Shemales Porn Stories
Page 114

surprise pick up

This is how I lost my virgin ass.

I got off work one day and on the way home I figure I'll stop by the adult book store to try see some peak show. The place was unusually packed. I usually go there an play with my dick.

So the place packed so I leave when I leave I notice two girls walk in across the street one had those short shorts and made me honey right away the notice me looking at them.

They waived hello and I drive past them and toght fuck it let me see if I can give them a ride. I drive my car in front of them open the passenger window and the girl with ahorts come up and say... Continue»
Posted by down4tgirls 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1725  |  
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Cindy Growing Up

My first memories are of my mommy playing dolls with me in my
crib, and singing softly as she nursed me. I grew quickly, and I
was a chatty little k**, and by four Mom would take me out to
play with the other little girls. I remember always being dressed
in skirts and layer after layer of soft, frilly underwear.

I was treated like a little princess, and by five I was told that
my father had died just after I was born, leaving Mom enough
money to raise me without worry. I also learned I was different
from the other little girls. Mom explained that some people are
born without parts, ... Continue»
Posted by alex_wd 1 year ago  |  Categories: Fetish, Shemales  |  Views: 1655  |  
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mom's sissy

You know those words that just have so much impact on you they just shut you up and keep you thinking for the rest of the day? There have been other instances in my life that have done this to me, all of them done by my mother. The first time when I was a c***d she asked me if I had tried on her pantyhose in the bathroom. This was true because after I had my fun with them I placed them in the hamper. That was one of the very first times I had ever worn female clothing. Naturally being a little k** I didn't know how to react to the situation so I got angry and basically over reacted saying thin... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: BDSM, Mature, Shemales  |  Views: 714  |  
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Where it all started

I guess it all got started when I was a teenager and joined a swim team with Brian, who was my best friend and whose parents also happened to be my parents closest friends. We had to swim in skimpy little speedos which didn't conceal much from the imagination and hugged your every curve very tight when they got wet. One day after practice Brian and I were alone in the locker room when he looked at me in my suit and told me how sexy I looked. I was suprised by the comment, but even more surprised at how it turned me on. "You really think so?" I asked him, shocked at the excitement I felt a... Continue»
Posted by cdmelissaluv 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1701  |  
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My 2nd tranny date.

My second transexual Encounter was years later my First, I was sixteen At the time. And I was driving home from my girlfriends. I was living at my parents, my curfew was 2 am. That nite I had taken my moms fleetwood with me. I left her at her house and I had a hard on. On the way back I passed by 8st in miami a famous st for hookers. I drove around the parking lot of MikeyD's and saw her standing at the side of the building.I pickd the lady up she looked in her late 30 and we parked on a side street I gave her 40 bucks for some head. I started to play with her nipples as she got more and more ... Continue»
Posted by lucifer696 2 years ago  |  Categories: Shemales  |  Views: 960  |  
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#1 - Nikki's First Experience

I had recently started my transformation and was just past 18. I was at the stage where I was just starting to dress as a female in public and friends convinced me to go out. At the local pub over the course of the night my friends all found someone and I had resigned to the fact that I probably wouldnt find anyone until a young guy in his mid 20’s approached me. He said my friends has told him about my change and he was very complementary saying I looked pretty convincing. Over the next hour or so we spoke in the pub about everything from jobs, hobbies and eventually if we were both single wh... Continue»
Posted by Nikki_93 2 years ago  |  Categories: First Time, Shemales  |  Views: 1672  |  
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Black fetish Part II

So pretty Patty had taken those pisc of us and showed them around school and the boys called me sissy and I didn’t care...they were going to beat me up and they called me a freak and the head of the boy gang said he would save me if I did all the homework assignments for him and a couple of friends....and being a mathe whiz and a great English student that was all easy peasy and...you know what happened to Pretty Patty.....she ended up with a bunch of motercycle lesbians and they tattood her ass with the words...Snitch Bitch,,,,,and I left my small town for the big city and became the hottest ... Continue»
Posted by mia1 3 years ago  |  Categories: Shemales  |  Views: 563  |  
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My Shemale Girlfriend

