Shemales Porn Stories
Page 17

2nd Shemale experience

All my stories are based on my own experiences

After my first experience with a shemale (also pasted on here, She was a He) I wanted to have a second, but this time for me to knowingly know what I was about to do.

I trolled chat rooms and dating sites for a few months, getting to know a few girls and then approached the subject. I soon was going to go on my first date with a shemale.

We meet at a local station and she was as stunning as her pictures and so convincing, she was even turning heads as we walked down the road. The evening was lovely and the food was great. We connected an... Continue»
Posted by dirtydisco99 6 months ago  |  Categories: Gay Male, Shemales  |  Views: 3279  |  
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Black Master gets a white sissy Part one

Black Master gets a white sissy

Part One

by
sissy4blackmaster


Every one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit. I went to an up market health club to keep my body in peak condition. I'd even dated a nice girl from time to time. So you'd be right in thinking that I was a bit of a closet case. I used to pass a gay bar on my way home fro... Continue»
Posted by sissy4blackmaster 6 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 3154  |  
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My 1st interracial threesome

I met a guy and he came to my hotel after meeting him on a social network site. He was 6'2 and around 225 pounds military man. We instantly hit it off when he came into my room and gave me a passionate tongue kiss. He then dropped his pants and I sucked his hard 7 1/2 inch cock, he then ate my sweet ass pussy until I couldnt take it any more. Then he topped me and gave me a huge load. About 3 weeks later, he said he wanted some more, I told him that I was super horny and always wanted a 3sum. I was house sitting for a friend and after we emailed each other for about an hour, he agreed to have ... Continue»
Posted by charlie39212 6 months ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 3763  |  
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fetisch Gummi-Transe in hohen Pumps in den Arsch g

Ich war mal wieder so richtig fickrig und geil. Ich hatte Verlangen nach meinem Stecher. So machte ich mich gegen 5 Uhr Morgens für die Freier hübsch. Ich trug' eine ordentliche Schicht Make-up auf, mit knallroten Bonbon-Lippen, metallic-Grünem Lidschatten, Rouge und kleinem Herzchen auf der Wange. Dazu die Brünette Lockenperücke.

Ich beschloß als Generalprobe auf meinen Sex-Urlaub in Palermo das entsprechende Huren-Outfit zu tragen. Hautenge lange schwarze Gummijeans mit Schlag, beigefarbene hochhackige Plateau-Pumps, Silikontitten und darüber meine rote Stehkragen-Gummibluse mit Puffärmel... Continue»
Posted by Latex_anal_queen 6 months ago  |  Categories: Mature, Shemales, Taboo  |  Views: 387  |  
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She was a he

Few years back I was in a bar in London getting a round in for the lads before we hit Fabric.
I will be the first to say I'm not the fittest of guys and rely a lot on my charm. I took the drinks back to the table and returned to the bar to grab mine when a stunning Asian girl caught my eye and smiled at me. She glided when she walked, a smile that made your heart melt and a body to die for, why was she heading over to me....?

We chatted for a while and I agreed to meet my friends in the club a little later so I could get to know this amazing angel. We chatted, flirted and laughed until th... Continue»
Posted by dirtydisco99 6 months ago  |  Categories: First Time, Shemales  |  Views: 4835  |  
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Unexpected friends CD fantasy

There really wasn't any planning to what had happened. Earlier that weekend, I had just felt this strange urge, so I decided to check online for something different to do that was new. Of course, I had done parts of this before, but most of them were separate in their operation. I had never done anything sexual with anyone, though I had posed, and the only time I had gone out as this was to see if I would be recognized. Maybe that was what convinced me to except his offer, as I somehow felt that I wouldn't be recognized by anyone locally.

So I had agreed to meet with a man at 8pm in a rathe... Continue»
Posted by RosalynLee3 6 months ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 3651  |  
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The special overnight bag

I did not want to have another boaring sales trip,so I packed up my special overnight bag for this trip. All the items a gurl would need to have a special trip. Inside were a few skirts some stockings and two wigs ( I can never decide)a few items so I could get clean and my laptop and camera.
After my sales meeting I went back to the hotel,took a long bath,cleaned myself and shaved everything smooth. Put on my make up ( this time I got my eyes perfect !) put on my stockings slinkey red skirt and this time I opted for the long black wig.

