Shemales Porn Stories Page 114
I like to chat on dating sites, like to look for people there but i had never moved on an actual date. The farest i had been was a cam chat. I was always afraid of a real date. The stories i had heard about were pretty horrible most of the times.
A few years ago i was relocated to another country due to my work, as a newcomer in a not so liberate place i was always scared not to show my sex orientation. Both the gay one as the crossdressing. My only way out were my dildos and the chat rooms. On a chat room i met a guy who sounded really interesting, after several hours of talkinh we both dec... Continue»
What an experience i recently had, meeting a 18 year old girl at an adult bookstore! We hit up a conversation, and i told her that i would be upfront, that i am a shemale, at which she said to me, "No fucking way, you are so cute"! Nice to hear that, she was beautiful, about my height 5'7'', long blond hair, cute face , long sexy legs and nive tits and waht a great ass! she told me that she was straight, but always thought about what it would be like to have sex with a shemale, so i asked her why she was at the adult store. She said she was looking for a vibrator or dildo, and she told me she ... Continue»
When I first moved to Sydney in my mid 20’s I had trouble meeting the bills. This was desperate times so after a lot of soul searching I decided that the only thing I could do was to become a prostitute.
I knew Sydney that the transsexual prostitutes picked up clients on William Street near Kings Cross. Not really experienced on the ways of the street I drove down that night and went for a walk along the road fully dressed in all my slutiest outfit. Short black mini, Stiletto heals and tight leopard patterned top. In those days I still only weighed just over 50kg and since I am only 5.3” ... Continue»
Spent another night at my girlfriends house, she is straight, hot body, 32c tits, juicy shaved pussy, tight assole, great lips to suck my 7 inch shemale cock, which she likes to. I thought we were alone, sitting in the den when her uncle walks in, hot body and i always fantasied about sucking his cock and fucking him in the ass, but had to jackoff and cum instead. this time, he sits next to me and asked me if i like him, well, i said yes, but i had a surprise for him, at which time a took off my jeans and wet panties, and my 7 inch cock sprang out, so i stroked it for a while, until he decides... Continue»
So last night when I was browsing the infinite collections on xhamster, i came across a video of a tranny ( <3 ) doing something called "prostate milking". I had never heard of this before so I click on the video to see what it is. First off the lady starring in this video was gorgeous, beautiful tits, great ass and a dick that was killer. During the video this lady first beats off and unloads a massive load of cum all over herself. I noticed that the video was only half over though and that I hadn't seen anything that reselmbled "prostate milking" just a tranny jerking off her cock lol. I kep... Continue»
I spent night at girlfriend's house last month, her older b*****r walked in on me while i was naked in bed, jacking my 7 inch shemale cock off to porn, have 34c tits, he did not know that i had a cock, so i asked him if he wanted to suck my cock. He put his mouth on my cockhead and cock and sucked me for about 5 minutes, then i came so much spunk in his mouth, he liked it. Then i jacked him off all over my tis, they were covered with his hot cock juice. We see eachother all the time now and cum all over!... Continue»
alone in her ugly room, staring at her flabby figure in the mirror, aroused, taking pictures of her reflection with a cell phone, hiding her boyish face behind it, not caring about the pile of dirty laundry in the frame, the tip of her little cock, sticking out of her tiny immature panties, squeezed between her thick pale thighs and her round belly fold, her soft moist skin glistening after a shower, pink flesh, her tender budding tits in a black lacy bra, her adorable chubby feet out of frame.
on her back, lying on a wet towel she spread on the floor, legs pulled back in the air, her little ... Continue»
B roads in Wales are usually long winding boring affairs this one was no different it was ten or more miles back to her Holiday home the young teacher was looking forward to a quiet weekend away from the city away from every one.
In fact she was pissed with the entire world.
She didn't really want to be alone she felt she need fresh faces in her life.
As she drove: the summer rain pelted against the side of her car her windscreen wipers struggling to keep the downpour from obstructing her forward vision.
The rain was now so heavy she eased off the gas pedal u*********sly lea... Continue»
If you have read my story about the first time I was with a TS girl then you know my experience was limited to just a few times. So about 4 years ago I went to Thailand to visit my buddy who was working there in a high profile job with the Thai government. We stayed in his apartment on the 40th floor of a 5 star hotel in Bangkok, which was pretty nice. I had just turned 39 and was looking forward to my first visit to Thailand and seeing my friend I had not seen in 4 years.
Now, I have travelled very much in Asia: PI, Hong Kong, Tokyo, Singapore, pacific islands, and Hawaii, but not Thai... Continue»
Here I was in this street crouched down beside a car trying to hide from a woman walking past with her dog. She walked past me without glancing down which was lucky. I heard a mans voice behind me which shook me up.
"You OK?, what are you doing?"
I couldn't say anything.
"You better come with me, other wise someone will report you to the police."
He was a tall man in his 50's, well built and clean shaven, he spoke very politely. I followed him over the road to his house. He opened the door and we both walked in.
I walked into his lounge looking very sorry for my self. He told me ... Continue»
I made a horrible mistake.