I have a shemale girlfriend who is hot as hell. She has a small cock like a clit, small balls, and a tight juicy ass. She also has a beautiful set of tits. when we do 69 it is explosive. When I use a condom I make sure it has no lube because she sucks it so hard and wet it drips naturally. As I fit it into her tight ass it slides n so easilly and then I pull off the condom and fill her ass with cum. She also likes me to cum in her mouth. Now she wants to be shared so if you live near me send me a message. THIS IS FOR REAL!!!... Continue»
Posted by firefighteral276 3 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1111  |  
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Becomming a Sissy Slut

Sandy's Life
My name is Sandy Johnson. I chose that name 35 years ago because I like Sandy and I knew a hot female with the last name Johnson. I first remember finding my mothers underclothes in the bathroom closet. We she and my Dad would go out I could go in the bathroom and put her slip on and find a pair of dirty panties in the dirty clothes hamper. I still love the feeling of an old fashion girdle!

I dated in HS and went to college, married, went to war, had c***dren, divorced, married again and divorced again. All this time I kept buying women's clothes and... Continue»
Posted by sandynccd 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1312  |  
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Alice 3

Alice part three.
On the way home from the office I was feeling good about what Stephen had said about me being the top female engineer, then it struck me, I was the only female engineer. I popped in the bank and paid in the cheque from Santex, with so much going on I had forgotten all about it. I did some shopping and got a few bottles of wine, also another pack of KY, dad had used a few on me this week.
I changed from my suit to a mini skirt and strappy three-inch shoes.
I set the table for three, and prepared dinner. Five thirty, dad came home.
‘H... Continue»
Posted by ratty9uk 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 581  |  
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my shemale GF

So my girlfriend ,who was originally my friend ,who I had no idea was a shamale, she hid it very well, she is white with brown hair and blue eyes, she is very pretty, has nice boobs very perky, great ass, and a beautiful voice, I asked her out, she was hesitant at first it took her awhile to say yes. We went out for about a month or two until last week we fucked, now this the part wanted to talk about, I had come to her house one day and she was just chilling watching TV, I joined her, I went for the old arm over the shoulder tit grab, which didn't work.....dammit, but she did start rubbing my... Continue»
Posted by germanface 2 years ago  |  Categories: Shemales  |  Views: 2046  |  
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caught y my roomate

long time ago I helping a friend out,by leting him move in my house,which I owne.we had sex before,but that was before he new about my lifestyle.well he took off one weeknd,leaving me to have the house fore myself.so I decided to get all dressed up,and hook up a guy that night.I was sitting at the edge of my bed playing with myself thinking how good it felt to dress up,looking into the mirror seeing the sexy woman in front of me.not knowing that my roommate was standing there,rubbing his cock thru his pants,then he came in ask me what took me so long to come out,he said he new,but was not sure... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 597  |  
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First Sissy Fuck part 1

I am in a hotel room and there is a knock at the door. I open it to let in a sissy girl in heels, fishnets and a very short dress. She has lots of make up and very red, shiny lips.
'I assume you are wearing everything else I requested' I ask.
She giggles and hitches up the dress to reveal lacy panties barely concealing a but plug at one side and a cock cage at the other.

She asks for permission to touch me, and when I nod she feels stokes my erection which rises to the occasion and trembles under the soft touch.
She kneels down in front of me and unzips the fly, releasing my fairly av... Continue»
Posted by honestjohn1962 1 year ago  |  Categories: Anal, Shemales  |  Views: 1198  |  
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Cruising With Chrissie

Several years ago my best friend and ex college roommate Kelly and I took a week long cruise, visiting several lovely
tropical Islands. We had an exceptionally good time as the food was fantastic, the alcohol flowed freely, we didn't manage to
part with too much money in the casino and we sampled some incredible strains of pot.
The days aboard ship were taken up with sunbathing, swimming, reading trashy novels and generally relaxing. The
evenings on the hand were spent drinking, dancing, gambling and socializing. Once we'd lost our limit at the Black Jack
table we would normally head for... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Lesbian Sex, Shemales  |  Views: 496  |  
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My tranny slave (uk tv ts and cds apply)

