Slovene Tranny And Her American Men free porn video

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Milena Dorin awakened from her slumber. She grabbed her iPhone and pressed the button to see the time. It was 6:14 a.m. She decided to get up and bathe. She walked into the master bathroom of her palatial two-bedroom, two-bath downtown condo. She pulled her douching apparatus from beneath the sink. She cleaned out her 40-inch ass. After completing that task, she hopped in the shower. The steamy, hot water felt good against her milky-white skin. She scrubbed her curvaceous figure with a purple loofa sponge and salted-caramel-apricot-scented body wash. She spent considerable time on her 36DD titties.

Milena turned off the water and used a plush oversized yellow towel to dry off. Then, she applied the same scent of body cream all over her silken skin. She put on a bit of Daisy by Marc Jacobs perfume. She headed back to her bedroom and threw on a XXXL white V-neck T-shirt. She headed to the kitchen and loaded her Keurig with a packet of Dunkin Donuts medium-roast coffee. As she waited for the beverage to finish, she poured glass of Chardonnay.

The caffeine woke her up. She stepped on the balcony outside her living room. She lived on the ninth floor. In her hands, she had a blunt and a lighter. She relaxed on the outdoor wicker chaise lounge with water-resistant cushion. The early-morning late Summer air felt nice. She inhaled the marijuana.

Once she felt her high, she went back inside. She picked up the wine glass and began to drink. She walked into the bedroom and looked at her phone. She had a text from Marshan Jackson, her current boyfriend. He let her know he would be over at 9:00 a.m. She replied with a few emojis.

Milena was born in June 1986 in the Republic of Yugoslavia. She was the fourth c***d and second son of her parents. From the she was very young, every knew that the boy was extremely effeminate. She grew up in the small town of Jusinci and excelled in academics. When she was five-years-old, Slovenia gained independence. She earned a scholarship to the Faculty of Economics at the University of Ljubljana. She earned an undergraduate degree with a concentration in international business.

She moved to Moscow after graduation, still living in boy mode then, to work for a private equity firm with major interests in oil & gas, commercial & investment banking, telecommunication, and asset management. She was a member of the Oil & Gas Division doing analysis on what prices to buy and sell at. She did a brilliant job and was quickly promoted to senior analyst and the assistant consultant. She spoke Slovene, Russian, German, and English.

While working at the Altan Consortium Group in 2011, the then-named, Miro, met a Texan millionaire oil man who had been living in Moscow for just over a year. His name was Randy Tate.

Randy Tate grew up in East Texas. His great-grandfather had struck luck when oil was discovered on his land. The Great Tate, as he was known, built a small family company that prospered. Randy was the VP of Global Markets. His uncle was the C.E.O. and his dad was the EVP of Operations. Randy was thirty-nine-years-old, five-feet-eleven-inches tall, and weighed one-hundred-ninety pounds. He wore cowboy boots and a Stetson hat every day.

The oilman was a Texan through and through. He attended the University of Texas at Austin where he earned a Bachelor’s degree in environmental science. He married a former Texas Rose Queen with whom he had three c***dren. He owned a working farm, rode horses, hunted, and had a couple of nice pick-up trucks.

Miro was in a meeting explaining the current opportunities for Tate Oil in southeast Asia. Randy and his advisors were impressed with the detailed analysis and forward-thinking vision.

“Well, boys,” Randy said in his signature Texas drawl. “I think we got us a plan. Let’s execute on this.”

Miro smiled.

The executives of Altan were thrilled and shook hands with the brusque American.

Randy pressed, “Introduce me to the analyst.”
“This is Miro Dorin,” one of the VPs said.

“Hey, there,” Randy extended his hand. “You did some damn fine work there.”
“Thank you, sir,” Miro blushed.
“Here’s my card! Do you have one?”
“Oh, yes! One moment, please.”

Miro rushed to the other side of the conference table and fished a business card from his messenger bag. They guy with the shoulder length blond ponytail returned and handed it to Randy.

The group dispersed.

That evening, Miro walked into his cramped apartment. He swallowed the testosterone blocker and estrogen pills he was taking to feminize his body. He changed out of his slim-fit, navy-blue suit into a large T-shirt and some pajama bottoms. As he watched TV, his mobile phone rang. It was a number not programmed.