I am usually so careful when meeting up with guys. I had been chatting online with a young guy in his early twenties for about a week and he seemed really nice. Like a lot of guys he was interested in meeting a Tgirl but I was bit hesitant as I prefer older guys. Mostly I meet up with guys at a neutral venue or at my place to have some control over the situation. Since he didn’t have a car I agreed to meet him at his place. Silly move on my behalf. I got dressed in my sexiest black skirt, black blouse , stockings, push up bra and black leather boots and went ou... Continue»
Sitting on the lounge at my local sex club I was watching the guys go by. You get to notice certain guys going past trying not to look like they are checking you out on the sly (and vice versa) thinking how they can approach me.
Normally it’s just the usual crowd of guys but several weeks ago a big heavy set African guy in his mid 30’s kept going past me and looking at me out of the corner of his eye. After about his third walk past I gave him little smile. When I could see him coming down the hall the next time I got up and slowly walked around the corner into the next hallway so he could... Continue»
When I was in my teens I was only interested in girls and thought that being involved in a gay experience was completely disgusting. I never would have even thought of it if it wasn't for what happened when I turned 17.
On my birthday me and a few friends got fake I.D.'s and went to a bar in town. We all started drinking and getting as shitfaced as we possibly could. There was 4 of us and my three friends had all spoted the girls they wanted to fuck that night so I was left alone at the bar.
Within a few minutes this girl sits next to me and I immediately started checking her out. Sh... Continue»
I finally take the plunge - a crossdressing story
I'd been crossdressing for a few months at this point but I'd never gone outside while dressed in women's clothing. I'd been to the shops once, wearing one of my outfits under my normal male clothes; that's the closest I've ever been but even that gave me an intense thrill. Even under a fairly loose coat, I'm sure people could make out the outline of my breast forms. Since that little trip to the shops had got me so aroused, I was determined to do it properly next time so I decided that the following Friday I would go clubbing ... Continue»
About two block from the house Ann stated "Tom's Home". It was
then that Tami noticed the pacifier around his neck and in his
mouth. He took it out immediately and saw the two girls in the car
next to them at the stop light smiling.
Since it was a warm day, Ann had the car windows open. Tami
looked at the girls, and now being himself, stated "I'm trying to
"Sure you are," the driver of the other car said, as the light
turned green and she drove off laughing.
"Please Ann, don't do this to me. I'm sorry, I really am,"Tami
"Now you know ... Continue»
"I can hardly wait. You know Daisy, when I first learned about
Tom's desires, I was hurt, confused, wanted a divorce, I really
wanted to kill him. But after I talked with Dr. More, and now you,
I feel much better, in fact, it could be fun.
"Ann, don't worry, Robin has been a complete baby for over a
year now, and there are moments, but for the most part it is fun.
Bob's a P.E. teacher. I haven't yet done anything to him at work,
but then you never know. All those cute little tiny bopper's, the
possibilities are endless."
"Well Tom works in an office. I wonder what I... Continue»
It was about 3 a.m. when I woke up with the discovery of being
wet for the third straight night. In my confusion, I jumped out of
bed in alarm, and in the process woke up my wife, who had not yet
felt the wetness of the sheets. Being disturbed by the manner I got
out of bed, and then feeling the wet mattress, she looked at me and
YELLED, "What the hell is going on here. This is the third night
in a row that you have wet the bed. What on earth is wrong with
you, are you a baby or something????" I just stood there, with my
head hung low, humiliated and confused. I couldn't answer her, ... Continue»
As I opened the door I saw a lovely young girl receptionist
sitting at the reception desk. She smiled at me as I approached her
and in a loud voice said "Oh Hello.....you must be Mr. Meyer, we
have been expecting you. Are you dry now, or do you need diapers
and rubber panties during the day as well."
In a very soft and trembling voice I told her that I was only
having a problem at night and that my wife wanted me to see if it
could be corrected. She told me to fill out the necessary papers
for insurance reasons and to have a seat till she called my name.
It was then that I tu... Continue»
"Doctor I have just a few questions before we leave," Ann
said. "How does he feel at the moment? Will he ever be able to be
function as 'normal' male again? If I were to say "Tom's Home",
what will happen?"
Without knowing it Ann had said the magic words "Tom's Home"
Immediately Tami became aware of his state of dress and tried to
cover himself up. He looked down and saw that he was not only wet,
but was dressed in only Pink rubber panties and WET diapers. He
also saw the pink pacifier in his wife's hand.
"Please Ann, can I take off these rubber panties and wet
diapers, ....... Continue»
THE FIRST TIME
Kate heard the bell ring from downstairs and dashed to the
mirror. The reflected image betrayed no flaws. The lipstick was
red and thickly applied, giving the pouting lips a playful glow.
The green eyes were right too-- the dark eyebrows thinly plucked,
the long lashes batting with plenty of body and dark promise, the
eyes themselves clear, bright and green as polished emeralds. No
eyeshadow though-- the Teacher thought that eyeshadow on Kate
gave a too-mature look and Kate was only sixteen. Cheeks were
smooth, with a complexion that was clear but for the inevi... Continue»