I lay there I began to wank. Where we had moved to was across the...

Hands free cumming

One day I really felt the need for an assfucking so I broke out my favorite toy and gave it a go. The toy is a realistic cock, with balls, that is 8 inches long and appropriately wide. I started watching a video of a hot looking redheaded Shemale with big tits that was fucking a guy in the ass. I lubed up my toy and worked it up inside of me and while sometimes matching the rhythem of the guy getting fucked, I was totally enjoying both the video and my toy. I began stroking my very hard...

A Long Time Cumming

It's been a rough couple months. Between the kids and the jobs, there has hardly been any time for us. It feels like forever since I've been able to lick that sweet, wet pussy. Just thinking of it gets me so hard. It's time for my plan to get into motion. The kids are at their grandparents. The package arrives. Inside is a note detailing exactly what I want you to do. Accompanying that is a new set of classy lingerie. Nothing overboard, just a sexy bra and panty set. I make sure I'm out when it...

A long time cumming

This is my first story.. please constructive criticism...A story about 2 married mature people, but not married to each other. Both couples have been friends for a number of years. The problem is that his wife and her husband aren’t just aren’t interested in sex anymore. Which as every one knows, does not make for happiness in the home. Betty and John are in their late 50’s, no c***dren, and are always on the go and never miss an opportunity to go to a party. Betty is 5’-6”, around 115...

A Long Time Cumming

His fingers gently rolled over the nipple of my right breast while he teased my left breast with his soft tongue, but the need for further foreplay was not necessary, I was more than ready for him to enter me. A soft moan escaped my lips as his thick cock began its decent to the depths of my dripping cunt, a sensation that made me quiver with delight. As always, he began the slow but steady rhythm that he somehow knew I enjoyed. As his pace began to quicken, I wrapped my legs around his waist...

A Family Man Part 5 Home Cumming

Since we drove up here on a weekend and it was Saturday night, most government buildings or other facilities where we might get more information would not be open, nor would they be tomorrow. This trip wasn't about finding my family on the first try so much as it was about getting an idea about the area and where I might concentrate my efforts in the future. As far as the hospital went, I was mostly interested in learning how large a geographical area they usually serviced and maybe see if...

Best Home Cumming

Let me first begin by saying that I am very open to different things in life and I am quite fond of sexual things and I love young women a whole lot, especially ages 18-25. My name is Tom and I am 41 years of age. I have a great wife and 1 adorable son aged 12 years old. Now I work and live in a foreign country but when it comes to my vacation I would normally take my family with me but I have not been to my home country in almost 10 years and so the time was nearing when I would be making my...

A Storm Cumming

They were predicting a major Nor’easter here in New England. I had come home early just to make sure the house was all set. Not that I was really worried. Even though we looked over the outer harbor, we were high enough that even the infamous Blizzard of ’78 with its 20-foot surge was more than fifty feet below us. In addition, the heating was gas switchable to gravity feed hot water. The stove, actually, all cooking places were natural gas too. Even the hot water heater was gas. We had plenty...

New Neighbor 8217 s Home Cumming

Hello, everyone, this is Likith from Bangalore. This is my first story which took place a few months ago with my hot neighbor Priya. Let me describe myself I’m 21 years old, fair, 6ft tall, and owning a 5.5inch tool which I feel can satisfy any women. Coming to Priya. She is 34 years old, fair, 5.5 feet tall, having some good assets and her figures are 34-29-36. She is married to a guy who is chutiya by birth. He works in a company and always used to go on business tours. He has 3.5inch lund...

Long time Cumming

Callie had been away for two years serving in the Peace Corps. While she loved what she did the time away from Brad had left her wanting and in deeply need of passion. The letters and skype calls helped but nothing replaces the feel and touch of Brad’s warm hard body.Finally Brad was able to schedule a visit and Callie spent the next few weeks doing nothing but think and fantasize about how great it will be to see and feel him again. The two and half hour drive from the airport was torture...

Recollections From A DiaryChapter 13 Deck the Hall s cause Gary s Cumming

Dear Diary: I met the shyest girl today. Her name is Danielle, she's a gorgeous blond, and she towers over me! We talked "girl talk" while we worked together in the Bio lab. When I told Julie about her this evening, she shocked me by suggesting that I seduce her. But after listening to Julie's reasons and ways that I might accomplish this, I started to give it some serious thought. My guess is there will be more about darling Danielle later on. But the main thing I have to write about...