Miro answered in Russian, “Anno.”
“Hello! This is Randy Tate. Is the Miro,” asked the diehard Longhorns fan.
“Oh, yes. This is me, Mr. Tate!”
“Great! And call me Randy!”
“Okay, Randy.”
“I just wanted to thank you again for the awesome advice today.”
“Thank you!”
“I was wondering if you could join me for a late dinner tonight.”
“I have no plans so I can dine with you.”
“Great! What’s your address? I’ll send a car.”

Miro gave his address.

Randy told him the driver would be there in 30-minutes and that they would eat in the small dining room at his townhouse.

Miro washed off quickly and put on a button-down light-blue shirt and over that he added a black V-neck cotton-blend sweater. He stepped into a pair of charcoal pleated dress pants and then slid his feet into some black leather penny loafers. He covered himself with a black peacoat and wrapped a houndstooth-print scarf around his neck. He grabbed his messenger bag and headed down to the lobby.

A black Mercedes Benz E-Class sedan pulled up. Miro walked outside and the driver opened the rear passenger-side door for him. The financial analyst was shuttered across the city to a posh area filled with opulent brick townhomes. The car came to a stop and the driver got out to open Miro’s door.

Miro walked up the steps of the three-story red-brick townhouse. A maid answered the door. The woman led him to the small dining room. Miro sat in one of chairs that had a place-setting front of it. He waited.

Randy appeared a few minutes later. He was dressed in a white button-down shirt that was tucked into his size 34 Wrangler cowboy-cut original blue jeans. He had on a dark-tan leather belt with a sliver-plated Longhorn buckle. He sported a pair of snakeskin cowboy boots and a gray Stetson hat.

“Hey, li’l buddy,” the Texan millionaire greeted his guest. “How are ya?”
“I am fine,” replied Miro. “And you?”
“I’m good. Real good. Sorry for makin’ you wait. I was on the phone with the wife.”
“No problem.”
“I’m a red-blooded American so I ordered steak and potatoes for dinner. I hope that okay with you.”
“It most certainly is!”
“Do you want something to drink,” the host asked as his sipped his tumbler of scotch.
“Yes, please. Some red wine.”

Randy rang for the maid and requested his guest be given a glass of Argentine Malbec.

Miro took a drink from the glass.

“How is it,” checked Randy.
Miro smiled, “Very nice. Thank you!”

A few moments later, the maid arrived with their dinner. The plates consisted of medium-rare New York Strips, oven-roasted new potatoes, and sautéed haricots-verts.

They ate the scrumptious meal.

Dessert was a New York style cheesecake.

Randy said, “I like your company li’l buddy.”
“Why, thank you,” replied Miro.
“I think we get along well. Do you?”
“Oh, yes. Very well, Mr. Tate. Uh…I mean Randy.”
“Good! I know we have a professional relationship, but I think we can be friends too. Do you think that’s possible?”
“I would like to be your friend.”
“Sweet doggie! That’s what I was hopin’ you’d say!”

Miro grinned.

“Since we’re friends now,” the father of three started. “We should be honest with one another.”
“Agreed,” said Miro.
“I have a personal question for you.”
“What is it, Randy?”
“Are you a homosexual?”
“Uh…I’m sorry…”
“Don’t be scared. I’m fine with it. I just wanna know.”
“It’s hard to explain.”
“Well, do your best.”
“I like men, yes. But, I feel like a woman on the inside.”
“Ah! So, you’re a transgender.”
“Yes! I think that is how you say in English.”

“I like transwomen,” Randy admitted.
“Really,” Miro asked.
“Yep! I got a pretty tranny girlfriend in Dallas.”
“Oh, my! How long have you known her?”
“Ten years. I bought her some tits. I’d like to buy you some tits too.”
“Wow!”
“Look, I think you’re very pretty. I see lots of potential for you becoming a woman. I got a nice sized cock and I wanna fuck you tonight.”
“I think you are handsome. I would like for you to fuck me.”
“Well, let’s go to my room.”

The brown-haired, blue-eyed former high school quarterback led his guest up the stairs to the second floor of his six-thousand-square-foot townhome. They went into the lavish master bedroom. On the king-seized water bed sat a red lace.

“That lingerie is for you,” Randy announced.

Miro took off his clothes and put on the garment.