I felt so slutty walking down to the bar in the hotel... Continue»
Posted by sodeep2 6 months ago  |  Categories: Anal, Shemales  |  Views: 5807  |  
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Dawns Early Light

Almost closing time and I was enjoying a wicked high but not quite d***k. Looking around the Bar I saw almost nothing that would make my night any better and thought I'd simply head out for home. The other Bars were letting out and people were sorting out their options and pouring into their vehicles or making last ditch efforts to not go home alone. The Cops were out in f***e in the area watching for belligerent d***ks and last minute d**g deals. I knew I shouldn't be driving so I thought I'd stop at a local eatery for breakfast. It was a popular place and a lot of folks coming and ... Continue»
Posted by Keith_Walters 6 months ago  |  Categories: Shemales  |  Views: 1557  |  
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The Transformation part III

Since Mistress Anna had left me to sl**p with a vibrator shoved in my sissy hole It took a great deal of time before I decided I had had enough of the pleasurable sensation. It was long after she left that I actually slept. Despite the handcuffs and lease I found I slept amazingly well. Surprisingly being locked away in chastity was far from my mind. Then I woke up.

I felt someone step onto the couch where I was laying. When I opened my eyes all I saw was black and realized my eyes were covered. My head was grabbed and I felt a hand guide me to a lowering pussy. The taste said it cle... Continue»
Posted by fictiong 6 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 2112  |  
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KANDY THE GREATEST AMAZON GODDESS THERE IS

Kandy I have become to know this incredibly hot sexy gurl the dream of my life is unfolding as I collect my baggage at the airport and climb Into a cab to take me over to Kandys residence ,My first time to Germany im thinking dreaming wild thoughts Kandy & the land of super giantess goddess never before have I met some one with super qualities ,super tall over eight feet tall in heels huge massive boobs almost 300 inches at fullest point of her bust arms that look like bands of steel so strong her strength was unbelievable until she showed me the video she made to show her raw strength no huma... Continue»
Posted by rachels_pimp 6 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 723  |  
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Wifes Panties She knows..

I have always wanted to be caught. She doesn't know Im sniffing her panties every day. I time my escapades to match her schedule, and I always get rewarded with her cotton panties and the warm damp scent the hold. I am actually wearing a pair of hers right now...I can feel the wetness on my shaved ass as I am sitting.
Last week while we were traveling to visit her friend from college. We were staying at Pauls house, he hosted a nice party for us and 2 of his clients, after the fun they all had to travel out of town and left us there for the remainder of the weekend.My wife was really happy t... Continue»
Posted by wifes_pntylvr 6 months ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 4745  |  
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Double Stuffed oreo

Met these two dark rich ebony beauties in this roof top bar, sweet and petite they were. Brown Sugar is what they called themselves. Brown has these baseball size titties with hard nipples. She stands at 5'9 with 3" heels, some of the fullest softest lips I have seen. Six pack, bun of steel WOW she can put a hurt-in on me. Sugar has long wavy hair mid of her back, eyes any man can get lost in. No tits just very large nipples,the kind to chew on. Thighs and cafes I would love to sink my teeth into. And some of the most sexiest feet and toes. These girls had something special going on.

We tal... Continue»
Posted by Gehld 6 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 3113  |  
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Business and Pleasure: Seduced CD Pt. 1

It was a late dinner with clients in Zurich and I had been traveling all nigh on the redeye. By the time we got to the after dinner drinks, my head was swimming and my Ferragamo tie was loose. It was that dizzy jetlag and booze high where everything feels right as long as it's moving along. My clients were all well-heeled bankers and I sat in the middle of a large banquette able to survey the whole room. At one point a very distinguished gentleman at a tale near us who was with his knockout wife looked up at me. I assumed he was mad at us for being loud, so I smiled, expecting him to get ... Continue»
Posted by traveltrove 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1892  |  
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couples sexual exploration