NO SECOND CUMMING

BY KEVIN SURNOWThe day before I was planning to attend a Sacred Masturbation class I had one main concern: I hope my cock looks awesome. I was on my way to a queer group masturbation workshop where I was going to be in front of strangers for approximately two hours. If the world was ending anytime soon, at least I was leaving with a bang. Multiple bangs if I was lucky.The leader of the workshop is the androgynous spiritual leader of the Oikos Intentional Community, (above) Dasa William...

first time cumming

When I was 12 I began secretly stealing my sisters pills and clothing and make up, I was dressed up as a girl when I was younger and enjoyed the feeling so growing up I have always had a time to connect with my femme side, when I started stealing her clothes and make up I would look up videos online to see where all the make up went and what was good colors for my complexion, I've always been pretty skinny but the last year I let myself go and put on a few extra pounds and began to fill in the...

The Taxman and the Muse Christmas is Cumming

The room was decorated with pine boughs and holly, with mistletoe hanging from various points on the ceiling. The tree was decorated with silver, red and green balls, and golden points of light. Gifts wrapped in a multitude of colors and styles were piled around and under it. He sat in an overstuffed chair near the roaring fire, listening to Christmas carols on his MP3 player. He couldn't believe his luck. Shuffle mode had just played his three favorite carols in a row, Sting's version of...

BackroomCastingCouch Victoria The British Are Cumming

26 year old English musician Victoria has come to America in search of fame and fortune. That search led her right to our lovely black couch. So today we’re gonna get to know this little tart real well. Personally, I’ve always found accents to be really sexy, especially British accents, so I have to say this was a fun day for me. Something about the exchange of cultural ideas and bodily fluids really gets me going. Miss Victoria was pretty leery about this whole operation, I think that’s...

TeacherFucksTeens India Summer Cant Stop Cumming

Ricky Spanish knows that his new stepmom India Summer is hot hot hot and he wants her for himself. When he joins her in the kitchen and asks why he isn’t studying, Ricky doesn’t have a good answer. He tries to study at the table, but he’s distracted by India’s huge breasts! She notices his attention and offers to show him a little cleavage if he’ll just try studying. That doesn’t work well; Ricky now can’t stop beating his meat. India decides to take...

WildOnCam River Fox Gorgeous Blonde River Fox Cumming

River Fox is ready to stun you as she stares you down with those icy blue eyes that will captivate any man. Don’t worry she’ll get that top off so you can see those gorgeous large natural tits too and wants so badly to feel your throbbing cock in her cleavage as she titty fucks you. Eric gets her into all your favorite positions giving her that cock hard! She bounces on his cock in some reverse cowgirl hypnotizing you with those gorgeous bouncing tits! She knows you want to cum all...

My First Cumming

I remember my first cum experience. Me and my fried Josh were just hanging out after school at my house. My parents weren’t home. They trusted us. Josh and I were just talking when all of a sudden he asked me did I wanna see his cock.I was so horny so I said sure y not. He looked at me while unzipping his pants, and then grabbed my hand. He led me to his hard 9 inch cock, and placed my hand on the head of it. I started to rub it softly and he started to moan. I was getting hotter and hotter by...

Cumming

Chapter One: Somewhere I Have Never Traveled It was dark when I left New York. The early light of Spring fading into a chilly Northeastern night. When I arrived in Paris, it was mid-morning and the sun was shinning brightly. It was one of those bright intense Parisian Spring days that feels like summer in the sun and winter in the shade. The kind they write songs about. Jean Luc was waiting for me when I cleared security and I was racing to Centre City and a day I had been anticipating for...

A Long Time Cumming

Sarah was a hot sexy 50+ blonde with large breasts and an inviting mouth. She had a sparkle in her pail blue eyes. We had not seen each other for six plus years. There had always been some sexual tension between us. I was her supervisor so I had to keep my professional distance. You could say she had an ability to give me a ‘raging hard on’. We met again at a retirement for two former colleagues. Sarah was wearing a light blue and yellow button down blouse with a short denim skirt. ...

Company is Cumming

It was Friday evening; Lisa had invited a friend of hers over to play cards. I knew who the guy was, but I’ve never spoken to him. Lisa has known Doug for along time, they had gone to school together. The dining room table had been set up for the card game, snacks prepared and drinks chilling in the fridge. Lisa went, showered and had gotten ready, she came back in the room and just to look at her made my cock hard. Lisa was wearing dark red lip stick, a grey top that outlined her large breast...

