Shemales Porn Stories
Page 72

A threesome to remember

After a few cocktails I was relaxed in the chair as I watched Annie unbutton Jeff's shirt and kiss his chest. Her ass was right in front of me as I watched her black nylon covered legs run up to her tight skirt that just covering her full ass. She knows how much I love tight skirts and nylons and for this special night she was dressed as a full on hot slut for the night. After three years together I had always fantasized in sharing her in a threesome. The sight of her lipstick stains on his chest, and hearing her light kisses across his body made my cock so hard. I knew Annie’s little cock mus... Continue»
Posted by Zeffer 2 years ago  |  Categories: Shemales  |  Views: 912  |  
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Anal with Annabelle

It started early on Saturday when I had a nice hot bath and shaved myself nice smooth. I followed that by dressing up and taking some very sexy photos of myself and then emailing them to the Tgirl i was going to have sex with later in the day. I left my holdups and leather and lace leotard on under my street clothes and got a train to London. It felt so nice to feel the tightness of the holdups around my thighs and the leotard chaffing my cock and balls. I arrived at my lover's house in north London and carefully applied my makeup and put on my latex mini dress over my leotard. Annabelle was w... Continue»
Posted by TaniaHarvey 2 years ago  |  Categories: Anal, Shemales  |  Views: 911  |  
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Crossdressing Fun

The meeting had been arranged for Friday morning, this would be the first time anyone had seen me dressed. I felt nervous and excited at the same time, I planned to wear a pair of nude sheer tight, black satin thong, black high heels and a shimmering silver, figure hugging, long dress with a split up to the thigh.
Friday arrived and after getting up, I slipped on my tights and thong beneath my work clothes. I set of on the short drive to Antonia's, upon arriving I was greeted by her dressed in a mini skirt, blouse, high heels and black hold-ups.
I quickly slipped on my dress and heels, then ... Continue»
Posted by KirstyNylonlover 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 910  |  
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Trapped and Trained Sissy Ch. 06

Trapped and Trained Ch. 06
I did my best to make it over to the door, but the combination of the lightheadedness I was experiencing and the stability issues I had with the 5" heels I was wearing made it extremely difficult to concentrate. Apparently I was taking too long as I felt another burst of electricity flow through my "SLUT" collar, which was enough motivation to clear my mind and speed up my learning curve on the steep heels.

Just before I reached out for the door, my Master realized he had forgotten something. He ordered me to wait and rushed up the stairs, then quickly came back ... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 911  |  
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The Domestic Bliss continued ……

After my s****r told my Mother that I was wearing her clothes, Mother was just brilliant. Mother was tall, almost 5’10”, dark auburn hair, very light/white skin, freckles, very small breasts but fantastic figure and legs. When she made me her second daughter, I was more or less her build so I could wear her clothes and shoes easily.

She told me that I wasn’t in trouble but that she would have to think about the new girl in the house a little more. I was given permission to wear her clothes but only those that she had worn (she changed her underwear every day but that didn’t stop those li... Continue»
Posted by antoniaf 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 909  |  
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Chrissie and the Professor

Possibly the after hours engagement with an English Literature professor at college may have been the thing that convinced me that older
men might be more to my liking.
It was during my Junior year at the university when we were discussing the poetry of Arthur Rimbaud, the French poet, that I became infatuated with my professor. He was a typical scholarly gentleman one would expect to encounter at a major university. He was in his mid fifties, and still in remarkable condition for his age. He was about just under 6 feet tall, blue eyes with salt and pepper hair. In class he was charming, w... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, Shemales  |  Views: 907  |  
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Trapped and Trained Sissy Ch. 05

Trapped and Trained Ch. 05
There I was, Saturday morning, back in the driveway of my quote/unquote "Master", as he liked to call himself. I turned off the key to the ignition of my car and prepared to step out. He had sent me an email the previous night telling me to show up in the outfit that I had left in during our last session.