Randy pulled out his dick. Miro began sucking it. The tool grew to eight-inches and had substantial girth. Miro played with Randy’s balls.

Randy got behind Miro and spat on his pink hole. He stuck his big White cock inside Miro’s inner sanctum.

Miro winced.

Randy went slow until he was at the hilt. He began to stroke. Soon, he was thrusting harder and the femboi was screaming.

“Oh, yes! Fuck me,” wailed Miro.
“Take this cock, baby girl,” yelled Randy.
“It feels so good!”
Hell, yeah, baby! This cowboy loves the way that asspussy feels.”

Randy flipped Miro on his back and fucked him senseless.

“I’m gonna buy you some titties, baby doll,” Randy shared. “And I wanna fuck you every day.”
“Oh, yes, Randy,” cried out Miro.

Randy shot his load deep inside Miro’s anus. They spooned for an hour.

Miro cleaned up.

Randy called the car service.

Four months later, Randy flew down to Thailand with Miro.

Miro was admitted to the surgical center. He got breast implants, butt enhancement surgery, and an orchiectomy. After a week in recovery, they returned to Moscow. Miro changed his name to Milena.

Milena now had 34C breasts and a plump ass.

Randy moved Milena into the townhouse and fucked the tranny constantly.

In 2014, Randy moved back to Texas. He purchased a nice apartment for Milena and left her six-hundred-thousand Rubles – which was a little over a hundred grand in U.S. dollars. Milena remitted a fifth of the money to her parents in Slovenia

Milena missed the hung, sexy Texan. Having left the Altan Group, she looked for work and found a place at small commodities trading firm. She applied for a visa to move to the U.S. Her oldest brother had moved to Cleveland several years prior and had a good life working as a plumber. Milena was approved.

She departed from Sheremetyevo International Airport on Tuesday, 3 March 2015 on Atlantica Airlines. She had a layover in Paris for three hours and then boarded the flight bout for Dulles in Washington, D.C.

When she landed in D.C., she was tired. She collected her luggage from baggage claim and placed a call on the prepaid American cell phone Randy had sent her.

Randy answered, “Hey, baby doll!”
“Hi, Randy,” replied Milena.
“I’m about ten minutes away. Just wait outside for me and I’ll be right there. I’m in a white Jeep Cherokee.”
“Okay, sweetie. See you in a few.”

Randy’s twin sister, and only sibling, Robin, was the legislative director for the Congressman from their East Texas district. She was a lesbian and still a quarter of the way in the closet. The now, forty-five-year-old planned a trip to visit Robin for a few days under the guise of conducting business. He had set aside a day to spend with Milena before she flew to Cleveland.

Randy arrived and hefted Milena’s bags into the SUV. He kissed the leggy blond. They headed off to the Westin – Reston Heights. At the hotel, Randy unloaded bags and led his beautiful lover to their room on the fourth floor.

Randy inquired, “Do you wanna get some sleep, sweetheart?”
“Not right now,” confessed Milena. “I want you to fuck me with that big cock!”
“Sweet doggie! I can do that,” Randy said undressing.

Milena changed an open-cup, crotchless body stocking and put on four-inch stilettos. She was already tall and the shoes made her a total Amazon.

Randy’s cock was hard as a rock.

Milena crawled toward the cowboy. She began worshipping Randy’s manhood.

Randy relished her oral skills. It had missed fucking his gorgeous Slavic tranny girlfriend. He toted Milena to the bed and laid her on her back. He entered her sweet pussy. He fucked her deep in the missionary style as he sucked on her boobs.

“You’re fuckin’ beautiful,” the oil executive admitted.
“You’re sexy too, Randy,” confessed Milena.
“Do you like how my cock feels in your ass?”
“Oh, yes, Daddy! Fuck me!”

Randy delivered his meat to Milena’s booty hole with forceful passion until he ejaculated and collapsed.

They fell asleep spooning. They fucked four more times before checkout the next morning.

Randy promised to visit Milena in Cleveland when he dropped her off at the airport.

Milena arrived in Cleveland. Her brother, Amedej, and his wife, Petra picked her up. They drove in the blue-pearl 2014 Dodge Grand Caravan to the Dorins five-bedroom, three-bath American Foursquare style home.

