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I was living and working in London, my first job after college. No chance of having a place of my own with these crazy house prices and this being my first job at the age of 23, so I rented a room from a guy older than me, in his mid-30s. His name was Steve and he was a masculine type, split up from his wife but seeing a feisty Spanish woman called Manuela. There were big arguments now and again but at least the sex sounded good, if the rather loud sighs, moans, groans and shrieking I could hear most nights through the thin bedroom walls were anything to go by.

Then one workday evening I came back to find Steve sitting on the sofa drinking a large whisky. "Manuela's left me," he blurted out. "Have a drink and sit down," he said.

I didn't really want to but I felt a bit sorry for him, so I poured myself one and sat down next to him. "She came round during the day and moved all her stuff out," he continued. "Well except this, it was under the bedcovers, she must have missed it," he laughed.

My attention was drawn to some unspecified black satin and lace garment next to him on the sofa. "Oh," I said, a bit nonplussed, thinking to myself that Steve must be quite drunk.

"It's an open-crotch teddy," he announced, holding it up right in front of my face so that I could see for myself.

Sure enough, there was a large gaping slit in the material of the crotch. At this distance I could even spot what were presumably splashes of her cunt juices around the edge of the slit. I couldn't really say much, I was taken aback not just by the teddy itself and the fact that he was showing it to me, but also by the signs of recent sexual activity and the fact that Manuela would even wear something as slutty as this. She didn't seem the type. You never know!

Then Steve dropped his bombshell. Leaning over and looking very intently into my eyes he ordered, "Put it on!"

"What?" I cried.

"Put it on!" He was serious, drunk but deadly serious.

"I - I can't," I stammered.

"Yes you can," he replied, "you will like it."

By now he had grabbed my arm, I felt frightened, so I said quietly "no" and slipping out of his grasp went quickly into my room, locking the door. There were a few knocks on the door, then silence.

The rest of the evening passed slowly, I was too scared to come out of my room. But yes, I was turned on. While I still lived with my mother I would secretly dress up in my sister's clothes, then later my mother's clothes herself. I was a classic crossdresser, the oldest son, a strong female figure was running the family, there was no male influence as my mother was a single parent. I thought I'd managed to give it up when I went to college, but now the old urges were back with a vengeance.

I lay in bed, playing with my raging hard-on, imagining how the sexy lace and satin would feel stretched over my shoulders, belly, hips, buttocks, how dirty I would feel with my erect penis sticking out of the open crotch and my tight virgin arsehole exposed too. If I'd tried it on maybe I'd have taken Manuela's place in Steve's bed, being fucked by him while wearing the same slutty costume she used to wear when he fucked her. Then another fantasy came to me, one I would even maybe put into practice.

The next morning I waited till Steve had gone to work before coming out of my room. The teddy was still there on the sofa, I picked it up and stroked the sexy material, lifted it to my nose and breathed in Manuela's pungent scent. The urge to try it on was overwhelming, but I somehow resisted.

I phoned in sick to work, got dressed and after waiting a bit of time for the shops to open went out shopping. And what a shopping trip - I had decided to embrace my crossdressing tendencies fully, and submit to the wanton desires that would bring, it was time to start building up a wardrobe. Nothing from a sex-shop though, I was shopping in Topshop, H&M, Miss Selfridges, Debenhams, even Harrods. Real shops selling real women's clothing full of real women buying it up. And me too.

The experience was liberating, by lunchtime I had bought a little black dress, a short flowery flared summer dress, a pink baby doll nightdress set, black lacy suspenders, bra and panties, a white basque and matching thong, a flowery bra and panty set, various sheer stockings, some with seams, some with lacy tops, fishnets, a black miniskirt, a pink and a white blouse, high heeled strappy silver sandals, black shiny slingbacks, makeup, perfume, jewellery, 2 wigs - one long and blond, one dark in a bobbed style, and a large tube of KY Jelly.

I got it all back home, then went out again and bought some food, before texting Steve to tell him I'd cook tonight. "That's good!" came his reply quickly, maybe he still felt embarrassed about last night.

