Shemales Porn Stories
Page 62

Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts... Continue»
Posted by shetrannylover 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1482  |  
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cumboy

I first met him online at one of those dating sites,we chatted a few times exchanged photos talked dirty, never figured on actually meeting since he lived all the way across the country,He was gorgious,and married.Then as fate would have it, i found myself in his city since i traveled around doing show at tgirl stripclubs.So i figured id email him and tell him i was in town for a show, maybe we could meet for drinks, He messeged me back, said his wife would be away for the day and gave me his address,After my show i drove to his house, and knocked at the door, He opened it and i smiled and sai... Continue»
Posted by kendracd 1 year ago  |  Categories: Anal, Shemales  |  Views: 1113  |  
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Their First Adult Book Store. Part 3

Gary loved seeing Albert's big cock, jacking off, on the other side of the glory hole. He guessed that Albert was sporting at least seven inches. Maybe eight. Gary wanted that cock. He put his fingers through the glory hole, beckoning. "Albert, gimme your dick."
Albert couldn't believe what was happening. He was so excited that his mouth had the taste of extreme forbidden horniness. Albert stopped jacking and put his dick through the glory hole.
Gary was in heaven. When he first saw the two twinks, it was pure fantasy that anything would happen with either of them. Now he was about to wrap h... Continue»
Posted by Michelle_Satin 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1307  |  
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My First threesome Part 2

After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear black seamed stocking to make me look like a real slut. She then told me that she had to get ready for Ray's father Bob to get home and that I was to go down to Ray's room and sit with him until then.
When I got to Ray's room he was already dresses similar to me except his lingerie was white, and bo... Continue»
Posted by billieearls 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1590  |  
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lesbian bar find

Finding hot and sexy girls here in Pittsburgh has never been a problem for me.I know what i want and just take it.So the other night after watching some sexy lesbian video's here on Hamster I decided I really needed some pussy.So off I went to this little bar very close to my house.It didn't take long for me get a girl to buy me a drink.She was black tall and beautiful.We got to talking and before long we started to kiss both of us getting hotter every minute.I asked her if she wanted to come over to my place since it was so close and of course she accepted.Once we got back to my place we sat ... Continue»
Posted by easybi69 2 years ago  |  Categories: Lesbian Sex, Shemales  |  Views: 1286  |  
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The Slave and the Sissy Part One

She had always been very rough with him, the big woman, but this morning was exceptional, and different. She had come home late from her usual soiree with other local mistresses and had whipped him mercilessly for no apparent reason; she had woken him during the early hours several times, tormented him and had her arse licked while she applied her dildo or had him lick her till she grunted out yet another orgasm, before serving him with cane or whip. Now morning was here she face sat him; her huge and sweaty arse engulfing his face; why was she so insatiable? He could not remember the last t... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 792  |  
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Becoming Bernard's Wife

This is somewhat a true story….

*************

I put an ad on Adult Friend Finder, thinking I'm never going to meet anyone here but was I wrong.

I am in my 30's, tall and slender, long brown hair and practically hairless everywhere else on my body. I was looking for whatever and was very curious. Just out of a relationship with a woman for 8 years. I moved to Europe and discretely started to experiment with guys and transexuals. It was one tranny who I was fucking occasionally said, next time, "I will dress you like a girl and fuck your hole." Sure enough, the next time we had a booty... Continue»
Posted by pat4tights 1 year ago  |  Categories: Shemales  |  Views: 1326  |  
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from a friend :)


from a friend, pretty hot!


So when you go to work wearing hot lingere, assume nobody knows. Have you ever gotten so hot you've gone into the washroom and fingered your boiclit and cum?
Just the thought of you doing that is hot and gives me a nice hard cock. I'd love to follow you in and as you finger yourself I stand over you and you take me into your mouth and suck me till I gush a nice load of cum into your mouth and you drink me back, every drop! Then you shoot all over your belly, clit and thighs. I refuse you to clean it off and make you wear your cum all day. You give me your ho... Continue»
Posted by sabia 1 year ago  |  Categories: Shemales  |  Views: 536  |  
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thursday night at the Gloryhole

So I went out to meet some friends on thursday, after a day of drinks we split or seperate ways. I started walking towards union square with the intent of grabbing a few drinks then heading home. As I got there I saw the bars were crowded so I started walking farther into the tenderloin not really with a destination in mind. I was walking on polk when i saw Frenchy's adult store, the sign said video booths, being a bit tipsy i figured why not see what was going on, so in I went. I grabbed some tokens from the guy at the register and headed into the back. There were a few booths organized in ... Continue»
Posted by tat2sf 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1685  |  
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First time in lingerie and first time fucked

Please note that this was in days before we needed to have safe sex.

In my very early teens I worked on the stage and since I was only slight of stature and hadn't really started to hit puberty yet. and also had very long hair at times the local theatre company asked to act as a stand in for a girl in stage plays.

I always remember after one night after the show the director put his hand up my skirt. I was really shocked as I had no idea at stage about gay people or transgenders and pushed him away. We are talking about pre internet and even video's.

Threw out my teens I kept ... Continue»
Posted by toniparr 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1726  |  
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Sucking My first cock

It all started earlier this week, I had begun to watch a lot of sissy hypnosis videos and training videos, mainly ones from Polish Mistress.