Inside the house, Milena’s niece and nephew were running wild. Petra’s mother was attempting to calm them down with no success.

Milena stayed with her brother and his family for two months. He helped her purchase a 2011 Chevy Cruze so she could establish credit, open a bank account, and look for an apartment. Milena applied with several banks and financial firms, but had not gotten hired at any. She took a job as a waitress at Toodles – large sports bard downtown.

Milena was popular because of her long platinum-dyed hair, green eyes, and curvy body. She earned a decent living due to nice tips.

Her third week working there, she waited on a table of four attractive Black men. At the end of their meal, she found out they all played for the Cleveland Browns. Their bill was close to three-hundred bucks. Milena received just as much in cash tips from the party. She also had a note asking her to call Marshan.

After her shift, Milena got into her car and headed home. Inside the apartment, she changed clothes and poured a glass of merlot. She decided to make the call.

“Hello,” answered an apprehensive sounding baritone voice.
“Hi, this is Milena. I’m the waitress from Toodles,” the Slovene shared.
“Hell yeah, sexy! How you doin’?”
“I am well. Thank you! How are you?”
“Good now. Where you from?”
“I grew up in Slovenia. But I moved here from Moscow.”
“Miss International. I like your accent. Do you got a man?”
“No, I am single.”
“Bet! You’re sexy as shit, baby! I’d like to be yo’ man.”
“Thank you!”

“How old are you,” asked Marshan.
“I’ll be 29 in June. How old are you?”
“I’m 25, baby! You’re tall. How tall are you?”
“I’m six-feet!”
“Me too. That’s wassup. I weigh two-hundred-twelve pounds. What are you doing tonight?”
“Nothing.”
“Could I come over?”
“Sure!”
“Text me yo’ address.”

They got off the phone and Milena sent her location. Marshan Jackson replied letting her know he’d be there in an hour.

Milena went to bathroom and began to douche. She took a quick shower and put on some strawberry-scented lotion. She dressed in a red midriff tee and a pair of light-wash jeans.

Milena answered Marshan’s incoming call, “Hello!”
“Hey, sexy! I’m at your complex,” the football player said. “Where do I go?”
“Turn left at after the leasing office. Go all the way to end and then make the last right. My building is 1400. It’ll be straight back.”
“Bet! See you in a bit!”

Milena opened the door when he arrived. She offered him a seat.

Marshan had a bottle of Hennessy wrapped in a paper bag. He asked for a glass and some ice. Milena fetched one for him and poured herself some more Merlot.

“Do you smoke, baby,” Marshan inquired.
“A little weed on occasion,” Milena confessed.
“That’s wassup! I brought some.”
“Awesome! What position do you play?”
“Wide receiver.”
“Where are you from?”
“St. Louis. Then, I played ball at Baylor in Texas. Then, I came here. Big weather difference.”

They passed the blunt back and forth.

Marshan poured some coke on the coffee table. “Do you do blow?”
“I’ve tried it,” Milena replied.
“Wanna hit?”
“Sure!”

Marshan snorted a line and moved out of the way so Milena could do the same.

Marshan was tipsy and high so his courage was up. “Show me them titties!”

Milena lifted her top to reveal her perky boobs.

“Wow,” exclaimed Marshan. He fondled them and sucked on her pink nipples. “Damn, baby! I wanna fuck you bad!”

Milena pulled out his dick and started sucking. It grew to a massive ten-inches. She tickled his balls.

“Let’s go to you room,” Marshan suggested before doing another line of cocaine.

He followed the voluptuous Eastern European vixen down the hallway.

Milena sat on her bed and sucked Marshan’s dick some more.

Marshan groped her breasts then stood her up. He unbuckled her jeans and pulled them down along with her panties. “What tha fuck, bitch?!?!? You got a dick,” he yelled referring to the limp two-inch cocklet.”

“I’m a transwoman,” Milena remarked turning around to expose her juicy, smooth, near-perfect, White ass.
“Damn! You built as fuck! Yo’ dick get hard,” the former Baylor Bear rattled off.
“No, daddy!”
“Got damn! I’m horny as shit! Ben’ dat ass ovah!”

Milena sat on the corner of the bed and stuck out her onion-shaped booty.

