Shemales Porn Stories
Page 75

My Ultimate Fantasy...

Let me start with the details...

I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so myself...it's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at just mine.
The more I watched facial vids, the more I focused on how hung the guy was and how thick his lines were. Now, I'm a fit guy. Work out daily, I think I have a pretty sexy body as far as gentlemen go. But, I simply don't think guys are attractive.
But I have this compulsion for cocks! I... Continue»
Posted by reddyforyou 3 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 1826  |  
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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: 612  |  
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Brad, Chrissie and the Laundry

Brad and Chrissie and the Laundry

It’s amazing how much fun you can get into when you use the laundry room
In our apartment building. Let me tell you about one Saturday morning when I was busily doing a couple of weeks worth of laundry.
I was all alone in the laundry room and waiting for the dryers to stop so I could retrieve my garments. There was one other dryer being used but no one was presently there watching it.
It’s always so damned hot in the laundry so I was wearing just a t shirt and cut off jean shorts. I was braless but I was wearing a pair of baby blue thong panties. It wa... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1277  |  
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school teen gay crossdresser first time sex

A young cross dresser's first gay experience
I was just a young boy then, senior in high school, horny as hell and dreaming of my first gay experience since sitting in my new red lace thong and white lacy bra and discovering the one porno in the house everyone kept hiding from me. I guess they thought my s****rs panty drawer held no interest for me......they were wrong.

It had been a great afternoon jacking off in my new bra and panties and watching my first porno when it happened, I saw the most beautiful thing ever, Peter north titty fucking a hot blonde and cuming all over her face. I w... Continue»
Posted by allisontranny 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 7482  |  
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hell of a night

I was about 18 at the time, and I did my usual Friday routine. Shower prettying up, then bored. I decided to go to my neighbors house, he was hanging out in his garage. In the recent months I would go over and hang out, he didn't care I was u******e and would let me drink. So I got ready after doing my makeup. I wore a black collar that was really frilly, with my playboy bra which helped with my not so awesome chest. My thong was black which matched my bra and the shirt. My jeans were blue and I thought I was smoking. I was sure to bring my purse and phone. I called him as I stepped out, just ... Continue»
Posted by Lauren_lee 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2154  |  
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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: 1034  |  
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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 2 years ago  |  Categories: Shemales  |  Views: 943  |  
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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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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 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1483  |  
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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: 1193  |  
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My girlfriend found out my crossdressing secret

It was just like any other day at work, when I recieved a text from my girlfriend Nikki asking if she could borrow my laptop to get some work finished as hers wasnt working properly and she was in a rush to get it finished... I was really busy so agreed, gave her my login and thought nothing more of it..

I arrived home to be greated by Nikki who thanked me for letting her use my laptop and told me I was a life saver, she'd ran me a bath as a thankyou and told me to go straight up so it didnt get cold.. I stripped out of my suit on the landing and jumped in. While I was relaxing away in the... Continue»
Posted by slut_trish 3 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 3096  |  
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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 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1592  |  
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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: 1288  |  
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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: 793  |  
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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 2 years 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: 546  |  
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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: 1310  |  
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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: 1687  |  
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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: 2292  |  
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Starcrossed sl**pover

I never was one to push my sexuality upon others... I have always felt.... unrequired in that area. so much so, that I lack the ability to be discrimitive to people, regardless of there beliefs... there origin... there sexuality... or even there religious or politcal views... in the end. I felt we are all the same.... we are human after all... and if you only look at that, I feel you may find some bliss in those words, and less a fear of the unknown. and I know I am far from perfect, but... I've had people tell me, I lack that sense of insecurity and they envy it. ... they envy me?... I felt ... Continue»
Posted by QuietSoul 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 723  |  
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