Shemales Porn Stories
Page 77

Becoming Bernard's Wife

This is somewhat a true story….

*************

I put an ad on Adult Friend Finder, thinking I'm never going to meet anyone here but was I wrong.

I am in my 30's, tall and slender, long brown hair and practically hairless everywhere else on my body. I was looking for whatever and was very curious. Just out of a relationship with a woman for 8 years. I moved to Europe and discretely started to experiment with guys and transexuals. It was one tranny who I was fucking occasionally said, next time, "I will dress you like a girl and fuck your hole." Sure enough, the next time we had a booty... Continue»
Posted by pat4tights 2 years ago  |  Categories: Shemales  |  
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Tgirls

Shemale, tranny or as some like calling them t-girls, I like them. Im not talking cross dressers, I'm talking about the ones with titties, curves and sound like a woman. Being a bi male, to me its the best of both worlds. I like watching porn of them and honestly I prefer the ones of them doing a strip tease, ending with them stroking their cock and cumming all over themselves. 
I met one, unknowingly, once while playing around on a chat site. I was cruising thru the members "online" when I came across her profile where she had a good  picture of herself.  I sent her an Instant message and af... Continue»
Posted by rogue-1966 3 years ago  |  Categories: Fetish, Mature, Shemales  |  
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Charlie s****r-Boy seduced by Old Fisherman

Hi, Dee. We have similar turn-ons.

I was very young, when I opened up a dresser drawer and saw a small pair of white panties laying on top of everything!

My Dads work friend and His daughter had just stayed the night. She was My age. It was Her panties! Daddy, His friend and the girl slept in one bed and Sharlee and Me slept together, in another room. The Men tried to keep the girl quiet, but She was Young and Willing to be taught 'special' things when Her Daddy shared Her with each of His friends on the weekends. She liked to giggle, I know that!

Anyway, I looked up and down the hal... Continue»
Posted by sharleesisterboy 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Just Another Sunday Funday

So I just got back from one of my favorite days: Sunday. Most people hate it because it's the day people go to church. But that's exactly why I like it. You see, every Sunday, one of my oldest and dearest lovers invites me to his home while his wife is at church. He also invites several of his friends…who invite their friends…and who invite their friends ;-) We call it "Sunday Funday".

While I usually travel very discretely, these men want me in full drag, in the sluttiest outfits and highest heels imaginable. This time, I was wearing a cowgirl outfit with a brown pair of boots, comp... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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The entertainment room ...

I looked around me and and i realised that the cellar did in fact consist of more than one room, each leading on from the one before it. I turned to the maid and asked how many rooms there were. Six in the cellar,was the reply, but of course there are many more rooms throughout Masters house plus the large gardens which contained i was told several outbuildings that i would if accepted find out about in due course. I asked if i was allowed to go and look at the the other rooms in the cellar and was told that that would not be possible without the Masters permission. I looked at Jane and asked ... Continue»
Posted by oldognewtrix 6 months ago  |  Categories: First Time, Shemales  |  
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Their First Adult Book Store. Part 3

Gary loved seeing Albert's big cock, jacking off, on the other side of the glory hole. He guessed that Albert was sporting at least seven inches. Maybe eight. Gary wanted that cock. He put his fingers through the glory hole, beckoning. "Albert, gimme your dick."
Albert couldn't believe what was happening. He was so excited that his mouth had the taste of extreme forbidden horniness. Albert stopped jacking and put his dick through the glory hole.
Gary was in heaven. When he first saw the two twinks, it was pure fantasy that anything would happen with either of them. Now he was about to wrap h... Continue»
Posted by Michelle_Satin 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Ex-Cellmate Looks Him Up - (She's back for he

Everything was going to be perfect. Nathan hummed an upbeat tune to himself as he set the table. His girlfriend would arrive for their dinner in any time now. Nathan checked the food simmering on the stove for the second time in as many minutes.

He heard a knock at the door.