Marshan slid in behind her. “Ooh wee! Dis shit tight,” he confessed.
“I love the way that big dick feels, baby!”
“Take dis dick!”
“Ooh, yes!”
“I can’t believe I’m fuckin’ a shemale.”
“Your dick is so good in my tranny pussy.”
“Shit! Dis tranny pussy tight!”

Milena and Marshan moved to the center of the bed. He continued pounding her ample ass and smacking it on occasion. After about 15-minutes of hammering the now open pink hole, he pulled out. He flipped her over and nutted on her gorgeous tits. He scooped up the baby batter and fed it to Milena. His dick was still hard so he began to titty fuck the Slovenian beauty.

Marshan put Milena on her side and enter her gaping rectum once more. “Dis pussy so good!”
“Thank you, daddy! Your dick is amazing.”

The professional football player, put the chick with a dick on her stomach and drilled her furiously until he erupted.

They fell asleep.

That morning, Milena woke up to find Marshan had gone. There was a note on the bed next to her. It read, ‘Pussy was good, baby! I’ll call later.’

A week later, Marshan had whisked her away for a long weekend in Honolulu. He fucked her nonstop. He paid for her to get another boob job a month after the Hawaii trip which was how Milena ended up with the Double-Ds.

Milena looked at her iPhone. Her lover would arrive in around half an hour. She poured some more wine and relaxed.

Marshan unlocked the front door with his personal key. He stripped down immediately. Milena led him to the bedroom where she got on all fours. He jumped in her tight pussy post-haste.

“Oh, my god, daddy,” cried Milena. “Fuck me with that big Black cock!”
“You like dis BBC, bitch,” quizzed Marshan.
“Yes, daddy!”
“I love how you take my dick!”
“Yes, daddy! Give it to me!”
“You don’t be naggin’ and shit like my wife!”
“No, daddy! I’m your tranny fuck bitch!”
“Hell yeah!”

Marshan banged Milena for close to hour and then skeeted down her throat.

They took a shower together. Afterwards, Milena made some bacon and eggs. They spent the rest of the chilling and fucking.

Marshan decided to call his wife of 18-months and let her know he would be home in the morning. He wanted to marathon with his tranny.

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Stevie had always found it relatively easy to get girl friends. Not all had been good experiences. He always felt that after sex he just wasn’t satisfied. Maybe he wanted something different. Some people are perfectly fine about being gay or bisexual, but for others, it is a scary mine field. Stevie was one of those people. People had commented on him being gay for years and he always felt ashamed. He denied it, of course, but as time went by the thoughts about the whole subject haunted him. He...

Gay Male
3 years ago
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Threesome with a tranny and a woman

I have a friend with benefits that I have been with for a few months. Her name is Bree and she is a tranny. I figured out I was Bi a few years ago so I started looking around for guy's to have sex with. Like others, I found guys who seemed to want to get together but would not pan out for some reason or another. That's when I discovered tranny's and new I wanted to be with one. So I started to look around for one and that's when I met Bree. She was beautiful 5'3" tall, dark hair and a tight...

1 year ago
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Nate and his tranny neighbour

My first ever story. Depicting sex between a man and a transsexual.It is lengthy but personally I enjoy these best. Constructive feedback is greatly appreciated, so feel free to write to me. Enjoy ; )Nathan (Nate for short) was an average eighteen year old boy; liked girls, sports, partying, and being on his summer holidays he enjoyed the time off school. With some exceptions to the average rule, he loved his kinky dirty thoughts and porn. Frequently watching shemale porn, gorgeous busty women...

1 year ago
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My first but not last encounter with a tranny

My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet. Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and...

She Males
3 years ago
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Tranny Wife Me

I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred...

3 years ago
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My first tranny

I had never been with a tranny before and did not plan on being with one at all but you never know what will happen. I had a bad day, I had been in meetings all day with new clients in another city. I decided to stop for a drink or two before going back to my hotel room. I found this bar that look interesting so I went in. There were lots of beautiful women there so I thought that maybe I would get lucky and not have to be alone tonight. I went to the bar and ordered a drink and checked out the...

3 years ago
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My first time with a tranny

I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.In August 2007 I was 24...