Tanning and Cumming

Hi, I am Maggie. There's no mister at the moment, I'm afraid, but I have always considered myself straight. I work for a local PR agency, and between work and friends, my life is quite busy. But, I find time to do the things I love. One such thing is tanning. Living alone on a tight budget is hard. But I lucked out. It turns out that my older neighbor owns a tanning salon and keeps a bed in her house. I made friends with her (before I knew about the tanning bed), and she lets me use it whenever...

Mariel Karin and old Jake Santa s cumming

I sat with a bemused look on my face, studying the prostate figure of one of my colleagues, as she was face down on the table, much the worse for imbibing far to much alcohol.We were seated way to the back of the hall, and while everyone was going crazy on the dance floor, I sat guard over Karin, in case some horny guy took advantage, and who could blame them for trying.Karin was one of our pin-up girls, leggy and blond, not your 'Aeroplane Blond', no she did not have a 'Black-Box' she was pure...

My First Cumming

I remember my first cum experience. Me and my fried Josh were just hanging out after school at my house. My parents weren't home. They trusted us. Josh and I were just talking when all of a sudden he asked me did I wanna see his cock.I was so horny so I said sure y not. He looked at me while unzipping his pants, and then grabbed my hand. He led me to his hard 9 inch cock, and placed my hand on the head of it. I started to rub it softly and he started to moan. I was getting hotter and hotter by...

A Long Time Cumming

Sarah was a hot sexy 50+ blonde with large breasts and an inviting mouth. She had a sparkle in her pail blue eyes. We had not seen each other for six plus years. There had always been some sexual tension between us. I was her supervisor so I had to keep my professional distance. You could say she had an ability to give me a "raging hard on". We met again at a retirement for two former colleagues. Sarah was wearing a light blue and yellow button down blouse with a...

MelissaChapter 2 The Home Cumming

When Melissa got home from her lustful encounter with Ted in the woods, her mother, was in a foul mood. Helen Harvey was usually strict with her children and getting home late after school was something she didn't tolerate. "And just where have you been, young lady?", fumed her mother. "You should have been two hours ago!" "I had to stay in after school, Mom.", she lied, "That stupid Mr. Hoskins gave me detention." In addition to being the usual reason for being late, Melissa knew...

NewSensations Alex Coal Alex Thanks You For Cumming

Alex and her boyfriend have a great idea to relive some college days and old fuck buddy Jason came to mind. With a quick call and a demanding invitation Jason arrives at their home as quickly as he can. Alex teases him for being a little late but reminds him that he knows how to fix that, with his perfect pussy licking skills. Now with her pussy dripping wet and ready for his throbbing meat to slide right in she makes sure her boyfriend is right next to them stroking his cook too, because right...

StepSiblingsCaught Chloe Temple Jasmine Grey A Long Time Cumming

Chloe Temple and her friend Jasmine Grey are having a great time trying on the new clothes they bought. They don’t know that Michael Swayze, Chloe’s stepbrother, is spying on them and watching them strip. Michael is so turned on by the two hot girls that he whips out his stiffie and starts jerking it off. When they notice him, though, Michael runs away to his bedroom. Chloe tells Jasmine that this isn’t the first time Michael has perved on her and she kind of thinks it’s...

NubileFilms Lulu Chu Christmas Is Cumming

It’s Christmastime and Lulu Chu has realized something terrible: She forgot to get her roommate, Damon Dice, a gift! After thinking on it for a while, Lulu realizes she has a built in present. She can give Damon the gift of a romp between the sheets. Decking herself out in sexy Santa lingerie, Lulu joins Damon in his bedroom on Christmas morning. She crawls into bed with her roommie and strokes his morning wood while letting him know that he can have anything he wants. Damon tries to...

NFBusty Lauren Phillips Keep You Cumming

Bigtit babe Lauren Phillips is looking fine in her low-cut romper just for Tony. She can easily squeeze those tits and watch them jiggle as she bounces. Turning around, she gives Tony a view of that ass, too. Then she faces forward once again so she can pop her big jugs free. Pulling her romper down further, Lauren unveils her slim waist and her thong. Her hairy muff peeks out from underneath her underwear as she keeps on bouncing and jiggling for Tony’s pleasure. Her striptease concludes...

FamilyXXX Lolly Dames Stepmom Lolly Did Not See This Cumming

All these new emotions and feelings for big tit big ass milf stepmom Lolly and her younger stepson Chad is not what she ever expected as she always had a thing for older men, until now. Chad was special in her eyes as he knew how to handle her juicy big tits and hot pussy with his big cock and she was gonna make sure to keep him all to herself. The teasing began outside at the pool as Chad stared thru the window before he indulged in her sexy body fucking her tight pussy, hot mouth and big tits...

