Shemales Porn Stories
Page 81

The Trip part 3

I soaked in the tub for close to an hour, thinking about my predicament, it was only the second day of the trip, I figured if I was going to get through the week then I just had to resign myself and do whatever Joe asked of me, sex is just sex, I reasoned, it doesn’t matter who or how many people you have it with, it’s still just the same physical act, if I could get over the psychological aspect of what I was doing, then it would be a lot easier.

I mulled it over for a while, before getting out of the tub, brushing my teeth and swilling my mouth out with mouthwash, it still didn’t entirely... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 632  |  
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Sex with FTM

I was traveling and decided to go on craigslist to see if I could have some adventures while out of town. I saw this ad that really intrigued me, “FTM Seeks Men for NSA Good Times”. The description defined this as a male to female trans person, a man with a pussy. I am pretty liberal and down for some adventures so I thought why not, worst comes to worst, I’ll just wind up alone in my hotel room after saying thanks but no thanks. We emailed back and forth and decided to meet up in my room, watch some porn, have a few drinks and just see where it led.

When he gets there, he looks like an... Continue»
Posted by jadon69 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 748  |  
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The Trip part 2

I awoke suddenly feeling dazed and with my head pounding.

"Kara, baby...you okay?" asked Chris

Chris roused from his slumber and reached for me. I was sitting up, breathing hard.

"It was nothing. Just a dream, I guess."



"Okay. If you say so." He rolled over to look at the clock. "It's about time to get up anyway. Must have been more tired than I thought."



As I gathered the covers around me, I noticed, I was wearing a Japanese schoolgirls uniform, there were red marks on my wrists that looked like rope burns and I could feel fresh cum leaking from my ass. Chris saw me squirm... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 714  |  
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The Trip

I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because of a drama club I’d joined, where a part dictated the sacrifice, it was a poor excuse but they chose not to question it further.

One Sunday night I got a telephone call from Joe telling me to come over right away, I dropped everything and did as I was told. When I arrived at Joe’s he ushered me straight up to his bedroom.

“Were going ... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 1390  |  
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5 COURSE MEAL

There are a group of people I regularlly swing with. This 1 night I got a phone call from one of the women named Susan who asked me if I would like to come over. She told me sh had a few friends over and they wanted some fun. None of their husbands were there. I asked susan if I could bring a friend and she said of course. She knew who exactly I was going to bring, mt t/s girlfriend. We got there and we all starting talking. Everyone was so horney that my friend went right over to one of the women named Nancy and started to feel her up. Nancy reached down expecting to feel a pussy but instead ... Continue»
Posted by firefighteral276 2 years ago  |  Categories: Lesbian Sex, Shemales, Taboo  |  Views: 1136  |  
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Party Surprise - First sex as a Crossdresser.

This is a work of Fantasy. I hope you enjoy.

Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.

I didn’t consider myself bisexual, certainly bi curious at least. I liked watching guys stroke on cam and enjoyed the odd bit of cybers... Continue»
Posted by SatincdAus 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2735  |  
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Daddy always wanted a little girl

I SAW my daddy and his friends fucking a tranny one night and the next night he had a poker party. SO I got some of the sexy clothes he had. MINI skirt black lacy crotchless bodySUIT heels, wig makeup, EVEN IN my wheelchair, I LOOK LIKE LIKE a whore. Toward the end of the night I rolled out to driveway where his friends would park there. HE HAD one overweight friend about 350 whom i had seen fucking trannys several times. I WAITED BY HIS CAR, HE HAD A HUGE COCK, i wanted his cock.I GOT IN THE BACKSEAT OF HIS WITH AHUGE DILDO AND STARTED WORKING IT. When i saw him cumming, I pretended to be on... Continue»
Posted by cdaisy 2 years ago  |  Categories: Shemales  |  Views: 1125  |  
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Isn't it nice when ................

Well, here’s the thing, I’ve been so busy of late I haven’t had a chance to even think about Antonia being naughty.

But next week, I’m going to be hold alone for 6 days and nights so I’ve decided to make up for some lost time.

I’ve got two new pairs of shoes on order, one pair are the ballerina style pumps, very practical around the house and the others a pair of 3” heel court shoes which will go well with my rather classical style of dress. I much prefer the fitted skirts and blouses, the sort of thing that Mother favoured, rather than some short skirt that leaves nothing to the imagin... Continue»
Posted by antoniaf 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 443  |  
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T-Girl at the bus stop

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by shemalefckn 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1756  |  
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first time crossdressing exp

well this hapened a few years back,ive always been into wearing lacy underwear etc so i put an add in for anther knicker wearer for fun in an adult contact site,and was amazed at the replys,anyway i met a guy and we got on so we arranged a meet later that week at his house,i got there had a couple of drinks as it was our first bi experience, so he went upstairs to get changed and i got changed downstairs i put on black see through lacy knickers sockings and matching bra and mini skirt white blouse and a wig,dave came down wearing a very sexy outfit which was similar to mine also complete with ... Continue»
Posted by mumlover1960 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 873  |  
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My New Girlfriend Turns Out to Be a Shemale.