1 year ago
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Dream Tranny

Dreams can be strange, sexy things. Your wife may be a stunning knock-out, way the fuck out of your league, but I bet she ain’t your dream girl. No, your perfect fantasy angel has the big tits and pretty face you love so much, but she’s also got something extra: a big ol’ dick between her legs. Sorry, wifey, but tonight may be a good evening to spend with DreamTranny.DreamTranny.com is a site with history. They’ve been around since 2000, making them one of the older shemale porn operations on...

Premium Shemale Porn Sites
1 year ago
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Strange RelationshipsChapter 10 Armand Mixes in the Hernandezs Affairs

Armand Wilson sat in his home office/study sighing. From the office, things had looked pretty good; business was on track, and Sharon appeared to be handling her new situation well. But in the car on the way home, Armand began getting bad vibes, and when he arrived at his mansion, things were even worse. Everyone on staff was walking around as if on eggshells. It took Armand about twenty minutes' worth of snooping, but the situation resolved itself -- the Hernandez' quarters were an armed...

2 years ago
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Stag Night Tranny Gang Bang

I really still don’t know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!! I’d met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn’t dress himself and described himself as an ardent ‘admirer’. He’d approached me at the bar one night and we’d got talking. Although I was much much older than him it only seemed...

2 years ago
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Stag Night Tranny Gang Bang

I really still don't know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!!I'd met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn't dress himself and described himself as an ardent 'admirer'. He'd approached me at the bar one night and we'd got talking. Although I was much much older than him it only seemed...

2 years ago
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South American Cock Torment

South American Cock TormentAndy Douglas was eighteen even though he only looked much younger. Five seven, he had a nice balance of slim waist, good shoulders and a neat, tight butt. Plenty of sport and exercise in the open air had given him a great tan and a body with good muscular definition including a modest six-pack. The sun had also bleached his shock of naturally blonde hair. Coupled with pale blue eyes and a ready smile he looked good and attractive?and he knew it.He liked girls, but...

3 years ago
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My first time as a bottom and with a tranny

So this is the story about how i got my first experience being a bottom, and why it was with a trannyI was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

4 years ago
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Nate and his tranny neighbour Part 3

Nate and his transsexual neighbour part three, as always hope you freaks enjoy and let me know what you think ; ) Nate woke up thinking about his last two encounters with his hot big-dicked neighbour. Having never had much experience with woman to having the hottest sex he could hope for was a dream come true. However as he slowly stroked his hard morning wood he realised he had yet to fuck Jez, her gorgeous tight ass in lycra was a vision to behold. Wanting nothing more to feel her pretty...

2 years ago
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First Time with Tranny

So this is the story about how I got my first experience being a bottom, and why it was with a tranny.I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

4 years ago
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Im a Meat Packing Girl Tranny

I didn't go looking for a tranny, shemale, dickgirl, or whatever derogatory term a homophobic world has labeled women that happen to be packing a penis. In fact, while I had messed around a little with the man worm, back in college and with a drunken buddy a few times, I considered myself 100% a hetero male, in love with the female form and a total horn dog for a beautiful woman. I must admit, I've jerked off more than a few times to shemale porn on my computer at home, wondering what it would...

1 year ago
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My Tranny Schoolgirl Fantasy

As I sat on my couch, i was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty tranny schoolgirl who would do what i like. All of a sudden, I heard a sexy female voice say to me, "Hey Brian, you bad boy, you big stud." I woke up, and there was this hot tranny girl who was dressed as a naughty tranny schoolgirl. She had nice lovely pigtails, a very sexy tied tight white top, in...

2 years ago
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Fun with a latina tranny

So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend. I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced...

4 years ago
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Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.She was dressed to nines in a mini skirt, tight halter top, and pumps leading up a pair of fishnet clad legs. I invited her into a private boothand once inside, went over her price for someadult fun. She told me I couldn't fuck her as shewas on her period but I knew something was up and asked her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just...

4 years ago
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Tranny Delight

I had been feeling particularly horny one day and waiting for Joe to come home I got to thinking about having sex with a black woman and then watching as Joe took her and then thought even more that perhaps a black tranny might be a bit more fun. So when Joe came home I easily talked him into going down to the alternative nightclub we had visited once before and off we went. Upon entering the club I saw that it was as crowded as usual and Joe and I took up a small table and settled with our...