TeenPies Sierra Nicole Can t See Where I m Cumming

Sierra was feeling extra playful one sunday morning! She decided to take her stepdaddys phone and her moms number with her own! This was just the start. She kept teasing him and flashing him too, causing him to make her leave the room. A bit later, he was getting texts from his wife about how she will be home early and how she wants to try something fun while Sierra was out at the movies. She suggested he blindfold himself in the living and wait for her, which was quite different, but he hadnt...

Confessions Brooklyn Chase Katya Rodriguez Extra Maid Duties Are Cumming

Brooklyn Chase has had enough of her maid Katya Rodriguez! Brooklyn believes that her maid may be doing more that just fluffing her husbands sheets! Brooklyn has no concrete proof though so she decides the best way to know is to take a look at Katyas pussy up close and personal. She knows what her husbands cock and cum smells like so she digs in to Katyas hot shaved pussy and lucky for Katya’s employment no trace of that cock has been near this pussy but it tastes so sweet and Brooklyn...

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...

Crossdresser surprise

In my early twenties I met a lovely guy who was very dominant. We lived together for quite a while and he got me into cross dressing for him. He liked me to be fully shaved and bought me various wigs and outfits to wear. I was very shy and lacked confidence before I met him but he brought a whole new me out!! While he he was at work he would phone me and tell me what to wear that evening for him. I used to get really excited waiting for the call. One call in particular led to an amazing night...

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...

Crossdresser dominated by woman Part 1

In the gym one day a curvy lady passed me by. ‘Nice t-shirt’ I said to her casually. ‘Thank you sweetie’ she replied and kept going. I went to the water fountain and took a drink, watching as her ass moved in her tight yoga pants as she walked away. I continued with my workout and then around 20 minutes later I went downstairs. The swimming area had a communal changing room with individual cubicles, so both male and female users were present. I was about to grab my bag from the locker when I...

Crossdresser to Trans Escort Part 2

This is a continuation of my previous story 'Crossdress swaps clothes and gets assfucked in pub'.So after getting my asshole fucked by a horny French dude, barefoot in a park in the French town of Lille in the middle of the night, wearing only my sexy Ukrainian friend's slutty little dress, I inevitably missed my bus to the airport and subsequently my flight home.That turned out for the better. I decided to stay and with the encouragement of those around me, transition to living fully as a...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes Part

I couldn't believe that he was going to be my new neighbour. What was I going to tell Roxy? I really wanted a key for the gym, but I didn't know if I should call him? Now that I knew it was him, I sat down at the dinner table, and looked through the notebook. And sure enough, there it stood in writing...Jan Martin, is the handyman of the building. He will also provide the keys necessary for the gym and washing room. He needs to know your personal information if you need those. So give him a...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes Part

I got back to Peter's apartment, but no sign of Roxy. I sat down in the sofa, And there on the table in front of me was a folded note with 2 joints pre-rolled. I picked up the note and unfolded it. I read it...‘I’m sorry. Working late. But I have been thinking of you all day. I really enjoyed sucking that tiny clitty yesterday. I bought you a small present, it's in the bedroom. I'll be home around 22:00. Cya’I lit a joint and walked into the bedroom. The bed was neatly done with all light pink...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 11

As I had fallen asleep - I started dreaming......I was licking Roxy’s pussy again.“You’re such a good pussy licker!” and I kept going. She stopped me and pushed me onto my back. “Now I’m gonna suck your pussy, Caroline!”I tensed up and was scared. She was sitting on my stockinged legs and grabbed my skirt and pulled it up. I only had on some pink panties. And in the dream, I had a huge cock. Her face looked shocked and was stunned.“I'm so sorry, Roxy. I meant to tell you that I’m a guy!” The...