So back home again and now it's time to get ready. First of all an anal douche using the shower, I feel very clean afterwards, it's a strange feeling sitting on the toilet peeing like a woman but it's water squirting out of your arsehole. Then a bath and shave all over. I'm not very hairy but even so the feeling of my smooth freshly shaved legs brushing together as I walk is incredible. My bare smooth cock, balls, mound and arsehole feel great too, it's all I can do to stop myself from wanking off. Then on with the makeup, and nail varnish for both fingers and toes. Some jewellery, perfume, then the black bobbed wig.

Now I'm ready to get dressed. I decide on the little black dress, white basque and thong, champagne lacy top stockings, and silver strappy sandals. As I fasten up the basque I watch my transformation into a sexy dressed-to-kill woman in the mirror. My cock is rock hard. I slide on the stockings and attach them to the suspenders of the basque. Then it's on with the thong, it feels good as it glides over the stockings, then nestles in the crack of my buttocks, the lacy front panel cradling my balls. My erect 7" cock sticks out the top. Then I slide into the little black dress, zipping up the back. The length is perfect, above knee but not so short that the stocking tops show at the front if I'm standing straight. A glimpse of stocking top is visible at the slit up the back, and sitting down, bending over or stretching up it becomes very clear that I'm wearing stockings and not tights. Then on with the sandals. I strut around in front of the mirror. I look great, sexy high heels, sexy short dress, sexy long legs. With the heels I'll probably be a couple of inches shorter than Steve, which is nice. I feel 100% woman.

I get the food ready, a bit of a rush but finally everything is finished 10 minutes before he normally comes back. Just one thing to do now, I go to the toilet, pull down my thong and squeeze what feels like half a tube of KY Jelly up my hole. It's wet, cold and slippery. I pull the thong back up. The slippery gel is oozing slowly out of me, as I walk my buttocks slide easily against one another, and I can feel my thong getting soaking wet. I am a woman, ready for a man.

But now the anxiety creeps in. What if he doesn't want me? The teddy is still on the sofa, I hope he really did want me to wear it for him. Then the door is opened, Steve walks in, and almost falls over when he sees me. "Oh my God! It's you! You look fantastic! I knew it! I knew you were that way inclined!"

With those words my inhibitions are swept away. I strut over towards him in my high heels, put my arms round his neck and kiss him slowly and deeply. He responds, sliding his tongue down my throat, cupping my buttocks and pressing me against him. I can feel his erect cock pressing against my belly, he can probably feel mine through my dress too. "Will we eat?" I ask.

"No way," he replies, and lifts me up and carries me to the sofa. I like that very much, he lowers me down then sits beside me. His hands are all over me, and I gradually remove all his clothing, until he sits naked beside me. I bend over and start to suck his beautiful thick cock. Before very long he shouts, "Stop, I want to fuck you, I can't hold out much longer!"

My skirt is pushed up, and I raise my buttocks let him pull off my thong. The feeling as the skimpy thong is pulled down my stocking clad legs is electric. My cock is exposed, he starts to suck it but I have to tell him to stop right away, I'm so close to coming. "Are you ready for this?" he asks.

"Yes, but-but I'm a virgin," I stammer, panting with excitement.

"Not for long," he says. He grabs my legs by the ankles and bends them right back to my shoulders. My wet slippery hole is completely exposed. I feel his big thick cock head press against it. He looks like he's got 8" with a good girth. It's sore, very sore but finally he manages to push his way in. As he starts to thrust backward and forward the pain is replaced with waves of pleasure. His strokes are long and slow to begin with, but even so the excitement and the pressure against my prostate is too much, I moan, sigh, gasp and finally shriek as I come in a blinding orgasm, squirting spunk all over my belly and the front of my little black dress. "Yes come you filthy little bitch!" he shouts as I shoot my load and he starts pounding me harder and harder.