3 years ago
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The Perils of Pauline Tranny at the Truck Stop

Paul sat behind the wheel of his Mustang, the windscreen opaque with heavy rain. It had been raining hard for the last hour and he was hoping it would have stopped before he reached the truck stop. He looked through the windshield as the wipers lazily swept back and forth across the glass. The sodium vapour lamps bathed the parking lot in an orange hue. The blacktop was slick with rain and puddles had formed in the numerous potholes. The lot was quiet; as it usually was at 8:30pm on a Tuesday...

4 years ago
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Sandi and Sherry Go Down

Prologue Her head hurt as she wandered along the rocky shoreline. Oblivious to the waves washing over her feet, she was lulled by the sound of the surf, but the cold breeze seemed to cut right through her. 'What am I doing here?'Sherry stopped walking and gazed out at the ocean. Heavy cloud cover blocked the sun, turning everything black and white. Wisps of her dark, shoulder-length hair danced in the breeze. Looking back at the footprints she'd left in the otherwise undisturbed sand, she saw...

Lesbian
2 years ago
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Revenge on a Tranny

Revenge on a Tranny My relationship with my partner Julie had been strained over the last twoof our ten years together. For a period of six months we?d stopped having sex.I thought she might leave me but I figured that if she was going to find anotherwoman then there was nothing I could do about it and besides, I had a womanor two I knew I could fall back on for affection if I ever found the need.I was a good lover, but there seemed to be something that Julie needed sexuallythat I couldn?t...

2 years ago
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Flat Mates Chapter 2 My first visit to a Tranny Club

FLAT MATES Chapter 2: My first visit to a Tranny Club Having told Gloria that everything was "cool" between us, she then proceeded to shock me with her next statement. "If you wouldn't be embarrassed to be seen out in public with me," Gloria continued, "why don't you come with me to the club tonight? The band you say you like so much are playing again and I am sure you would enjoy yourself." "I'm not sure," I answered. "I would really like to hear the band but I'm not confident...

1 year ago
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Truck Stop Tranny Sluts

My girlfriend and lover Candi and I were driving back to her place for some steamy tranny sex after a night of partying at a tranny/gay bar in town when we passed a truck stop on the highway. Buzzed and horny as we were, we laughed about stopping in the lot and doing so hookin’ as a means to get us some trucker cock. After a minute or two of silence, Candi said lets do it and before I could answer she was turning back for the truck stop! Candi and I are both bisexual crossdressers and we pass...

Crossdressing
3 years ago
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Gallaghers IslandChapter 4 Gallagher Meets the Female HeadHunters

After they had the huts finished, the water supply taken care of and even finding they had plenty of food with the coconuts and the bananas, the fishing was good and Mr. Candleford even managed to trap a wild pig in a pit trap that worked perfectly. The only hard part was to get the carcass out and get it prepared for eating and then to smoke and keep the remaining meat safe for future use. In a sense, it was good that they were there on the island because the things would have started to...

3 years ago
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Threesome with a tranny and a woman part 2

I had just finished fucking and sucking with Bree ( the tranny) and Tammy ( the woman) and we all wanted more. If you did not read the first story please do that so you know what's going on. We were laying there getting our breath back and I looked at Tammy. Now that I knew she was a woman I really looked her over. She was about 5'3" with a fantastic body and shoulder length blonde hair. She had big tits with extra large nipples that looked like pencil erasers only longer. She had a little...

3 years ago
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Tranny in Toronto Chapter 2

Introduction: Read first two stories on my profile. I cant seem to find the conversation we had by e-mail. ~~~ Since I lost my virginity to a couple I met on Craigslist (read my past story) and I not only had a wonderful time, but got paid as well, I decided to post my own ad on Craigslist. It was a simple ad, a tranny in Toronto looking for fun time. He saw my ad on Craigslist and decided to message me to see whether or not we could get together or not. His name was Marc, a young black boy...

2 years ago
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My first time with a tranny

It happened on a Monday morning. After waking up with a throbbing hard-on. I called up my regular booty call. But she couldn't make it. Because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex. I sat back and waited. Within minutes, I received over a dozen new messages. But none of them really appealed to me. Then after a few hours of receiving numerous messages, from both women and...