Where do I start?
How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I dress nicely and have a good job.
My friends Don and Lisa were feeling sorry for me they knew how ugly my divorce was and how lonely I was so they invited me to their pool party last weekend. They said there would be some single women there and I might find someone I like.
Okay, I thought at... Continue»
Posted by triphammer73 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 3606  |  
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dogging tv slut

It was dark enough now I thought. It was about eight o'clock on a warm spring evening and I was ready. I had started getting ready about three hours earlier. I'd showered, cleaned all those special parts, applied my make-up heavily and dressed. I was wearing a skimpy flower print top over a black silk bra, my favourite suspenders, black leather micro mini skirt, black gloss stockings and high heeled black knee length boots. I peered from out behind the curtains. Yes the street was clear apart from some young lads on the nearby street corner. It was only about ten yards to the car. Quickly I c... Continue»
Posted by JuliaMiller 2 years ago  |  Categories: Group Sex, Mature, Shemales  |  Views: 1185  |  
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Bring the roof down…


It was the week preceding the weekend of my wedding to Eva, even though I am usually calm and collected I tend to catch some degree of anxiety prior to major events in my life. I had had quite a long day what with wedding preparations in their final stages and even after downing some beers to urge on some sl**p none was forthcoming and that’s when I thought to go up to the roof of the flat that I stayed in. The block of flats I stayed in had one of those old type roofs where only someone that had serious business on the roof bothered going there.
Anyhow so this idyllic moonlit Sunday eveni... Continue»
Posted by mobidix 2 years ago  |  Categories: Shemales  |  Views: 567  |  
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Dr. Visit.

I turned 50 and the Dr. called and said I needed to make an appointment for my birthday physical. Well my birthday fell on a Friday and my appointment was the doctors last one of the day.
I was sitting in the waiting room and saw all the employees left the office. I asked the last one exiting if I had been forgotten? She laugh and said no, then she said that I was the last one of the day and that the doctor was running just a few minutes lat. I thanked her as she was walking out the door.

About three minutes after the last employee left the building the doctor came out from the back and ... Continue»
Posted by scottyj53 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2684  |  
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Guess I'll let you suck my dick!

I pulled into a rest area with a full bladder, and drove into the picnic area. I did not want to go into the rest rooms dressed as slutty as I was, and not really passable, at close range anyway.
I'd been driving dressed for hours and loving the attention of onlooking truckers checking out my legs. I'd been listening to their comments on a portable cb radio, and having a blast. So, i figured a quick pee in private in the picnic area and then I'd be back on the road for more fun. As I finished doing my business and was getting back into the car, I was startled by a man approaching and calling ... Continue»
Posted by dana213 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 2222  |  
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The Superbowl

I was very surprised when my b*****r-in-law Tom invited me to watch the super bowl with some of his friends. The only reason he would “invite” me over was to be his little sex sissy, since he had enough pictures of me dressed as a girl sucking and being fucked by him I had no choice but to do as told.

This would be different, I thought because his friends would be there and he would never let them know he did any homosexual acts.

When I arrived Tom immediately hustled me into the bedroom. I saw right away the little French maid outfit on the bed and my heart sank. I protested, and said t... Continue»
Posted by pandys 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2280  |  
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Superbowl Party

I was very surprised when my b*****r-in-law Tom invited me to watch the super bowl with some of his friends. The only reason he would “invite” me over was to be his little sex sissy, since he had enough pictures of me dressed as a girl sucking and being fucked by him I had no choice but to do as told.

This would be different, I thought because his friends would be there and he would never let them know he did any homosexual acts.

When I arrived Tom immediately hustled me into the bedroom. I saw right away the little French maid outfit on the bed and my heart sank. I protested, and said t... Continue»
Posted by pandys 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1419  |  
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late night hotel halls

I am 46 years old and travel quite extensively for
businss. I dress in my hotel room at night when i travel.
I sometimes entertain in my room. Sometimes I get very bold and wander out to the soda machine dressed sexily. Its about as bold as I ever get. I am quite tall and do not pass in public. But i am very smoooth and try very hard to look fem.

Anyway, very recently i wandered into the hotel halls about 3 am at a business hotel I was staying in outside of
Indianapolis. The soda machine was at the end of the
hallway. I looked up and down and when i thought the coast was clear I... Continue»
Posted by cherylfabrizio 2 years ago  |  Categories: Shemales  |  Views: 1530  |  
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diffrent, part 3

1 year later......
Rosa sat on the dildo, thinking it was her best freind in times like this. she had sucked more dicks than she could count and it was almost like a cycle now: suck, get fucked, move on to the next guy, repeat. it had continued non stop for a year now. she couldnt remember her c***dren, her beautifull c***dren. she couldnt remember tyree. all she knew was sucking and fucking. her masters walked in the doors, carrying a collar. her collar. she was put into it and walked out of her fuck room. "todays a big day for you, rosa" said curis, the black man. "today is the day you get ... Continue»
Posted by mj2397 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 466  |  
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The visit

It started out simply enough, I was visiting my s****r and
her husband for the week. They both work so I had the run of
her house and I took advantage of the opportunity to sl**p
in on my vacation. I woke late and assumed everyone had gone
for work. I took a nice long relaxing shower, s*s’s bathroom
was warm and cozy so I took my time.

When I went to put my towel in the hamper I noticed a very slinky
teddy and panty set on top. I had never thought of my s****r
wearing anything like that so I picked it up and looked it
over . It was pink silk and trimmed in lace. It felt so soft,
I ... Continue»
Posted by pandys 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2736  |  
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