"It's my turn now you slut!" he shouts as his cock slides quickly in and out of my slippery virgin hole. I love the dirty talk, he's calling me a whore, comparing me to Manuela, saying he's not sure who's the best fuck, we're both sluts but he's going to fuck me regularly until he can work out who's best! I get hard again, and another orgasm mounts as Steve's beautiful cock is pounded frantically in and out of my by now voracious tranny-cunt. "I'm coming you dirty bitch, you're getting my spunk!" he shouts.

"Yes yes," I cry, "fuck me, fuck my brains out, fill me up with your lovely spunk!" Then he comes with a massive groan, I can feel his cock twitching as he squirts his spunk deep inside me, and I come hard again, my legs still held tight in place by the ankles so that I shoot a second load of cream over my little black dress. Incredible! He pulls out of me exhausted, and I can feel his heavy load of white creamy goodness oozing out of my hole.

I'm too exhausted to do anything for the next 15 minutes, then I gradually wake myself up. I feel very proud of my performance, I was panting, shrieking, moaning and groaning involuntarily, just like a real woman, just like Manuela, and I came like her too, without touching myself and with Steve's big hard cock pounding away inside me. I want to be a better fuck than Manuela, I want to be a dirtier, filthier slut than she is and satisfy Steve completely. I strip off out of my dress, high heels, basque and stockings. "What are you doing?" Steve asks lazily.

"I'm putting it on," I say, reaching for Manuela's open crotch teddy.

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It was a cold, wet night in November when I met him. There was not a cloud in the sky, even after all the rainfall the day prior. I can remember looking up at all the tiny, candle-like stars and the crescent moon as I walked home. I usually worked late and with the store being close to home, I walked back regardless of the time or weather. The road was quiet, not a car was in sight as I got closer to the alley I cut through. Each step I took, I began to think about the nice warm drink I was...

Straight Sex
2 years ago
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How Not To Babysit part 20

PART TWENTY: RESCUED Before I get home, Dev sidles up next to me on his bicycle. He easily keeps time with my rapid stride. Jenny, unfortunately, cannot and is half-dragged, half-carried. "Hey sexy," he smiles at me. "Go away!" I tell him. "You asshole!" He smiles at me and maintains speed. Two more guys join him, Will and Stewart. "Go away!" I repeat. "All of you!" "But you look so hot in that outfit," Dev says. "Katie." I stop abruptly. We're no longer on First. There...

2 years ago
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Chloes Story Ch 01

The Dilemma As the tattooist’s needle pierced my delicate skin and the painful process of inscribing the company logo above my bare pussy proceeded, I began to think again of all the chaos I’d recently caused. Derrick’s bankruptcy and impending incarceration, the rapes of Carla and Amber, and the anguish that awaits my husband. I knew too what awaits me, the same fate that Belinda, my predecessor met. She would be sold, she was informed, but Mr. Stanford also gave her permission to take her...

3 years ago
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PLAYING WITH THE COUGAR

I was 19 years old. I had some experiences with girls, but more of the times it was wishful thinking. Please understand that what I’m going to tell happened a lot of years ago, and sexual life wasn’t so easy to have, more in small towns.One day I was at the mall and decided to call the girl I was dating at that time and ask her to go out. Mobile phones were fantasy or SF!!!! So I stand at a phone trying to convince her to see us that afternoon but she had to go somewhere with her mother. I...

2 years ago
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The neighborhood sex slaves Part 3

I looked at Kelly and then back to Jack and Mary and said, "what's up"?Mary laughed and then said, "well it looks like you're up and I know that Jack here is. How would like another BJ from him"?As Mary said this, Jack moved down to his knees on one of the cushions he removed from one of the other chairs. Kelly looked at me, gave me a light kiss on the lips and said "have fun" as she pushed herself up off of my chest and slowly removed her cock from my ass. Her cum was starting to leak from me...

2 years ago
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Milflife Crisis

Peggy smiled to herself as she wiped her brow. She picked up the box of cleaning supplies, having just finished cleaning. Her youngest son had just moved off to college, and she wanted to finaly clean his room. She put everything away and went to her large bathroom. Closed the door and stripped off. Just as she was about to take a shower, she stopped. She looked her naked body over in the mirror, running her hands over her smooth skin. Even being nearly 50, she looked amazing. Her hands roamed...