"Be there in a minute," Nathan called out from the kitchen. He quickly ran a comb through his hair and then grabbed the flowers he'd purchased for Jenny. Nathan opened the door and presented the flowers to his visitor.

"Those are for me? Oh, Nathan, you shouldn't have."

Nathan's jaw nearly hit the floor. The wo... Continue»
Posted by germanboi4bbc 1 year ago  |  Categories: Gay Male, Shemales  |  
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My First Trick

It Was my first trick. I had been living with Adam for over 2 months and he was getting real upset with me using so much. I was shooting twice a day and it was getting Adam mad. So he told me that if I wanted to shoot twice a day that I had to start paying my way. What the fuck did he care, I mean I was cleaning the house, and cleaning up after his friends. I shared his bed, and he wanted for nothing sexual because I was there for him no matter what he wanted, and bitch or gripe when he wanted a 3 way with that skinny bucked tooth Bobbi.
“So how do I do this?” I asked him after he brought it... Continue»
Posted by subjaye 18 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Seven Minutes in Heaven

This is purely a work of fiction about two 18/19 year olds...


It is the summer before our first year of college and we are home alone at his house. My mom works from home, but his place will be empty until his s****r gets home from her summer internship. We have been playing truth or dare since we got up this morning. However, as close c***dhood friends there are few questions to ask when we keep no secrets. Our game has purely consisted of dares.

Early on, I was dared to put on women's lingerie. Most of the day I have been dressed up in a black fishnet body stocking with a matching b... Continue»
Posted by pantiedslave 3 years ago  |  Categories: First Time, Shemales, Taboo  |  
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The unexpected always happens

I came into school wearing a pair of my s****r’s panties in the morning under my school uniform purely because it felt great. Plus I knew I was getting away with something, wearing soft female underwear when all the rest of the boys at school had no idea. I slipped on the white lacy tangas as soon as I got out of the shower, and it felt so good as I moved them up my shaved legs and over my ass. I made sure they were tight and snug as could be before sighing in pleasure. I checked my bubble butt out in the mirror, raising my arms and doing a little shake. I laughed at myself, slapping a butt ch... Continue»
Posted by cocksucker1966 1 year ago  |  Categories: Shemales  |  
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TV loving cock

Sorry I didn't keep you posted on Saturday night, but I was sorta busy being my usual slutty self. Story to follow:

I talked to a guy on megaphone. He works as a night security guard at a big office building on the edge of town. He is there all by himself in this huge, mostly vacant building, in a safe area, so there really isn't anything for him to do but set around and be horny. So he was looking for someone to come over to his job and get nasty.

Naturally I was just the girl!

I'm all dressed up in one of my hottest outfits and looks, so I jump in the car and race over. It takes m... Continue»
Posted by jenn1 4 years ago  |  Categories: Shemales  |  
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Trip to LA

I was out in Los Angeles on business and as I would dress up every nite and see if there was anyone who wanted to play a bit. On Friday around 5 pm I decided to go all out and I dressed in a corset with garters, panties, bra, stockings, red heels and a black lace cocktail dress. I finished it off with a blond curly wig and some rhinestone earrings. I had taken my time with my makeup so I looked pretty hot.
I had some conversations with Tom during the week but they always ended up with just talk so I figured Friday’s conversation would be the same. I was chatting with a few guys as well and... Continue»
Posted by MichelleSEmass 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Friday night...

So its another Friday night and I was just driving around looking
for something to do. I had already stopped by the local bookstore
and didn't see anything I was really interested in so I kept
driving. I saw a small bar down the street from the bookstore it
looked quiet and not too busy for a Friday night so I stopped in for
a Coke. I don't drink so I just sit at the bar and soak up the
atmosphere.

I was sitting at the bar for about an hour nursing the Coke, thinking
about leaving and then she sat down. A beautiful, tall woman with
shoulder length auburn hair and the sexiest eyes I ... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  
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Hooked on Boipussy

“Stop texting and driving, boy,” scolded Deitrick’s mother.
“Yes ma’am,” the twenty year-old light-skinned man relented throwing his phone in the cup holder.
“I swear you gon’ worry me to death,” she went on.
“Look, ma. I’m sorry. I won’t do it again,” he lied.
“Alright,” she replied feeling she’d won this battle.

