Shemales Porn Stories
Page 80

The First Step With Hope- part one

It had taken all my courage to turn up and meet her; having connected by internet only, and seen pictures of each-other, I yearned to see her. Wanting to make her feel as comfortable as possible and confirm I was not some on-line creep, I agreed to meet her at a club she frequented, so she would be among friends. I was in a cold sweat; she was incredibly feminine and over the weeks, had indulged me with some deeply intimate thoughts as she became more trusting and confident. My cock remained permanently semi-erect as she remained in the back of my mind, and rigid when I had direct thoughts ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 589  |  
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Late Night BJ

A few nights ago I was feeling horny and desperate for something to wrap my lips around. Flicking through the pages of various sex sites I found out there was a dogging spot close to where I lived, feeling a little nervous I decided to give it a go and see if my luck was in. I went to my 'slut' wardrobe and picked out a cute outfit I hoped would get me some action. I'm a tall slim mid 20's tgirl and get passes made all the time from men in the street and clubs, I have that innocent looking going on quite well! I decided on a short pretty pink flowery skirt, cute little fuck me strappy shoes an... Continue»
Posted by SluttyTgirl 2 years ago  |  Categories: Shemales  |  Views: 1521  |  
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My first experience

I had been dressing for a while but kept it very secret. I am a 5’11, 175 lb gurl who feels very sexy when I was dressed up. When I was alone in my dorm room I would put on sexy little outfits, make-up, and a wig and play with dildos that I had hidden in my dresser. No one in the dorm knew that I dressed up. I tried to keep it very secret. It was hard to do. I was on an all-male floor with a communal shower. There would sometimes be 5 or 6 guys showering at the same time. I would try to keep my excitement from showing and was successful most of the time. It was so hard not to stare at some of ... Continue»
Posted by taylorbaby 2 years ago  |  Categories: Shemales  |  Views: 2283  |  
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Crossdressing House whore fuck toy

I love to dress-up and pretend i'm a girl and fuck myself in the ass with a huge dildo. Sometimes, i wish i could get fucked by a huge black cock. The bigger the better but i would like a cock around 12" long and 2" wide. I can put on make-up and a sexy wig, with a skimpy mini skirt and garder with stockings, you would never know i was a man. I want that hard cock banging my ass hard and deep, all the way to the balls so i can feel them slap against my ass.
This maybe just a fantasy, but i would love to try it someday. Even better would be a gangbang. I could suck cock and get fucked all nigh... Continue»
Posted by sexboi421 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1691  |  
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t gurl at the bus stop

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by allflavors 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 2359  |  
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Part 1, The Succubus with a Cock

Part 1, The Succubus with a Cock
His cock felt so good between my lips. I savored every inch with such great passion he moaned and f***ed my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really did enjoy big cocks in my mouth. I had really acquired a taste for it if you’ll excuse the expression.
But it did not begin here, I stated with a surprise and then I was forever changed. One single act started me down a path that I could not return from. If given t... Continue»
Posted by decarabria 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1271  |  
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My First Cock

I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. Several of them knew I wished I was a girl.

One night I was very upset about God knows what. I was crying with a good friend of mine at his house. He was straight and had a girlfriend (another good friend of mine). I began venting to him about wanting to dress like a girl and be treate... Continue»
Posted by hotchickinchitown 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4141  |  
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Delilah and the Deep Blue Sea. (part four)



The skipper of my boat was a man of few words it seemed for he maintained a taciturn silence as we sailed away from the island. I didn’t mind the lack of communication. I huddled miserably in the stern of the fishing boat, lost in my own thoughts and hardly in a mood to talk. My tear blurred eyes were fixed upon the dwindling view of the island as we left it far astern. Soon it was nothing but a pinprick on the horizon and shortly afterwards I lost it in the afternoon haze. It felt as if something had been torn from my soul.
I blinked away my tears and glanced ahead. A sliver of land had ... Continue»
Posted by Mikebasil 2 years ago  |  Categories: Shemales  |  Views: 1283  |  
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Tranny sex

I dressed in her bathroom. Comfortable nylon stockings and my black body with suspenders, black thong, my beautiful silicone breasts in C-cup and between blond wig with ponytail up on my left shoulder. High heels had to wait this time. Then I pulled on my red short dress in jersey. He who runs away from each other so good around my body and butt and let my tranny cock visible as a bulge in the front. Her breasts hung heavy and stuck out in the red dress.

She came out of the bedroom and met me with a warm hug and a nice kiss, tongue against tongue. She was really horny, my fair transvännina.... Continue»
Posted by sindy_trans 2 years ago  |  Categories: Shemales  |  Views: 661  |  
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Through The Studio Window

November had arrived once again. The long days of summer were now firmly in the past. I contemplated such situation as I walked home from work. I changed my route recently to walk passed a ballet studio. There was a vision of beauty training on her own in that studio. Long legs, supple body and blonde hair tied up in a bun showing her sensuous neck. I loved to walk by the window and take a quick look as she practised. There was never anyone else there and the curtain was always open. I always stood there looking through the window. My penis enlarging as legs descended in her tightfitting pink ... Continue»
Posted by mrboomboom 2 years ago  |  Categories: BDSM, Shemales, Voyeur  |  Views: 1011  |  
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I talk with my newest Slave

Now it was only virtual, but soon, I will fuck that slut in real!


