Shemales Porn Stories
Page 119

first time with both

I was young and I had a girlfriend who I confided a dark secret with, which I had never felt comfortable to tell anyone. She asked what I wanted to tell her and the suspense in the air as I told her was quite thick.
"I've always felt like a woman trapped in my body." I casually said.
"Why did you never tell me?"
"you are the first person I have trusted to tell."
She looked at me for a while, but then told me it was cool, and that I really had the body to pull it off. I was so relieved. She brought me sexy lingerie to try on and it fit, except for in the bust. I didn't care though I even s... Continue»
Posted by Lauren_lee 4 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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SUCKING COCK

The first time I sucked cock, I knew I was was addicted. I grasped his semi-hard cock in my hand. So hot and velvety soft skin. I could feel his heartbeat with my fingertips. I leaned in and giddy with excitement, I placed my tougne on the tip of his cock. The taste was like a d**g, my pulsed raced and I had to get it into my mouth. To feel his reaction, the way his cock got instantly completely hard. I knew instantly that I owned him, if only as long as I was sucking his cock, He was mine. The way his head seemed to fit on my toungr like it was always meant yo be there. I wanted to see how m... Continue»
Posted by jennifersusan 5 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Passionate Sex with a Beautiful Shemale

a man and his shemale lover get down to business
Will led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.

“Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in goosebumps.

She turned to face him, wrapping her arms around his neck, drawing him close. They kissed, tongues ... Continue»
Posted by adel5000 5 years ago  |  Categories: Anal, Shemales  |  
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Gurlz night out


I was getting ready for a wild night of drinking & dancing with my best friend while my husband has all his buddies over for poker night. Im in the bathroom doing my hair & makeup when my husband walks in. "Oh baby, how about a qiuckie before the guys get here" "no" I replied. "I dont want you cum oozing outta be & stinking. Later when I get home you can hit it". He's standing in the doorway stroking his hard cock watching me. Im at the sink wearing my thigh high nylons, black lacey thong panties & bra. Both with a pink bow on the front. } looked over at him & he really was turning me on. I ... Continue»
Posted by KD2010 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Fresh Pussy and a Shemale cock!

We all meet people who turn us on, and make our cocks hard or pussies wet, and i was lucky enough to meet a hot straight girl at a party awhile ago. we really hit it off, and i asked her if she wanted sex, and she said yes, but only a hard cock... I had to tell her that i was a shemale with a 7 inch thick cock and would love to fuck her and eat her sweet pussy. She did not seem shocked, but said show me, so we went upstairs to the host's bedroom, and i pulled out my cock and bam, she did not waste any time, getting on her knees and began to suck my cock. I quickly got naked as did she, she had... Continue»
Posted by cumsquirter 5 years ago  |  Categories: Shemales  |  
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The Making of a Sissy (Part 4: Total Submission)

As I made my way upstairs, the house was filled with silence. It was almost as if the pounding Sam had given me the night before had deafened me, and my ears were practically ringing as I dizzily wandered into the kitchen for breakfast. I still had my panties on from last night, pulled up tightly under my shorts, wedged into my soft ass and capturing what remains of his semen that were still trying to leak out. He was changing me, and there was nothing I could do to stop it. I made myself a bowl of cereal and sat down to eat my breakfast when I spotted my mom's car keys laying on the kitch... Continue»
Posted by briantid8 6 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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A Slut is born


There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends.
I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town,
dressed as a cheerleader with a cock in each hand, one in my ass and one buried in my throat?
It had all started a few months ago. I was locked out of my house in the pouring rain,
and I went over to our neighbor’s to see if I could hang out with him until my parents got home.
He was a cool guy... Continue»
Posted by vosmou_vrot 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Massage parlor surprise

I have to admit one of my biggest turn ons are shemales/ladyboys. In all my little ventures to asian massage parlors for some relaxing relief only once did I get a total surprise. About a year ago I visited one of my favorit little places and Mama said I should try her new girl....I might like her. So I agreed to meet with her. Waiting in my little room in walks a very hot sexy little asian girl and we started our massage session. While getting my rub down I started letting my hands wander to her thighs and lower butt to rub and feel then and to let her know i was cool for some extra if on the... Continue»
Posted by longrod4u 4 years ago  |  Categories: Shemales  |  
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Feminization Fantasy

My wife has been dating around for years. She loves the feel of different cocks and I enjoy watching her with other men.
Recently, she decided it would be fun to put me in a chastity. She said it was only temporary and if I didn't like it, she'd take it off. After a couple of days, I decided, I'd had enough. She didn't. She said she liked having me locked up and know I couldn't get hard or jerk off. "I'll let you know when you can cum again." She wore the key around he neck like a trophy. Her boyfriends would come over and she would have sex with them in front of me, only I wasn't able to je... Continue»
Posted by ForcedSissyGurl 1 year ago  |  Categories: Shemales  |  
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Made my hubby crossdress and get fucked by bbc!

Finally convinced me husband to stop watching me take big cocks and to put on a pair of heels and to get fucked while its my turn to watch him!

ive always loved being a cuckold wife, meeting new people, having fun wherever it happens to be at, it really improved our marriage, finally i took it to the next step.

i spend alot of time at nights checking out mostly pics on xhamster and few videos. ive always been turned on by crossdressers, cumshots, and a few others fetishes im into. this time i finally got to see a live crossdresser fucked, my cuckold husband!

so we arranged to meet a f... Continue»
Posted by discreet4rmlanc 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Come as you are!