Deitrick turned into the parking lot of the large discount store where his mother worked as an assistant manager. He brought the metallic silver 2007 Ford Five Hundred to a halt in front of the entrance. His mother got out of the passenger seat, collected her lunch box from th... Continue»
Posted by faggyboi 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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Part 1, The Succubus with a Cock

Part 1, The Succubus with a Cock
His cock felt so good between my lips. I savored every inch with such great passion he moaned and f***ed my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really did enjoy big cocks in my mouth. I had really acquired a taste for it if you’ll excuse the expression.
But it did not begin here, I stated with a surprise and then I was forever changed. One single act started me down a path that I could not return from. If given t... Continue»
Posted by decarabria 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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A day of dreams - Part 3

The cocktail party...or is that a "tail of cocks at a party!"

“You'll be find darling. Just breathe, relax and enjoy it. Cocktail parties belong to us...to women. Me control the mood, the events. The men are just pawns in the game. Sure they think it's all about them, but it's not. It's about us. You'll see. As a woman you control and manipulate the men. They follow your every mood and direction.”

Michelle was giving me reassuring directions. Me? I was nervous as hell. I didn't enjoy cocktail parties to start with. And now I was in unfamiliar territory. A woman for the first time in my l... Continue»
Posted by didi_galtier 1 year ago  |  Categories: First Time, Shemales  |  
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SUBMISSIVE PANTYHOSE FEMME

Marcus is coming round tonight and I have the house all to myself. He wants me dressed and ready for him. Good! I am aching for his meaty black manhood and looking forward to tasting his cum.

He has given me instructions as to what I must wear and I know exactly what will turn him on most. I have the requisite clothes and hope he will like what I have done. The only change I have made is that I have no panties – I hope he likes the black seamed stockings I am wearing.

I take my time getting ready. The first thing is an enema to make sure that I am nice and clean for my man. I go into th... Continue»
Posted by blkice2u 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Cuckold Sissy's First Meet Fantasy

This fantasy summary was sent to my wife and her prospective boyfriend to let her boyfriend know our fantasies and for me to know which bits got my wife and bf really wet? And feeling very horny? Which bits she really liked? And what they would you like to add to also?

The text was sent to the prospective boyfriend's iphone with a picture of me on all fours showing my girlie soft pathetic knickered and caged boi-clit after he sent me a picky of his gorgeous cock which I had previously been lucky enough to suck.

The wife's fantasy has been incorporated into the hubby's fantasy which is a... Continue»
Posted by natashartv 11 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Daryl Wants Me Girly


Daryl is a black guy. He's everything for me. I simply adore him and we gel so well; the things we like and want to do are sublime.

Just being with him sets me apart from the guy in the street or the guy in the office, or the guy who uses to go out with girls and to what end? I guess I was just following the trend but girls soon suss you out and no way could I love nor have sex with a girl.

Sooner or later it just had to come out I was gay and when I met Daryl on that sweet Sunday when he had me over the bath full strength I realised then just what I was missing and where I should be g... Continue»
Posted by Yoav_Roth 9 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Haunted Blue Jeans

The Haunted Blue Jeans
By: Jessica Rabbit

"I hate extended business trips". This is the second time I have had to use the
hotel laundry facilities. "It is bad enough to be gone so long that you use all
your travel clothes, but then to have your company not reimburse you for the
cost of having a laundry service perform this deed makes it even a more bitter
experience", I thought as I rounded the corner to the laundry room. It's a
small laundry room with only 3 washers and dryers, plus a table to fold your
clothes on. As I dump my jeans, shirts, and Jockey shorts into the washer ... Continue»
Posted by lana100 1 year ago  |  Categories: Shemales  |  
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