Shemales Porn Stories
Page 74

The Walk After the Busted Date -- Part 1 of _? or

The Walk after the Busted Date, Part 1 of _? or My First Job as a Hooker Part 1 of _?

It was a Friday evening about eight just before the sun was about to set on a pleasantly cool evening. The brisk air kept me comfortable since my body was a little warm from being nervous with the coming scenario. I was going to meet Phil, my date, as a hooker. We have been planning on this for a few weeks and our schedules finally matched enough to make it happen.

The club I was going to served a very eclectic clientele and right now, there were free line dancing lessons with the 70's ... Continue»
Posted by LeslieStone 10 months ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 877  |  
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weekly fuck

I met guy name kieth,on a local dating phone service,I had place an ad,and he sounded real hot,so i invited him over one afternoon for some hot sex,when I answer the door wearing a pink top,black mini skirt,blacklace garterbelt,lace stocking,matching panties.I took him to my bedroom where we stood in front of a mirror,his hands were all over me,grabbing my tits,running his hands down my skirt,I could feel his cock getting hard,telling me how sexy I look to him,I then turn to him,and pull his pants down ,it was big,and hard,and thick,10inches.stared licking,and sucking his big cock,we then got ... Continue»
Posted by blonde68 1 year ago  |  Categories: Shemales  |  Views: 876  |  
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SUPER QUEENS MICHELLE AND LORI SUCK AND FUCK

"Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming drag queen; she flipped up her short miniskirt as she wiggled her naked ass. "Check my pussy, Honey". She bent over, legs spread wide thrusting out her ass, parting her cheeks with long red nails as she pulsed her pussy open and closed, her smooth balls glistening with her dripping pussy juice, her sissy cock dangling. Lori was at the mirror putting on even more lipstick and gloss. "Ummmm, I love it Baby, you are such a nasty bitch going out with your cock dangling" she giggled. Michelle licked her g... Continue»
Posted by tvsllutmichelle 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 877  |  
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Crossdressed bondage

She was proud of her position. Headmistress of the Finishing School for TGirls.

So many beautiful shemale girls had left her careful administration and gone on to happy lives, or sometimes porn careers. Sometimes they had been bought outright to be used as sex slaves, but always they had gone in the best possible way.

She smiled as she looked down at the latest batch. The youngest were 18 and they were often brought in by rich families that didn't know what to do with their very effeminate boys who had painted nails and lips.

The school was there to bring the best out in transgender... Continue»
Posted by davinna_lush 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 875  |  
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Mistress Cunt's two fairies



Mistress Cunt's two fairies

By Taffy, the little sissy fairy girl



My, my what a wonderfully gay time Angela and I had with our slut friend Lauren and her Mistress Cunt! Here’s a little story about that faggy time and how fairy we were for her.

The weekend started the night before with Angela and I at the hotel; I had already properly dressed in my sexiest outfit, a gold sequin mini skirt with black fish net stockings. It did not take Angela long to get herself prepared and we sat to chat. Chat turned to feel, feel to kissing. It wasn’t long before my panties were down and the... Continue»
Posted by Tigerpaw46 4 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 874  |  
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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 tranny slave

I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the very first time. I was shocked to hear she was a virgin but loved the idea of being totally submissive to a master . We arranged to meet the following weekend so I took drive to hulls she lived very close to the marina and her flat was easy to find. I rung the door bell and within seconds the door was... Continue»
Posted by crbigboy 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 875  |  
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The ConVentioN part

2. Arrival
Pulling against the chains that secured her arms over her head, Sasha whimpered in frustraition
yet again. Her bonds hardly rattled at all as she shook and twisted her body to try and get free.
All she succeeded in doing though was making her heavy tits jiggle and bounce painfully. Alone
and naked save for the few cow patterned garments her mistress had allowed her, Sasha cried
softly in the darkened room. Her breasts were swollen with milk, now each one was larger than
her head! Pink bands had been tied to the base of her nipples, preventing any of her milk from
leaking out.... Continue»
Posted by peterbtrs 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 870  |  
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Gay Fantasies At Work

All I had to do was make it three more hours. My boss stands in front of us chanting "blah, blah, blah" at me and about twenty other co-workers, pointing a metal rod at some graph that makes absolutely no sense to me right now. This will be the third day I've had no sl**p. I'm dizzy, starving, bored and beginning to hallucinate. The white walls begin to warp and twist into humanesque faces. My boss' height begins altering slightly. The boardroom seats start becoming carnivorous, noshing slowly on my butt cheeks. I giggle aloud for no reason, and it takes me a few moments to realize that my bos... Continue»
Posted by tomho529 2 months ago  |  Categories: Masturbation, Taboo, Shemales  |  Views: 869  |  
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First TS sex

I think I was near my 35Th birthday and, believe it or not I had never had experience with a transsexual. I had plenty adventures with men and liked it very much as well as with women. Decidedly I was completely bi.

As I wrote in previous stories, I’m writing about near 30 years ago. It was not as common as today, no way thinking to come out of the closet.

I was working with a engineering group, developing housing projects and our working hours were far from normal. I was preparing a presentation for our customers and stayed specially long in the office. I came out from the underg... Continue»
Posted by bloodyhugo 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 868  |  
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How I became a GURL part II

So I'm in college now, I've learned to love and use porn in all its forms, I've learned to be a great cock sucker and to have my ass fucked. I've learned to tie myself up -- as best as possible -- to pee all over myself to get that humiliating feeling. I'd spread the porn mags all over the floor and spend the entire night playing, trying to shoot my cum onto a photo of a cock so that I could lick it up.