Crossdressed In best friends mom clothes 10

I was totally exhausted after that good fucking. He passed the joint...“I can't believe I just fucked you! I never imagined that you so good-looking as a girl! Mmmm, fuck, Caroline!”I passed the joint back to him. “I'm glad you took it like that! But I guess I relaxed a bit after seeing you being so crazy about my feet. I liked the attention. He-he!”He smoked some more. “I don’t just like them...they’re the best girl’s feet I’ve seen in pantyhose ever! I love you in pantyhose, Caroline!”I...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 9

I cleaned myself in my behind and there was still cum oozing out of my pussy. Wow, dad had cummed a lot inside of me. I soaped my whole body after I was done cleaning my hole.It was a really nice shower my dad had - all glass walls, with a huge window view over the city, and as it was in the middle of the night, it was real pretty. Even peaceful.I grabbed a towel and dried myself off, and just put the towel around over my tits, and it went down over my butt-cheeks. I walked out into the living...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 7

I got out of bed and went to the kitchen to make a cup of coffee. And as I did that, I saw a note on the kitchen table...Good Morning, Darling. Mommy had to go early this morning. I wanted to let you know that you don't need to take those drops anymore, for now. And your father called. He asked if he could talk to you. But you were asleep. Please call him back. Cya soon. Kisses from mom.I picked up the phone and rang him up, and sat down with my coffee.“Hello, this is Steve!”“Hi Steve, it’s...

Crossdresser and driving

A little about me, I'm married, and wife doesn't have a clue I like to dress up. I would love to have her know and accept it, but I don't think she would. I do cam and love to get instructions from people that are watching on cam. Am I a sub? I think I am. I like to drive dressed. When I take a drive up to northern Wisconsin, I love to drive while dressed. It is always around 5 am when I leave a little dark but getting light. I can't get dressed at home and walk out to my vehicle. I don't have...

Crossdressed In best friends mom clothes 6

I woke up the next day pretty late again. My head was sore. But other then that i was fine. I walked passed Nico room and his stuff was already gone. I continued into the kitchen, were i see mom. I ran over and hugged her. “Hi sweety. How you been?” I sat down at the table. And Margret came with a cup of coffee. “Thanks. I've been a good girl mommy” “So you have? I drove my boy to the bus station this morning. But before that i see you sleeping in your own bed fully clothed as Caroline” I...

Crossdressed In best friends mom clothes 5

I heard him put the stuff back and closed the door to my bedroom. He took his clothes off and went to bed right next to me. I was still fully clothed. Course i still had my pantyhose on and the flatten corset. “Good night Brian. Again im sorry” He turned away from me and fall asleep. I think i only slept an hour, and then i woke up. I couldn't really sleep because i still was drunk and felt dizzy. But I was so fucking horny after what happened with me and Nico. He was full on snoring right...

Crossdressed In best friends mom clothes 4

The next morning i got woken by Margret Who opened my mouth and gave me my drops. “Rise and shine Caroline. I put a pair of black nylon pantyhose on the bed. Can't have you walking in dirty cum stained hose” I took my old pantyhose of. And slide my legs in some black nylon pantyhose with flower lace kinda pattern. Oh my god those pantyhose woke me up right away. The felt so good on my feet and all the way up my belly button. I was still in my fluffy dotted skirt from last night. And all the...

Crossdressed In best friends mom clothes 2

First Time“Phew that was a close one” And we both laughed, though it all felt a bit awkward. I just tasted my best friends dick. I'm sure it was a mistake, just 2 boys that got carried away. He put on some music. Then his mom called him. “Nico. Someone on the phone for you” He got up and left the room. I sat there in his little sofa. Feeling the stockings and the panties against my skin. Mmmm it felt so nice. A few minutes later he came back. “So listen up. I just got offered to come down and...

Crossdressed In best friends mom clothes 1

Since an early age i started wearing pantyhose. Remember one time when i was around 7 and it was cold outside. Then my mom gave me a pair of black opaque pantyhose on, to keep me warm under my winter clothes. Since that time i've been in love with pantyhose. I had a couple of different once hid under my bed. Some nylons some stockings and lots of pantyhose. As i grew up, i had a really good friend. His name is Nico. And we were together everyday after school listening to music and watching...

Crossdresser teacher violates 18yo sissy schoolgir

I am a home schooling teacher, short skirt with side splits tight but stretchy over my right bum, black stockings and black lacy see thru panties wig, white sparkly heeled sandals and Lacey see through top sat opposite you on the couch. You are wearing a shirt and tight school skirt, white see thru Lacey panties and nude colour tights and black boots, tight school shirt white bra and pigtail wig. I sit opposite you on the couch occasionally opening my legs slightly giving you a glimpse of my...

Crossdresser getting TRAINed

I was home alone when i got a call from a friend that is train driver / railroad engineer. He is 40 years old and spend most time alone driving a train. He asked me if i could not come over, because he is feeling alone. I had nothing better so i visited his flat. So i put makeup wig and some tight dress with thong and heels. I wanted to put stockings but already had heels so i decided just to go with my smooth legs, it was hot that day anyway.He already had prepared some beer and drinks. We...

