Shemales Porn Stories
Page 74

Stephon fucks Sora and her sexy ass tranny ass

Ya know what fuck it since my last story wasn't good apparently imma just cut the bull and tell the whole story now shit.

So my dick is in her ass and im in heaven, like on some cloud nine shit.the head board is knocking she screamming, im not sure how loud though cause im pretty focused.And like i said before she released the dragon or sme shit like that i mean, what she did quite literally was with me inside her flip her whole body so she is now all fours and im like... the fuck did i get myself into. but still i don't punk out. the she told me to go deeper. Alright how hard can that be. ... Continue»
Posted by cooler34 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1067  |  
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Rubber Ball

Hi All,

This is my first ever real attempt at writting a story to post. It is ALL fiction, and most of it is just made up and what I think it would be like but never experianced. I was inspired to write this after looking at some pics from a friend. I have an overactive imagination which is probably much better in my head than on paper. I suppose I should have proof read it, but I'm assuming I'll probabl be the only person to read it. Please have mercy when commenting... if anyone reads this at all.


I scurry up the sidewalk quickly, thankfull that its night and no one seems to see me ... Continue»
Posted by GreyMan44 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1263  |  
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jobsite surprise

The other afternoon I went to deliver an estimate for a large gardening job I had been working on. When I arrived at the house I rang the bell and waited. There were two cars in the driveway but no answer at the door, so I walked around the back to the pool. As I came around the corner to the large hedgerow separating the back yard from the pool I heard two female voices talking and giggling. Passing the hedge, I froze dead in my tracks. My eyes flew open wide and my jaw dropped at what I saw.
Beside the pool, the lady of the house was making out with one of the most beautiful women I had eve... Continue»
Posted by leadpencil21 2 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 2128  |  
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The making of me the sissy

I was married at 20 and it was ok for about 8 years until it all started to change including me. One day I came home from work and passed a electrician service truck at the end of my driveway with a black guy driving it. I went in the house to find Kim my wife of 8 years laying naked on the couch. I asked her what she was doing and she gave me a story that after the electrician was gone she was hot so stripped down to cool off. For the next year I found myself getting no sex hardly at all and we needed a lot of repair work done but I never seen a bill. One day I got off early on a Friday ... Continue»
Posted by tim_likes 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3397  |  
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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 4 years ago  |  Categories: Shemales  |  Views: 1472  |  
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my transformation

is fiction


It is strange where one’s desires can lead one. Take me as an example. Always entirely enamored of, infatuated with and completely submissive to all things feminine, a true devotee of Female Supremacy, my lifelong fantasy has always, since before I can remember, been to find a position as the submissive sissy maid and sex slave of a commandingly beautiful, dominant Goddess, spending virtually all of my time that was not devoted to domestic duties with my sissy face, mouth, and tongue smothered by and buried in the delicate, sweet, pungent pussy and ass of my Owner/Mistress and/... Continue»
Posted by elisatv 4 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 940  |  
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Caught cross dressed part 1

My name is Philip. I am married to a beautiful woman called Helen, and a few days ago... I did something very stupid!

My wife, her mother, her beautician, my P.A. from work, and any of their friends, (in fact, anyone that they choose,) are now completely in control of my life. They are my Mistresses, and I am fully subservient to their every desire. In fact, I am now nothing more than their sex-slave!

Recently, whilst I thought that my wife was visiting her mother, and would not be back all weekend, I decided to indulge myself.

I resolved to use the time to pamper myself, and to pan... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2924  |  
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Bi male and anal sex

Thru out my adult sex life I have always enjoyed having my ass teased and played with. 
Then I started dating a woman whom loved to tease a mans ass with her fingers, yes fingers where she quickly got me use to taking 2 of her fingers. 
Then one night things changed. After a hot night of wild sex, she slowed things down before excusing herself. But before she left, she rolls me over on my chest, which to me means she want to tease my ass. I hear her in the bathroom , toilet flushes and I hear her returning to the bed, straddling my legs, she racks her fingers up and down my back before she l... Continue»
Posted by rogue-1966 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 3751  |  
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Breakdown!

Break Down


It could have been a perfect evening.


Earlier, I had taken a long, luxurious bath and gotten myself completely smooth and silky. I spent 45 minutes on my nails, painting them a robust “Romantic Red” with luscious lips to match. A black and white polka-dot bra and panty set came next and then I rolled on a pair of silky, sheer stockings that made my legs look like they went all the way up to heaven. I slipped into a beautiful sheer bodice black velour cocktail dress that flaired (well) above my knees, and then strapped into a pair of black patent leather pumps with criss-cr... Continue»
Posted by 1kara 2 years ago  |  Categories: Shemales  |  Views: 1014  |  
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Shemale massage

It has been one of those long and stressful weeks. I’m in desperate need of relaxation and relief so I head over to an Asian massage parlor for a typical happy ending massage.
The girl who usually massages me isn’t available so another girl is suggested which I accept. I think to myself that she can’t be much different than my usual so I don’t care much. I just need a massage badly.
She comes out of the back from another massage and introduces herself as Jessica. I smirk a bit knowing there is no way her name is Jessica but I go with the bit and am happy as she is quite attractive and alread... Continue»
Posted by malesub01 1 year ago  |  Categories: Shemales  |  Views: 7605  |  
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Gloryhole Gurl Part 1