So here we are at our hotel room, on vacation for a week in Hawaii. This is our second night and we decided to bar hop. We had fun at the first bar, we stayed for three or four drinks (wife drink faster than i do), we were supposed to stay for one. We decided to hop to the next, this one bar was jumping! And not a line outside so we went in and head to the bar. This one girl started conversation with my wife as we wait for our drinks. She was petite a couple inches shorter then my wife with nice c cups tits, long silky brown hair looked mixed or Latina, pretty but didn’t think much of it. ... Continue»
Posted by welove2sex 6 months ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 4994  |  
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The Story of My Life - Part III

High school years passed and it seemed that my cross-dressing days were over. I was regularly dating girls and was considering my past experiences with men as experimental.
When I finished high school I and the girl I used to date back then went for vacations together. We were in love and enjoyed our summer with lot of sex. She was to stay in my hometown but I was to leave my country to study abroad. All though initially we talked about keeping our relation in the end we both decided that a break up would be for the best.
On late August I left for my new hometown. I found a beautiful apartm... Continue»
Posted by georgette32hk 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 576  |  
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Idle Hands

Idle Hands

They say that idle hands are the devil's playground. I know now that that
is true. My wife and I have been married for ten years. We are both
successful in our careers and decided not to have c***dren. We fell into
what can only be called a "funk". We both would arrive home at six
o'clock, eat dinner and spend the night staring at the television until
eleven, fall asl**p and get up the next morning and repeat. My wife had
remained thin and sexy, with an incredible ass and a pair of firm breasts
that would rival ... Continue»
Posted by brandiboots 6 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1457  |  
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CD Maid Fantasy

Nervously, I knelt on the ground, and wait for Mistress to return. The whole day, I had spent cleaning her house, wearing my maid outfit, always making sure that everything on it was in order. It was difficult to keep the white stockings and gloves clean, but I had managed to do so, all while in 5" black heels, a lace-like maid outfit, and of course, a plug, collar, and cage to keep me from playing early. So I had finished my tasks, re applied my make-up, combed my short black, hair and had been on my knees for almost an hour: all as instructed. As it drew closer and closer to seven o'clock, I... Continue»
Posted by RosalynLee3 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 939  |  
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Submissive desires



Submissive desires


Sometimes fantasy becomes reality. That can be something very satisfying,
or even terrifying.

I love erotic stories and am a voracious reader of stories on the
internet. My favorites are ones about trannies or cross dressers being
dominated and used to please men. That's what I love, both in my fiction
and in my own sex life, to tell the truth. I've been cross dressing for
years, having finally given in to my urges to dress up and be the best
sissy slut I can be, and let me tell you honey, I am good! Somehow I
became fascinated with b**st stories,... Continue»
Posted by klammer 6 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1808  |  
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The Story of My Life - Part II

The story with Peter and Simon went on for several weeks. We were going at their place, dressing up there and had sex. In order to be able to shave our body hair me and Nick decided to join a swimming club. That way we could justify the shaving to our parents without raising any questions.
At the same time I was dating a girl with whom I have only reached foreplay. Usually I was seeing her on Fridays and Saturdays. As she had to be back home by 22:00 I had all my nights free for Simon.
I was now more experienced and I started to give him some really good blow jobs. But, this dressing issue... Continue»
Posted by georgette32hk 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 723  |  
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Memorable Nite Going Home

I remember it was late, I was meandering home after roaming thru a few bars downtown on a Saturday night That usually meant checking out one or two of the all nite Arcades hoping to maybe get lucky before reaching home. It seemed to be a slow night all around and I was about to give up and head out when I heard this woman say, "Are you looking for something baby?" I stopped in my tracks and looked into an open booth to the source of that voice. "Something like this?" There she was, Black wig, white fake pearl necklace, Black mini-skirt and white control top stockings, black three inch... Continue»
Posted by Keith_Walters 6 months ago  |  Categories: Gay Male, Shemales  |  Views: 2412  |  
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