Lady_Mandy
I want that you call me Mistress, do you understand that, slave? You will do what I say and you will satisfy your Mistress.
So you would like to such my cock, yes? Filthy bitch! I thought that you are a cocksucker! Mhh, suck my cock, pleasure your Mistress!
Don't touch your dirty cock! Suck your fingers like you would suck my dick, you filthy whore!

Slave
Yes Mistress, I want to suck you hard cock!
Oh, I wish my finger would be your hard dick! I want to taste you.

Lady_Mandy
Bitch! I would fuck your f... Continue»
Posted by Lady_Mandy 2 years ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 753  |  
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The Trip part 4

The next day Joe told me to take it easy as I had a busy night ahead of me, so we lazed around the cabin, I cooked breakfast and lunch for Joe and Chris and spent the day tidying up and making sure the place was as good as it could be, I snuggled up with Chris on the sofa all afternoon as we watched bad movies and took the mickey of them, it was the closest it had come to being a holiday since we had arrived.

I cooked the guys a couple of steaks for dinner and as I started the washing up, Joe walked up behind me

“I’ve laid your outfit on the bed for you. This evening is important to me s... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 685  |  
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Summer Woods CD

School was just out. My mother and father worked and my s****r was older than me and slept most of the summer it seemed. She would get up late and i spent many summer days dressing in her panties and bras, experimenting with her makeup and acting the slut. I was settling into the summertime vacation routine.

This summer though i started riding my bike to the state park that was a few miles away. I stashed a box in a secret place deep in the woods by the river bank. Well away from all the trails that people sometimes wandered. Initially when i discovered these woods, i would simply wander na... Continue»
Posted by cherylfabrizio 2 years ago  |  Categories: Shemales, Taboo  |  Views: 2281  |  
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Awakened by Candy

It was a Saturday and I was just strolling down the High Street, going nowhere in particular, when I noticed a commotion down a side alley. A largish male was pushing two girls around; they both looked pretty distressed. I grabbed the bloke as he slammed one of the girls into a door, and he went arse-over into the road, got up and took a swing at me. I dodged, and gifted him a right hook; his nose took the brunt and spurted bl**d instantaneously. He thought about coming again, but the bl**d was pouring from his nostrils; he staggered off, thinking better of it.

The two girls were a litt... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2350  |  
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Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather high heel boots and sexy blonde wig. I did my make-up so perfect you would never tell i was a man w... Continue»
Posted by sexboi421 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1852  |  
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The Trip part 3

I soaked in the tub for close to an hour, thinking about my predicament, it was only the second day of the trip, I figured if I was going to get through the week then I just had to resign myself and do whatever Joe asked of me, sex is just sex, I reasoned, it doesn’t matter who or how many people you have it with, it’s still just the same physical act, if I could get over the psychological aspect of what I was doing, then it would be a lot easier.

I mulled it over for a while, before getting out of the tub, brushing my teeth and swilling my mouth out with mouthwash, it still didn’t entirely... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 639  |  
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Sex with FTM

I was traveling and decided to go on craigslist to see if I could have some adventures while out of town. I saw this ad that really intrigued me, “FTM Seeks Men for NSA Good Times”. The description defined this as a male to female trans person, a man with a pussy. I am pretty liberal and down for some adventures so I thought why not, worst comes to worst, I’ll just wind up alone in my hotel room after saying thanks but no thanks. We emailed back and forth and decided to meet up in my room, watch some porn, have a few drinks and just see where it led.

When he gets there, he looks like an... Continue»
Posted by jadon69 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 751  |  
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The Trip part 2

I awoke suddenly feeling dazed and with my head pounding.

"Kara, baby...you okay?" asked Chris

Chris roused from his slumber and reached for me. I was sitting up, breathing hard.

"It was nothing. Just a dream, I guess."



"Okay. If you say so." He rolled over to look at the clock. "It's about time to get up anyway. Must have been more tired than I thought."



As I gathered the covers around me, I noticed, I was wearing a Japanese schoolgirls uniform, there were red marks on my wrists that looked like rope burns and I could feel fresh cum leaking from my ass. Chris saw me squirm... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 707  |  
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The Trip

I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because of a drama club I’d joined, where a part dictated the sacrifice, it was a poor excuse but they chose not to question it further.

One Sunday night I got a telephone call from Joe telling me to come over right away, I dropped everything and did as I was told. When I arrived at Joe’s he ushered me straight up to his bedroom.

“Were going ... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 1381  |  
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5 COURSE MEAL

There are a group of people I regularlly swing with. This 1 night I got a phone call from one of the women named Susan who asked me if I would like to come over. She told me sh had a few friends over and they wanted some fun. None of their husbands were there. I asked susan if I could bring a friend and she said of course. She knew who exactly I was going to bring, mt t/s girlfriend. We got there and we all starting talking. Everyone was so horney that my friend went right over to one of the women named Nancy and started to feel her up. Nancy reached down expecting to feel a pussy but instead ... Continue»
Posted by firefighteral276 2 years ago  |  Categories: Lesbian Sex, Shemales, Taboo  |  Views: 1137  |  
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