Making of a Gloryhole Gurl! Part 1
By Kristy

Just Like in any marriage after fifteen years ours was getting pretty routine. Every three months I could have sex, in the missionary position, with her wearing flannel Pj’s. Even in the summer she would wear long pants type pajamas and when I would buy her something sexy she would just say it’s not my type and never even try it on! It was only six months after our marriage that she told me she doesn’t like to have oral sex!
Well like any red-bl**ded male I started hitting to gentleman’s clubs around town. The sight of t... Continue»
Posted by kristygurl 4 years ago  |  Categories: Shemales  |  Views: 1447  |  
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Lucky Afternoon Part 5

The day finally arrived whe I absolutely had to get my boat out of the water and fortunately it was a slow day at work so I asked a couple of my employees if they wanted to assist me? They eagerly agreed because they would still be on the clock and it was a very nice day. I had them drive one of my company trucks and I took my own truck and told them to meet me at the boat dock. I decided to stop and pick up some beer and ice and figured we could run around the lake for a few times to use up some of the fuel before it was parked for the winter.

I hadn't talked to Nikki for a couple of da... Continue»
Posted by rcpeters 4 years ago  |  Categories: First Time, Shemales  |  Views: 285  |  
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Chrissie goes to Camp Pt 2

Chrissie Goes To Camp Part 2
I dealt the cards and after each guy took his draw and discarded they threw in there cards and Brady had won the
first hand with a pair of eights. I leaned back in my chair and extended my right leg upon the table top. Brady
unbuckled the strap of my sandal and slipped it off my foot. before I could retract my leg he wrapped his fingers
around my ankle and proceeded to suck each of my toes in turn. The rest of the guys let out whistles and catcalls
and I closed my eyes and enjoyed the sensation. Brady said "That's just a sample of what I'm going to do
... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 596  |  
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The Pre-Nup Agreement (a Chrissie Conway Story)

The Pre-Nup Agreement


Several years ago one of Kellys' friends had a b*****r who was getting married in Reno and a bunch of us girls
decided we would all get together for a wild weekend reunion. I unfortunately had several of my regular clients to see
on Thursday and Friday afternoon and wouldn't be able to depart for Reno until early Friday evening. Needless to say by
the time I arrived the ladies were already in a crazy celebratory mood. I'd had several drinks on the flight so I wasn't entirely
unprepared once I got to Reno.
I had the valet hire me a taxi and headed for the Cal... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Sex Humor, Shemales  |  Views: 750  |  
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I want you used!

I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me all over with his tongue and feathers, sometimes fur gloves. He made me crazy with desire for a good hour before finally fucking me or having me suck his beautiful cock. One night he told me that he was being transferred and our time together was about to come to an end. He asked if I'd indulge him... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 658  |  
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HOW I BECAME A TRANNY WHORE (PART 2)

HOW I BECAME A TRANNY WHORE (PART TWO)
After my first night working for Mama T, I was hooked. At least once a week I was a worthless whore at her trailer. I would be at her trailer, ready to serve her cliental. Of course most the Johns picked one of the real girls over me, but there were the occasional guys that wanted some thing different or couldn’t wait. I didn’t mind. I just craved being in this sleazy environment knowing I was nothing more than a piece of useless meat on sale. After all I was tainted merchandise; I had a cock between my legs instead of a juicy cunt. The other gir... Continue»
Posted by littleoralvee 3 years ago  |  Categories: Shemales  |  Views: 1107  |  
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Sissgirl's sweet Adventure part Two

Sissygirl was a only a little nervous as the cab dropped them back off at her apartment; she had made sure everything was ‘just so’ at her place; a sweet perfumed incense hit their nostrils as she as eagerly gripped his hand and pulled him through the front door for the first time. Her heart was pounding as she closed the door behind them; there was no going back now, both cocks rigid in anticipation of the sweet lust to come, both yearning to shoot their hot gifts in honour of their love for each-other. He held her firmly and she giggled softly as their stiff excited members were squeezed to... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 684  |  
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saturday at the Park

Saturday afternoon at about 3PM I left a bar after lunch and a few drinks. On my way home I passed a park that typically is crowded but today there weren't many cars so I went back. In the park I saw a few people at the entrance but no cars parked in the back half.

I parked on the side of the road and I looked around once again and no one was in sight. I pulled my jeans and underwear off and slipped on panties and hose. I took my T-shirt off and slipped a bra around my chest. Snapped in on then spun it around in place. Stuffed my socks in the cups. Lastly I put on a silky slip and a dress. ... Continue»
Posted by Sigrid-DWT 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2835  |  
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Part 1.. An Idea forms

My plan was pretty simple really… Find a fem-boi looking for a Sugar Daddy and change him to a her over a period of time… Simple in theory, Much harder then it would seem in reality. Being in my mid-40’s and rather well off from a few investments and a wealthy grand-mother I had plenty of time to indulge my more twisted desires. I got into Trans-Sexual porn a few years ago and I was hooked almost immediately. I do not think I am actually gay because the thought of ass fucking a man does nothing for me.. But on the other hand if that man had very feminine features, a small quiet voice, creamy ... Continue»
Posted by Azmodaz 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1341  |  
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made to be his gurl

After waiting tables for a good 6 months, I had finally got myself clear and could maybe get myself back to California. But I wanted to get there with some money in hand, so to save the air fair I thought it would be fun to share an the ride with someone or ones. I put an ad on Craig’s list for a ride share.

I got about 4 responses and thought I had better meet with um to see if I could deal with a 4 day trip. The second guy that rumbled up was a long haul trucker, with a sl**per cab. He told me that he’s just got back from a slow go thru Texas and was about to go back same way and c... Continue»
Posted by bucketface 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2197  |  
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