2 years ago
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Tranny in Toronto Chapter 2

~~~ Since I lost my virginity to a couple I met on Craigslist (read my past story) and I not only had a wonderful time, but got paid as well, I decided to post my own ad on Craigslist. It was a simple ad, a tranny in Toronto looking for fun time. He saw my ad on Craigslist and decided to message me to see whether or not we could get together or not. His name was Marc, a young black boy who lived in Scarborough. He said he was a shy guy, a virgin, and he watched a lot of tranny videos...

2 years ago
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Alan Gets A Tranny

-------------------------------------------------------------------------- I went to Alan's house after work one day to talk to him. His mom was single and she need a male figure to discuss masturbation since she had caught him doing it. I rang the bell. I heard footsteps on the stairs and then the door opened. "Hi Alan." "Oh, hi Mr. Jones." “Can i come in?” “Sure,” he said holding the door open. “Alan I have to be home soon, so let me just say this quickly: I know your mom caught...

2 years ago
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First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn’t get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

3 years ago
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Trucker the Tranny

Jermaine Simpson drove his white 2010 Peterbilt raised-roof big rig into the truck stop just outside of the city. He called his friend, Mariah.“Hey, baby,” the dark-skinned transsexual answered.“What’s up boo? I’m at the truck stop,” Jermaine shared.“Okay, oool! I’m on my way.”“Awesome! Can I get a shower at your house?”“Of course!”“See you in a few.”“Bet!”Jermaine’s nine-and-a-half-incher was already hard. He loved fucking her whenever he was down this way. Once he had taken her on a six-day...

4 years ago
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BuildaTranny

Garvey Williams kissed the pretty, effeminate, white boy he had had been secretly fucking since they were high school sophomores. Back then, Garvey was a standout wide receiver with high prospects of moving on to Division One. He had progressed as everyone thought and Jamie Collier, the femboi, followed him to the large state university. Garvey and the Mustangs earned a national championship his junior year. The football prodigy decided that he should enter the NFL draft immediately following...

4 years ago
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My first tranny girl experience got me hooked

I have always wanted to have sex with a tranny. I find these women sexy. In my daily life I dont know any, so I look online find a tranny to fuck. As I look online I find a sexy Cuban t-girl advertising sex. I instantly give her a call and arrange a time to go meet. One thing that turned me on is that she just moved from Cuba and had an spanish accent that turned my dick rock hard. Once I get to her home she leads me to the bedroom. She is 5'5 about 125 pounds. My girlfriend is 5'9 160. So my...

1 year ago
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Fun Time With A Top Tranny

So since I got a good rating for my first sex story, I shall write another one about my first time with a tranny. This happened last year. She was 25, and I was 21. So I am Ash, I am 22, I pretty good and masculine looking. I am mostly a bottom though. I have always been a huge fan of shemales and ladyboys. Respect them and also lust for them :p anyway, so I was in dubai last year and I thought that there might be much more shemales and easier to meet since the place was quite forward with a...

Gay Male
4 years ago
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Tranny Night

Tranny Night: My name is Andrew and I had known Jane since we were very young. She was a precocious child and could play piano and read music from a very early age as well as reading complex novels when most children our age were struggling with reading Enid Blyton novels. I was the brightest boy in our class and would have liked to pretend I was the brightest pupil in the class but Jane's results were always better than mine, although I would not admit it as she was a girl. As...

4 years ago
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First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn't get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

1 year ago
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Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...

She Males
2 years ago
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Ms Nandhini ndash My School Teacher Chapter 2 How

Ms Nandhini – My School TeacherBy KINGPHANTOMEmail: [email protected] 2Lesson – 1 – How to MasturbateThe morning after I Dry Humped our new class teacher’s ass on our school bus. I woke up hearing my older sister Nithya chechi (Starring “Nithya Menon”) calling out my name. “Shyam you idiot, come on get up. You are late for school. I am gonna tell mom, you better get up.” She shouted at me. It’s a curse to share a room with your older sister. She wants to decide on everything that’s...

1 year ago
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Tranny Night Out

Tranny Night Out and One Kinky SessionGuess I should start by explaining myself, as a young guy I always knew I was not the same as a lotof my friends and enemies for that matter, girls had no interest in me at all apart from ones who werelong term friends.I knew something was wrong but never worked out what it was till one evening whilst dating a girlnamed Becky I had met on an online dating service who seemed to accept me for who I am.We had been dating for 3 months or so and I always loved...

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