Every time I watch these videos, I usually would just end up masturbating or going on Cam/Phone with someone. But, after watching a 35 minute faggot hypnosis video, I was completely under the spell of the cock. My inner-desire took over after that.....and well this is what happened.

After being completely hypnotized, I went online and luckily enough found a dom daddy type guy in my area in a chat room. I told him I had never sucked a cock before, a... Continue»
Posted by pantycum666 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5442  |  
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My Girfriends Friend Shayla

I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who I’ve always wanted to see naked, on her knees eating my girlfriend out. Shayla’s tight ass looks so incredibly sexy with that hot pink thong on.

I shut the door behind me and walk up to the couch as I get nice wide smiles from both of these sexy beauties. Shayla slides her tongue back into my girlfrie... Continue»
Posted by Vesper2069 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2291  |  
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My Asian Boy dresses for me

I asked my 18 year old Asian Boy James if he would consider dressing up for me ? He seemed reluctant at first but the next day he told me he would only wear a little makeup and panties , that was good enough for me cause within 20 minutes I had him bent over and I was licking his tight hole getting it ready for my throbbing cock . My problem with fucking James is that his hole is so tight and warm that I cum almost immediately but I guess that's not much if a problem cause I fuck him multiple times when we're together .
So I'm anxiously wanting for him to dress up for me do we picked a date ... Continue»
Posted by Xmuscle 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1020  |  
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SISSIFIED

art 1

It was quarter to 12. The door bell rang and she got up and went to the door. It was her friend Carmen.

Carmen was there to pick her up. They were going to a movie after lunch. She said." We can’t go yet. I have to feed my b*****r."

Carmen looked at her. "You’ve got to be k**ding me." She said.

"No." Stephanie said grinning. "It’s not quite what you think."

Stephanie looked at Carmen standing there. They had been friends for years. Carmen was black, tall, long black hair and a body that wouldn’t quit. She was ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1580  |  
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Him and I

The early morning light came through the window as the sun gently rose to bring the day of all days.

Today was the day when I would meet the man of my dreams, that big beautiful stud, oh I had waited so long for this.

I would start with a nice long soak in the tub and apply all the skin softeners, also to repeatedly shave my entire body so as to be girly smooth. My long blonde hair now down to my shoulders with a hint of streak in it was soft and silky.

When I was washed and powdered I began laying out my clothes for the day, a black pushup bra to help enhance my pert breasts along wi... Continue»
Posted by frswriter 1 year ago  |  Categories: Shemales  |  Views: 938  |  
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She Took Control

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and can’t really tell u anything after that. When I came to I was in what appeared to be a woman’s room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut underwear. I rolled over and saw a photo of a beautiful yellow skinned African American lady. She had l... Continue»
Posted by 1234spence 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1609  |  
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a very hot encounter

I've had been feeling way too horny for days; masturbating every night to shemale porn. I've always loved transexuals. There's nothing better than a very hot body with a fairly large cock to be sucked and drained of hot cum. There's something even kinkier for me about a top shemale. I imagine that cock being inside of me, drilling my little tight ass while I go crazy kissing whoever is fucking me.

The weekend arrived and that friday y decided I was not going to go out and just tend to my restaurant business. I have this little tradition that whenever I stay in at the restaurant on a weeken... Continue»
Posted by feinor11 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1515  |  
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dogging tv slut

It was dark enough now I thought. It was about eight o'clock on a warm spring evening and I was ready. I had started getting ready about three hours earlier. I'd showered, cleaned all those special parts, applied my make-up heavily and dressed. I was wearing a skimpy flower print top over a black silk bra, my favourite suspenders, black leather micro mini skirt, black gloss stockings and high heeled black knee length boots. I peered from out behind the curtains. Yes the street was clear apart from some young lads on the nearby street corner. It was only about ten yards to the car. Quickly I c... Continue»
Posted by JuliaMiller 2 years ago  |  Categories: Group Sex, Mature, Shemales  |  Views: 1187  |  
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The Making of a Sissy - Part Six

Roberts took full advantage of his few minutes alone with Bella, as Aunt Jane attended to the caller at the door; he wiped her soft lips clean of his sticky semen and sat her tenderly on his lap, careful to let her sore little cheeks hang over; he caressed the soft white flesh and softly kissed her forehead.

“I’m sorry I had to punish you; I’d love to make it up to you, how would you like to come and stay at my place for a few days? I promise I won’t do any more than take a few pictures of you; there are other girls like you there, and we have a nice swimming pool and plenty of booze, I’ve... Continue»
Posted by midsummerman 2 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 610  |  
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Finally, My First Tranny!!!

I just came out of the doctor's office in downtown Philly from my 3 month check-up. I was pretty horney since my doctor is a female and I had a complete physical so she and her nurse were in the room with me. I got to the train station to go back to Willow Grove and was standing on the platform when I saw this beautiful brunette haired woman about 10 feet from me. She was wearing jeans, and a spagetti top shirt. I could see that she had a real nice pair of tits and my cock started to get hard in my jeans. Being horney and looking to get laid, I walked over to her and introduced myself. There w... Continue»
Posted by adw276 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2926  |  
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