MILF
3 years ago
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Daughters Slut TrainingChapter 13 Sister Gets Gangbanged

Note: Thanks to wrc264 for beta reading this! Leyla Umayyah A nervous lust tingled through my pussy and electrified my body as I posed with my three friends before the horde of hungry boys crowding the bleachers of our high school’s gym. Naked, my round, dusky breasts quivered before me. On my right, my blonde friend Kimmy already had cum staining her thighs, leaking out of her pussy while she had such a glowing smile on her lips, her braces flashing as she kept glancing at my younger...

3 years ago
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Mom punished by cops for boozing

Once there was a marriage function in Kerala and its dads friends son marriage and dad wants mom too accompany him and she was also ok with that it was of sudden arrangement there wont be tickets in train nor flight and he planned to go by car and both went on attending the function.There was a great party at function and dad enjoyed boozing a lot.Mom was frustarted with dads act and she was so annoyed.Every men in the party had an eye on mom she was wearing a red saree and her...

4 years ago
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Young sissy loses her virginity true story

So this is a true story about the 1st man that I ever met. I was about 13/14 years old and had been talking to a much older man over the internet. He was about 50 if I remember correctly. I had been dressing in my mother’s underwear and dresses for a few years and found it so sexy, I had not considered myself gay or bi, I just knew I belonged in female attire, it made me happy and felt natural. The thought of pleasing this man made me excited, terrified and scared, but very excited. I could...

2 years ago
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Wife Strips for Husbands Nephew True Story

My wife who is normally shy and soft spoken. She has a small girlish body small breast and very nicely trimmed bush cut short and a large clit. Anyway one day she is tanning and nephew (my nephew not hers) is 18 and very shy around women ( she thinks he is a virgin or was at the time ) she is tanning and we are working on yard. He came over to help me as we have large yard. She has a few drinks while tanning (some type of wine cooler) and I see him looking at her every time he goes by her and...

2 years ago
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Sex With Stranger In Goa

Hi, this is Phantom from Goa… I am very secretive so that’s why the name phantom. I am going to tell you the sexual encounter I had with a mature lady from Delhi who was traveling with her husband on a flight. If any comments then please email me on I first saw the lady when she was check in inn her baggage coming to Goa at the Delhi airport. I was in Delhi for my family friends wedding. I was just behind them while they were in the line. I over heard them fighting over something which the...

2 years ago
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Ektu Onno Rokom Golpo

Office theke phire bes tired chhilam.tai dinner kore ektu joldi suye porechhilam.kokkhon govir ghum e toliye gechhi kheyal nei. Hothat mobile er ringer beje uthtei ak ras birokti niye ghum ta vanglo….. Hallo… Golay jotota somvob rag ar bitrishna niye receive korlam phone ta. Hihihi…. Ki bepar? Kar upor ato rag? Ghum vangalam naki ratul?…. Akta surela nari kontho jobab dilo. Sei muhurte ghumta atoi dorkar chhilo amar je ato sundor akta meyer gola o amake nara dilo na…. Jhajher sathe bollam… Ke...

2 years ago
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Summer of 76 pt2

I felt Frank's hand gently stroking my behind as he watched the scene in the van, Dave continued to click away with his camera as Rob ceased kissing Chelsea and unzipped his fly revealing a very stiff and impressive nine inch cock, uncut with a bellend that almost glowed an angry red. Chelsea's eyes widened as he pushed the bulbous end towards her petite mouth, "Dave! No please I can't!" The girl's pleas were batted away by the man she thought she could trust," It's OK Chels, just do what you...

2 years ago
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Revenge of the NerdChapter 14

I was very mellow as I headed for the Schuylkill Expressway. We weren't doing anything special. We were just heading back to campus together. I was thinking about some of the things we might do together at school. Jeff was quietly enjoying the journey as well. Wasn't he? I couldn't tell from the look on his face. He looked like he might be distracted. Was I just thinking too much? I needed to get a little perspective here. Despite all the supposedly fabulous men I had dated, I had never...