I was overnighting on a business trip and as was my kinky little habit, I crossdressed at night. My room, which was on the second floor, had a full sized sliding glass door and balcony. Another motel across the parking lot from mine had windows facing mine. I dolled up in my skimpiest black lingerie with high heels, wig, and full makeup and kept my lights off so that I could walk around on the balcony safely. All the curtains were drawn on the motel across the way, so after a while I got a bit careless about the lights and left them on after going in to fix another drink. As I stood out on the... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Tranny suck me off (tv ts cd )

I have a new found love for trannys I love convincing polling tv,ts and cds. The other night i met a tv from Halifax a town close to my home town. Wed arranged a meet online I d agreed to pick her up on a street corner like a cheap street walker. I pulled up at the side of the curb and a woman stepped foward from the shadows tall long sexy legs blonde hair, short skirt, fishnets , high heels and a figure to die for. Leaning in the window she asks one question are u hard for me baby. My reply was.no shock she was hot so obviously yes. She got in the car that's when I noticed her xtra long legs ... Continue»
Posted by crbigboy 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Our First Time

I take my hand a gently begin caressing the ever increasing bulge in your pants while tenderly kissing your neck. I push you onto the bed and crawl up to you and begin to unzip your pants. I take my hand and grasp your rock hard shaft and begin to stroke you. I can feel you get harder in my hand. I stroke you faster and faster until you almost can't handle it, I stop. I pull your pants off and your shorts and begin storking again. I open my mouth and wrap my juicy red lips around you and begin to play with your head with my tongue. My other hand begins playing with your sack, massaging and twi... Continue»
Posted by uatu40 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Perfect Woman, Plus (Part III) - Happy Rear En

The 3rd and last part of the Perfect woman, plus story... Hope you enjoy it!


When I got home from my second steamy assignation with Amber, the sultry blonde she-male “girl of my dreams,” I found out I’d won ten million dollars in a magazine contest! Of course, I didn’t believe it at first, but when I phoned the company to confirm, they said I was indeed the Grand Prize winner!
My first thought was to call Amber and let her know my good fortune. I called the number she’d given me, but I got an answering machine. Then I remembered that she’d told me to say my name and she’d pick up. She ... Continue»
Posted by freegre 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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My Bi-Sexual Junior Year

In 1983, my roommate during my junior year in college was gay. Ronnie had come out to me and a few of our friends at the beginning of the year. At first, it was a bit awkward, partially because I was afraid what people would think about me. Although I had one day of torrid gay sex while in high school, I was straight. Girls turned me on. I loved watching them on campus. Guys did nothing for me.
Ronny would tell me how I’d be shocked if I knew who was gay. He claimed a number of guys that I knew were still closeted. I guessed correctly on a few of them and was way off on others. Ronny... Continue»
Posted by StanStutz 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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A Very Good Night

I sat on the edge of the bed waiting for his text. He told me he would let me know when he pulled into the parking lot so I could be ready. He wanted it to be completely anonymous. The room was mostly dark and I was to be blindfolded and on all fours, ass up and at the edge of the bed ready to be fucked. I LOVE anonymous sex. Sex clubs, video stores, cruising spots. The act of taking an unknown cock in my hungry cunt had my heart racing. I had no idea how old he is, age, or his race. All I knew about him as that he loved to fuck tranny pussy and fill it with cum.

My phone went off and I ope... Continue»
Posted by kbking70 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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A Different Kind of Prom

When we were both five years old I told Brenda Anders that I
loved her. She told me that she loved me too. I told her that
she was pretty. She replied that I was pretty as well. I told
her that I wanted to marry her. "I'm sorry," she replied, with
seriousness that now seems silly in a kindergartner. "I don't
want to marry a man."

"Then I'll grow up to be a woman."

"You can't do that, goofy."

"You watch. I'll grow up to be a woman. Then we can get
married."

That, of course, was almost thirteen years ago, and my desire to
marry Brenda hadn't decreased at all with time. She cer... Continue»
Posted by lana100 2 years ago  |  Categories: Lesbian Sex, Shemales  |  
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Seduced nad Feminized



Michael-Michelle

SEDUCED & FEMINIZED

Strange feeling as he left home that morning. Couldn't put his finger on it. Like walking toward edge of a precipice or something. Kinda anxiety of something totally unknown looming.

Maybe just feeling guilty throwing the wife about during the night, Mike thought. Well, he'd been justified in slapping her face, grabbing her head and jamming his cock in her mouth to get a decent sucking. It was his right, she was his wife. He'd been left damn frustrated being teased by that damn whore in the bar earlier that evening. His mojo mus... Continue»
Posted by klammer 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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FoxxiRoxxi xdresser slut fucked by BBC

Well this has been a fantasy I have had for a long long time .I'm a married man with a f****y and love fucking my wife she has a shaved pussy and a few sex toys so our sex life is good. However I have been xdressing on and off for about 12 years now and I really love it . I really love the feeling I get when I get all dressed up .I could easily have a sex change if I didn't love my f****y so every now and then I get a hotel room and spend the afternoon getting my outfits ready and my wigs brushed for my night as a girl .I get so horny dressing up in sexy fetish outfits and tight short skirts ,... Continue»
Posted by foxxiroxxi 4 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Shemale Whore and Arab Pimp

HERMAPHRODITE WHORE

It had been over a year since Johnny threw that tantrum that
ruined me and got him excommunicated from mom.

Holding me down when mom walked through the door with
her friends, colleagues, whatever and they all gasped and
screamed as my big b*****r finished doing me.
We had ample warning, we could have all vanished when
we heard them at the door.
Bobby ran away and got dressed. The chickenshit
denied any knowledge of the event.
Smart but chickenshit.

Mom severed all ties between me and our doctor's
little perv ring, so I had no more money coming in.
I di
... Continue»
Posted by Utubeslut 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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