I looked down at myself and shivered as I saw the short edge of my form fitting black dress riding up to where I could already see the tip of my black chastity belt peaking out from underneath. That belt had been absolute hell for me the past 36 hours or so. It... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 908  |  
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A Cross-Dresser's tale

You may think of me as Fiona, and I am a cross-dresser.
A story by Erica inspired me to pen my saga of cross-dressing.

I am also a recovering alcoholic, with a few days over 19 years without a drink as I write this, and I suppose the two tales are intertwined to some extent.

Not that I am a saint by any means, a lot of people with a lot less time have a better sobriety than I. But I learned that alcohol is a poison to me, so I avoid it. I just do irrational things when I add alcohol to my system.

For a while, I blamed my cross-dressing on the booze. But I discovered that feelin... Continue»
Posted by prairieFreak13 1 year ago  |  Categories: Shemales  |  Views: 906  |  
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Part 9 After the adult book store

As i sat down in the chair i could fell my like i was going to pass out. I did not think like anything like that would happen to me and that my uncle would have made me do those kinds of nasty things at the adult book store. I knew than that he was a nasty man and that I had no chose but to do as he told me to do because if i did not do as he said that he would tell on me.

Rose came over and had a wash cloth with her and a pan of warm water. She took off my wig and than began to clean up my face of all the cum with the now wet warm wash cloth. She asked me if I was ok and i told her that m... Continue»
Posted by suecd58 1 year ago  |  Categories: Shemales  |  Views: 904  |  
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Kelly gooes to college!

this is another installment of my life as a girl, im gonna flit around the different parts of my life so enjoy!

Wheni was eighteen i went off to college, no more sexy playtime with my best friend B (or nicole, which is what i will refere to her as) no more sl**ping in panties and a babydoll or short slip, or anything kinky! My first year i lived in a double and my roomate was a partier, constantly bringing home d***k girls and having loud, sloppy sex as i lay in my bed stroking my girlie cock and fingering my tight little whole, imagining it was me being a dirty slut and getting fucked goo... Continue»
Posted by dirtygurl4u 2 years ago  |  Categories: Shemales  |  Views: 903  |  
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me and connor at the beach

well Connor always liked to parade me around and i loved it we would always be down by the beach together because he lived neat it one special night we decided we would have sex in as many places as we could all in public we went walking down the beach and he layed out a towel for us to lay on and as the sun went down Connor was sucking on my cock and nipples then he fucked me so gently it was amazing and everyone was staring at us but i loved it... Connor loved me to fuck him as well and i was a little taller then him but he was so cute to me i would love to embarrass him too but he wouldn't ... Continue»
Posted by drewcd 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 904  |  
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Two hot CD lesbian sluts share an intimate moment

Her name was Kelly, we had met online in one of the gay chat rooms I like to frequent and for the next couple of weeks we had developed a friendship, exchanged pics and fantasies and I was really, really into her. we had a lot in common, more than just the mere fact that we were both gay CD’s with torrid fantasies.

After a few weeks of chatting we had grown comfortable enough with each other that we finally decided to meet in person, I was excited as could be, all I could do was fantasies about what our meeting would be like.

The day finally arrived, it was a warm Saturday in June ... Continue»
Posted by alex_boycd 3 years ago  |  Categories: Shemales  |  Views: 902  |  
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The Visitors...

If you saw a SpaceShip land nearby, and the doors opened, and a ramp lit up invitingly at your feet; would you step inside? Satisfy your curiosity and go in to meet the Visitors? Crazy question; i know...

but this is exactly what happened to me just 3 days ago.. if you are ever going to hear my tale.. let alone believe it.. then you must accept the whole of it.. and not some random parts of it to be true.. for everything that i experienced upon that fantastic, and futuristic vessel; i would come to scrutinize and mull over in my mind.. Everything that happened; every... Continue»
Posted by shemale27 2 years ago  |  Categories: Shemales  |  Views: 901

the lollipop intro

I'd just put on a pair of really short cut offs and a cut up t-shirt that was midriff and loose on the shoulders. I was shaved smooth all over and my long hair fell over my shoulders, making me look quite femmy. I drove down the interstate sucking on a lollipop feeling sexy all over. After a bit, I slowly passed a trucker, and gave him a good look at my long legs, all the while going crazy on the lollipop. He blew his horn and motioned for me to pull over. A rest area was coming right up, so I pulled into it and walked over to a picnic table. He had pulled into the truck parking area and then ... Continue»
Posted by dana213 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 900  |  
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My first meeting with Henry - Story 2