The feeling of release whenever I gave in to all of those instincts was fantastic!

I loved cock! But I was a horny 20 something and still chasing pussy. Eventually the girlfriends star... Continue»
Posted by jenn1 2 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 869  |  
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Brandi the Shemale Cums After MNF

So, I come home from watching Monday Night Football with some guys at the local pub. I turn on the TV and some infomercial for an exercise machine comes on. The model working the machine has a great body and seeing her workout is really working me up. My cock even gets a bit hard.
Feeling a bit on the adventurous side, I open the phonebook and look for an e****t service that has shemales. I find one. Just talking to the dispatcher and describing what I want makes my cock hard again.
The hour I have to wait for her to arrive is excruciating. I’m so horny that I decide to prep myself by jerkin... Continue»
Posted by madnessx 2 years ago  |  Categories: Shemales  |  Views: 867  |  
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Super Lezzie Queens, Michelle and Lori


]Super Lezzie Queens, Michelle And Lori‏


"Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming drag queen; she flipped up her short miniskirt as she wiggled her naked ass. "Check my pussy, Honey". She bent over, legs spread wide thrusting out her ass, parting her cheeks with long red nails as she pulsed her pussy open and closed, her smooth balls glistening with her dripping pussy juice, her sissy cock dangling. Lori was at the mirror putting on even more lipstick and gloss. "Ummmm, I love it Baby, you are such a nasty bitch going out with your c... Continue»
Posted by tvsllutmichelle 8 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 867  |  
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CD Slut Wife Role Play continued from before ....C


MR x i want you to wait for me in doggy position,than i'm comming and slide my hard cock sooo deep in your asshole that you scream like crazy and your cock becomes rock hard and you can feel my hard cock slide dpep in your stomach while my balls massage your balls in that position...mmmmmmmm i want you in my bed every night with my hard cock sticked in your asshole....

freakyerica mmmmmmmmmm yes baby please fuck me good and hard make my clitty drip with pre cum as to ram my pussy deep and slap my ass tell me i am a good little slut and how you love to fuck my pussy

IN response MrX sent... Continue»
Posted by freakyerica 4 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 867

How I Became Vanessa Chapter 3

Hello dear readers,

I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life.

*

At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all the things that happened at July's, blushing as Jeff was watching me with desire.

Elena hadn't changed her sexy outfit and her beautiful face leaned towards Jeff's crotch uncovering his 10 inch cock which was even thicker than John's. She started to suck it hungrily, encouraging me to join her whi... Continue»
Posted by slutyvanessa 1 year ago  |  Categories: Shemales  |  Views: 866  |  
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first time with a shemale

Well this is my first story i have wrote so bear with me and comment on what you think...

well this all happened about two years ago when i was 18 i always have had fantasies of having a cock in my mouth and ass but i wasnt attratced to men jusst the cock so i decided to find a shemale. i live in a small town and thats hard so i found one about an.hour away in the city. so i talked to her decided to leave work early i was already horny anways but the worst part was the drive because it gave me time to think and second guess myself but i kept going..
when i arrived there she was waiting ... Continue»
Posted by wildmanxd 1 year ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 866  |  
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tranny hooker ( UK GUY SEEKING CONVINCING TV &

I was out late looking for a cheap hooker with £15 in my wallet I should at least get a blowjob. After 20 minutes of searching I see a young girl stood on the corner. I pull up along side her she tall long legs short skirt stockings m holdups long dark hair as she bends down I tell her how much for a bj. For u darling £10 for everything I m more than happy with that. Once in the car she tells me to drive down the road and take 2nd left. We end up down a dark alley at the end a quite car park. Once there I turn off the car she opens her legs grabs my hand and slides it down the inside of her th... Continue»
Posted by crbigboy 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 865  |  
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Darlene, Jack and I: Part One

I was driving home from a local peep theater when my car broke down luckily I knew a couple from work that lived nearby. I called my road service company who told me they were unable to help me before Monday since it was a three day holiday weekend. Luckily, when I arrived at their home someone was there or I would have been in big trouble having traveled nearly 60 miles to get to the theater in the first place.

Darlene answered the door in a tight black teddy with three inch heels on which of course I thought was odd but she always was a snappy dresser at work. I saw she had a bit of
... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 863  |  
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Adult Bookstore Dancer

Adult Bookstore Fun
At one time there were eight adult books in my city now there is only one. Makes me very sad as I loved dressing up like a twenty-five cent whore and visiting them on the weekends. I think I enjoy all the humiliating comments and condescending looks the customers would make about me in the front as much as I did sucking off cum filled cocks in the mini booths in the back.
One of stores had girls working in the front that would give you a privet dance, for a fee, in one of the many privet room available. I meant Ida there. I was in drab and looking at the BDSM magazine... Continue»
Posted by littleoralvee 2 years ago  |  Categories: Shemales  |  Views: 866  |  
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my shemale GF part 7: Bukkake

My birthday was like a week ago or s o, and Christy got me what ive been wanting, a bukkake. I finally got this present like two days ago. We went to dinner, we meaning me Christy, Brittany apparently another shemale who I didn't know about but also my friend, and Jennifer, who I did know was a shemale. There are apparently plenty of shemales where I live, awesome. We went to Buffalo Wild Wings, Christy wore a short jean skirt, and nothing underneath, I know cause I dropped my fork and she opened her legs, she also had on a my Odd Future shirt on. Brittany has blonde, about 5'8, busty, big as... Continue»
Posted by germanface 1 year ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 863  |  
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