My biggest wish is to own a tranny slut a cheap worthless little cumwhore. Is make wear stocking suspenders a short skirt and black lace panties. I would rule her with an iron fist. First I'd make her crawl on all fours like my lil pet I may even keep her on a leash. She would be f***ed to obbey my every order or face punishment. I would want her to feel worthless like a piece of shit on my shoe. I d make her gag on my hard cock just to watchh the look on her face as my cock is rammed deep down her throat. Her tight little dissuade ass would be mine insrryion of objects and fucking her sensles... Continue»
Posted by crbigboy 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 645  |  
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Milking Time B4 Chapter 13 The Shit Hits The Fan

Chapter 13: The Shit Hits The Fan

The next morning came too soon for everyone on the Island. No matter what their feelings, or which side they favored, all of the amazons had a sense that something drastic was going to happen today, and that things would not be the same again for them.
Tiffany had called an emergency meeting for nine o'clock, for the entire Island to be present, in order to decide Barocca's fate. At a little past eight o'clock, Dee Dee and Ebony walked through the corridors to the unused quarters where they had locked Barocca in the night before. Dee Dee carried a tray... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 141  |  
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Time marches on Pt 3

I woke up in the middle of the night to my right eye flashing. It was an alarm. It read, "Proximity Alert!" I was confused, so I spoke up, "A.I. what's going on?" I'd almost forgot about having it. "Unidentified individual on premises." I sat up, and quickly looked around my room, Amber and Mariah were still asl**p, and it was 4:30 a.m. "Unidentified? Please clarify?" I stood up and put on my boxers. I was rubbing my eyes then the A.I. responded. "Individual is not a resident of this building." I snapped out of whatever fatigue I had left, "Oh, no. A.I. deploy all auto cannons now!" Again, the... Continue»
Posted by wheels1825 11 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 852  |  
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The Politics of Dancing

"What the fuck are we doing here. Seriously?" I growled in his ear. I was still smiling, and I doubt anyone was going to be lip reading.

We were on the dance floor, my arms around his neck, slowly swaying to a crappy Lawrence Welk-wanna be band.

"You know what we're doing here, darling." His reply was sugar coated, sappy with his big grin. And why shouldn't he be smiling. He was dancing with the most beautiful woman in the place. The men were obviously jealous of his new trophy wife, and the women were too polite and too mannered to say anything directly, but their eyes said it al... Continue»
Posted by TransContinental 2 months ago  |  Categories: Shemales  |  Views: 1370  |  
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Smoking hot TV

TRUE STORY. I had got a hand written note through my door saying I looked great in my PVC mac. Shit! Id been rumbled, but how? I had never ventured out whilst all tarted up, so someone had spied me thru my window, and only my kitchen had net curtains, so it must be my male neighbour!! I decided to test my theory next time I dressed. I had my short red PVC chinese dress on, with fishnets, white patent thigh boots (5" heels), my curly blonde wig, and my over the top makeup made me feel so wanton! I tried to see if he was watching thru his window, but couldnt see him, so I put the kitchen light o... Continue»
Posted by HonorAnneDObey 3 years ago  |  Categories: Fetish, Shemales  |  Views: 321  |  
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Nylons in the Office

I work in an office where attractive women are few and far between. There is one analyst for whom I would die for one torrid lesbian affair.

She's blonde, blue eyes, 5'7", 110ish, mid 30's and All-American good looks. Yesterday, I was briefing our director and she was sitting behind me. Since the weather has changed, she has switched from dress slacks and heels to skirts/dresses and boots, and she was wearing her leather boots with black nylons, black pencil skirt, and a nice fitted blue blouse.

As I finished talking, questions started being fired around the table. I leaned back in... Continue»
Posted by noellejordan 3 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 665  |  
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