Background: Me - Closet bi-crossdresser (Katie) - 48 yo 5'11" 185 fit; smooth all over; office manager. Quite passable except voice, sexy, attractive, submissive and horny. Only wear dresses, no jeans or skirts. Try to be a girly girl. Black lace thigh highs, red and black lace teddy, black lace panties, long auburn wig, black open toe heels, bright pink nails. Him (Henry) - 43yo construction worker 6'1" 195 toned 8 1/2" uncut muscular fat veiny cock groomed naked.

As Henry opened the door to his house, we said hi and I proceeded to walk away across the room, my short black dress, ... Continue»
Posted by hotcdsub 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 900  |  
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Freak House Superstar Come Fest

Freak House Superstar CumFest
An Erotic Adventure Starring
Kiki and Ty Blaze
Special guest Star
Creampie4meonly
Cameo appearances by:
Mercnbeth as Betty & Merc, Handson1 as Steve & Marie,
Cocklover47 as Lee, MrAction as Jordan Charles,
MoFreaka as “... Continue»
Posted by HrnyCoCoCpl 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 898  |  
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Being helplessly exposed

This is a true story about my adventure into being exposed as a sissy.
I am terribly ashamed at the thought of being seen sissified especially since my face is clearly visible. My shame is greatly magnified when I am being exposed on the Internet. I am terrified someone will recognize me. The first time it happened I created an account and posted many very embarrassing and humiliating pictures of me to it. I was so aroused as I did this. After a while I removed my pictures. Then I reposted my pics. A Dom wanted to take control of the account so that I would be powerless to remove the i... Continue»
Posted by jerrywhore 3 years ago  |  Categories: Shemales, Voyeur  |  Views: 897  |  
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(blush...) i downloaded porn:(

so, in my last message, i implied that i'd explain a particular sadness...

& it's not like me to not follow up on such a statement within a 24hr time period.

i sincerely apologize...

but you see... i download some porn.

i mean, don't get me wrong. i have no judgement about downloading porn. it's just...

fuk! i MAKE porn! i AM porn!! people fukin' download ME!!!

sure... i watch a lot of porn, but i watch FREE porn, and people STEAL my porn & re-post it as THEIR favorite porn. (indeed, the latest bootleg roxxanna just went up yesterday. & what was i doing while yet another fan ... Continue»
Posted by roxxanna 7 months ago  |  Categories: Shemales  |  Views: 894  |  
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wish cum true

A wish cum true

My wife and I have had a strong and open relationship from the start. We have accepted each other and all our wild passions, and we have always been open about our sexual desires. Having said this I will try to express what happened the other night with the same intensity I experienced.

I came home from work and saw Tara's car in the drive. Strange; she gets in after me most days. Never the less, it was a nice surprise. As I walked into the house she met me at the door dressed to the nines: short mini, fishnets, low cut top and those pumps that I love. Tara is 5'4" and 10... Continue»
Posted by tara-cd 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 893  |  
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Honolulu surprise

I haven’t written a story in a while because I moved from Asia to the US and have been busy with work.

Back in Honolulu, I used to fuck plenty of women as I was young, tan, blond, and in super shape with Triathlons. Mostly I would try to close the deal really quickly after I met someone, just going with “Hey you wanna go fuck?” question after a few minutes of chit chat. You would really be surprised how often this technique worked. I got slapped a few times and a few “fuck you’s”, but really it worked more often than not. Actually, looking back it is only logical I would continue to use thi... Continue»
Posted by mahuluvr 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 892  |  
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