Crossdressed Pigslut Takes a Cottage Assault

my sexual deviance is based largely around the high heel... of course with the females who wear them but also the nastiness i can get up to when wearing them myself..i wont meet anybody for sex unless i'm wearing a pair of fuckme heels which are of a certain standard , the idea of wearing just stockings revolts me , as does wearing a pair of heels that i deem un-sexy. the next obvious step up from wearing heels and lingerie and little black dresses is to be presented to somebody else who...

Crossdresser Fantasy part 2

the bar"So what's your name?" She asked taking a sip of he straw."Maxwell" he said smiling "what's yours?""Maricela" she said presenting her hand.He took her hand and kissed it. She let out a sweet giggle. They both enjoyed a few more drinks and flirting. Maricela couldn't help but stare in Maxwells green eyes."Wow" she thought, "he's so handsome he could have any girl but he wants me!" This excited her greatly and before she knew it she had reached her limit."I think I've had enough I'm...

Crossdresser gets help from a stranger

A Good Relationship - Cross-dresser gets help from stranger.I had just moved into the country to a nice little cottage that my mother owned, she left it to me when she died. I had lived there for a couple of months, and began to feel at home and took to exploring the countryside. Across the lane from my house was a footpath lined on both sides by a tall hedge, it went past a large mansion house, which was the only other building for miles. The path led to a small wood which I thought I would...

crossdresser in the woods

about 30 miles form where I live is a small wood with a layby next to it. the local gays go for a walk in the trees looking for fun , so one day I decided to do just that , although I would be dressed up as my normal office girl cd.black heels , stockings suspenders , mini skirt , blonde wig ..very similar to the photos I have posted on here .as I parked the car there were 2 cars already there , one empty one with a single guy in it.I walked into the wood . I didn't see anyone , so I just...

crossdresser and the trucker

I used to get dressed up as an office girl and get into my car and drive down the motorway exposing my sexiness to the lorry drivers . here is the idea , I overtake them slowly , if they look down and see me , they either beep or flash me in once I have overtook them . if they do I slow down and let them overtake me , then the next time I go past them I flash off , more stocking tops or even start to wank as I go past .8 out of 10 drivers don't care , then you have one who then realises its a ...

crossdresser fantasy

hi - my name is franny and i am a pantyhose addict - been that way since puberty wearing my mothers clothes - but lately, i have really indulged myself with buying spree at macys - loading up on hosiery . shapewear . dresses and heels - can never seem to satsify my fantasy of transformation to a woman - what would really put me over would be to entertain horny men and it might go something like the following wishful thoughti like meeting others on line who have the same passion i do for...

CROSSDRESSER BUSINESS TRIP PART II

PART IIWe started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road...

Crossdresser s Rough Sex

To start things off there is something you need to understand. I am bi sexual, but when I am with a guy I am a submissive bottom. I love to pleasure other guys. That's how this experience came about.I was out for a drink with a girlfriend, catching up on the latest gossip when a voice whispered in my ear"I can see your knickers."I spun round and saw a moun5ain of a man, he looked like a chubby lumberjack, all man and really butch. I blushed and panic as no one knew I was wearing panties or...

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...

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...

Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather...

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...

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...

Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the...

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...

Crossdresser Ke Saath Sex

Hi mera naam samir he me gujrat se hu ye meri pehli story he aur sacchi bhi Me ek simpsl sa man hu 30 saal avrege body Abme apni story par aata hu ek din ki baat he me kaam ke silsile me mumbai gaya tha kaam ek week ka tha me friday ko subha me vahan pohuncha usi din sham ko kaam khatam karke hotel me lot raha tha to mujhe tren me ek lady mili me normal hi tha jese aur log normal safar karte he Wo mujhe dekhe jarahi thi shyad wo mujhe pehchan gai thi me mumbai ka nahi hu thodi derme wo mwre...

Crossdresser to Fuckable Mannequin

I have been contacted to join the cross dressers pop mannequin society. Ok I have dressed for years but never been involved I such a thing. The day arrived and I was apprehensive but awoke with an unusual great hard on. After coffee I shave all over and greased my pussy. A 9 inch dildo opened me up. Slipping into my silk G-string, and matching bra I felt good. Applying glue to my chest I quickly poisoned my size D breasts in place and pulled my lovely Victoria's secret bra over them to...

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