4 years ago
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On the Balcony in the French Alps Pt2

I ogled my wife’s cute ass as she walked down the corridor on her way toward the shower — and Carole. Afterward, I wandered onto the balcony and sat in a deck chair, admiring the stunning view and reminiscing about what had just happened.Only twenty minutes earlier, I’d fucked Carole, my wife’s best friend. When I’d first looked at the feminine figure leaning against the balcony railings, I truly believed that it was Sally. It was only when I saw her face that I realised it was Carole.Now I...

Threesomes
4 years ago
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Having Fun Before A Wedding

But since I wasn’t the favorite thing to girls, I masturbated a lot. I watched all sorts of porn and even viewed a gay porn video every now and then to switch it up. I wasn’t sure if I was bisexual or not. I loved pussies and tits, but there was something about dicks that I somewhat enjoyed. I never got caught and always covered my tracks by deleting history and spraying febreez everywhere I jacked off. My family was pretty normal. Like I said there was my dad, Jason, my mom, Cindy, and my...

3 years ago
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Lady Peasant Ch 03

Agony was certainly waiting for the evening… all day Lady Gwendolyn had been distracted, unable to pay close attention to any of her embroidery or the chattering of her maid. During dinner she was barely able to eat, her stomach was fluttering with excitement… only a few more hours and she’d be away from the keep. ‘Ahh, my Gwendolyn is the perfect young maiden,’ her father’s boasting voice interrupted her reverie as he listed her virtues to a visiting merchant, and she smiled as she listened...

1 year ago
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Hotel Cleaner

A little about me…. So I suppose I’m a little alternative… I mean possibly a lot. I’m a 5foot 6, curves in all the right places but physically fit 25 year old. Tattoos and piercings… let’s just say yes. I have lots of both and love rocking the emo/goth look. Today started like any other. I got out of bed and looked back at my 6foot 2 Adonis of a boyfriend. His and glistened in the morning sun with his blonde hair curling in the pillow. We have been together for 5 years now in a completely...

2 years ago
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PetiteHDPorn Rosalyn Sphinx Casual Sex

Rosalyn Sphinx has just completed a hell of a run that aims to keep her spinner body tight and fit. She pauses on the way home to send some sexy snaps to her friend with benefits, then continues on until she gets home. Hopping into the shower, she soaps herself up then grabs her phone to take even naughtier pics of her pierced nipples, glistening ass, and soaped up pussy. She has just pulled on a tank top and panties when Kyle Mason arrives at her door to make good on the raunchy promise of the...

xmoviesforyou
2 years ago
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Rock and Water Chapter 2

As promised to Robert, I put myself "out there" again. Over the next few months I joined two dating sites. The first was one of the more mainstream sites many of my friends had used over the years; the other was a site aimed at introducing adults who were into more alternative lifestyles and kink. I had a few nice, bland dates with some men from the first site but no sparks developed from any of them. The second site was filled with men looking for either one night stands, or men who wanted to...

BDSM
3 years ago
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Trick or Treat

Megan was full of anticipation for the night ahead. October 31 was the one night of the year that she and her friend, Molly let their hair down – and some. Every year was a little bit different, a new adventure, and each year they just got naughtier and naughtier. Her district really made an effort and she passed house after house, all with an orange glow and pumpkins in the windows. Little parties of fifth and sixth graders, all with their parents were going a-spooking. This was what...

4 years ago
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War Of The Worlds II part 6

There was pandemonium, confusion and mayhem as we tried to exit the confessional booth. Men, women and children were running or hobbling in different directions like ants in an anthill, screaming and shouting. I finally finished stuffing myself away and buttoning myself up, and turned to see my beloved appearing at my side, immaculate, composed, beautiful and serene. A look that she had obviously mastered in her former life of royalty - she was just a doctors wife now. Or was she? I was unsure...

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