Shemales Porn Stories
Page 4

L Is for Lucy

This was it. IT! THE chance of a lifetime. The sort of evening I'd been waiting so long for. A couple of times I'd thought my chance had come but each time something had gone wrong, someone had changed their mind. Either Mum, or Dad, or Stephanie, someone had decided to stay in. Or decided that I should go out with them. But this time it was going to be OK, it was going to work.

Stephanie - well, no problem. She was away at college now. She was a year older than me. I was heading off on my own soon, just hoping to end up in some sort of accommodation which would allow - you-know-what.

Mu... Continue»
Posted by Batman_112 21 days ago  |  Categories: Taboo, Shemales, Gay Male  |  
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Closet Sissy step Son Made Into step Daughter


Why was I on all fours with my dad's cock in my ass and my s****r's pussy in my face? Well little did I know that my mom knew about my secret. She knew that I had been wearing her and my s****r's lingerie.

It started when one day I was home alone and wandered down to the garage to play around on the air hockey table. I got bored and looked around as we had a lot of stuff down there. Boxes were piled up on one side and I looked in a few of them and found something that made eyes pop open.

I saw a naked g... Continue»
Posted by Batman_112 21 days ago  |  Categories: Taboo, Shemales  |  
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The Fire Alarm


I have a recurring nightmare. A fire alarm has sounded in my apartment building in the middle of the night. I've evacuated with the rest of the residents and am standing out on the sidewalk as firefighters rush into the building. There's no sign of smoke. It's cool out; a light drizzle is falling. I don't mind however; it's refreshing.

What bothers me is my gradual self-discovery that I've left my bed wearing pantyhose and panties. The red lacquer on my toenails is visible through tan hose's reinf***e... Continue»
Posted by Batman_112 21 days ago  |  Categories: Taboo, Shemales  |  
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Daddy's Panties


I rounded the top of the stairs at the hallway and there sat my daughter at the computer table, beaming. Without further intro Brittany declared excitedly: "Oh daddy this is wonderful! All these pics of you in women's underwear?"

I felt myself turning white. A few steps earlier and I might've toppled over backwards down the staircase in a faint.

"I wasn't snooping," Britt said in her weak defense. "I was just poking around on your computer. I saw this pic folder and opened it and-"

"Brittany you ... Continue»
Posted by Batman_112 21 days ago  |  Categories: Taboo, Shemales  |  
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Jamie's Descent Part 6


Chapter 6


Fiona leaned forwards, wrapped her arms around me and drew me into a
passionate kiss. My eyes closed instinctively and I swear I could my
heart pounding as her tongue snaked into my mouth. My knees almost
buckled, and I felt myself surrender to her lock, stock and barrel. I had
never felt this way before; my emotions had gone into freefall as my
head began to spin, and I almost fainted.

Fiona sensed this and caught me as I began to drop.

'Come on baby, let’s get you to bed. I think you’ve had enough
excitement for one day.' She whispered tenderly in my ear as she ... Continue»
Posted by nikkiesilk 21 days ago  |  Categories: Shemales  |  
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Megan becomes vicky at a gloryhole spitroast.

I was 19, and i had decided to go to a local gay sauna for one of their crossdresser nights.
I only had a cheap french maid costume,some kitten heels,black lace thong and fishnets and latex gloves, with a dark brown bob wig.
I stuffed it all in my bag and got the bus,sat in the front seat on the top deck watching crossdresser porn on my phone to keep myself hyped up.
Get there and i can hear my heart pounding in my ears, and after half an hour nervously pacing past the door, go in.
pay my entrance fee and get told if im dressing i can change in the back room .
Go in and i'm the only on... Continue»
Posted by hardcoresissy 22 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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Turned my Mistress

I woke up, groggy, in a world of bright lights and fuzzy shapes. I couldn't move properly, my arms slopping about like sticks. I turned my head, trying to focus on the world, but it just slumped to the side.

'Good, you're awake,' Came a sultry voice.

I heard loud clicking and out of the corner of my eye I saw a hazy black shadow tower above me. My mind wanted to say, 'who are you?' But all that came out was a few slurred noises.

A hand ran its way along my body until it held my face, tilting it upwards. 'Don't worry sissy. We are nearly there; one injection to go.' With that, My le... Continue»
Posted by waraxe13 26 days ago  |  Categories: Fetish, Shemales  |  
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The Roommate Pt. 03

sissification – sissy – feminization – transformation – transgender – slow transformation – domination – blackmail – prostitution – blowjob

Normally the walk to the subway is boring. Cars go past, people walk by, and on the subway I sit and read a book or listen to music quietly. I avoid eye contact, and everyone else does the same. Not this morning though.

The second I walk out the door, it feels like eyes are on me. Not in a creepy way though, more like I'm a celebrity. I can see passengers in cars turn their heads to look at me more as they drive by, and men turning around to g... Continue»
Posted by naughty_bi_interest 27 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Jamie's Descent Part 5

Chapter 5


Fiona loosened the ball gag from my mouth and I gulped in lungfuls of
air. My jaw hurt like hell and my arse felt like it was on fire and I
slumped straight to the floor. Immediately, I felt tears spring from my
eyes as I began to realise what had just happened to me. I am not sure I
could tell you what I felt at that moment; physical pain for sure, and
burning humiliation. Mixed somewhere in there was also the memory that
at some point I had stated to enjoy what Fiona was doing to me. In some
dark corner of my psyche I began to feel that I had taken another step
into fu... Continue»
Posted by nikkiesilk 28 days ago  |  Categories: Shemales  |  
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Kim

Jack took Kim to the specialist and had size DDD implants put in his chest. He had injections to his nipples to make them larger. His cock was already nine inches and fine. He put the large metal rings around his cock and balls. A thick plug for his ass. He put heavy make up on his face then a dress that plunged to his naval showing lots of tits. His hair had already grown to almost waist length and he curled it for Kim. Jack put a thick coating of lipstick on Kim's lips and put him on his knees. He dropped his pants to his knees and pulled Kim's mouth to him to suck. He grabbed him by the hai... Continue»
Posted by homewithdaddy 28 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Roommate Pt. 02

feminization – sissy – sissification – slow transformation – blackmail – femdom – anal – transgender – f***ed feminization – anal

It's been a week since Claire gave me the formula to change my body, and "turned me into her slave" as she calls it. I've been able to keep going to classes without much problem, too. I always was the quiet one so my voice isn't a problem, I've been wearing baggy sweatshirts to hide my new boobs, and I've been putting my hair into a ponytail. Nobody seems to even realize it's different. My biggest concern is my face. It is rounder, softer, and generally mo... Continue»
Posted by naughty_bi_interest 28 days ago  |  Categories: Anal, Fetish, Shemales  |  
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My secret crush on JJ

My dream - JJ

Date: 8/11/2015, Categories: First Time, Shemales, Author: 2cksfrme, Rating: 100, Source: xHamster

I have been thinking about this for some time and thought today was right. I have a friend and neighbor JJ. Good looking man with attractive wife. I have known him for years and have a secret crush on him. Sometimes i just look at him and imagine what his cock would look like. I sometimes wonder what it would be like to hold it, smell it, put his balls in my mouth and just feel him deep inside. I am a CD for many years with a good body. 5 10, 175, great legs, ass and know i a... Continue»
Posted by MrsArielJonesCd 28 days ago  |  Categories: Shemales  |  
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Like Mother

It was no wonder Lori grew up to be a whore. She grew up listening to her mom fuck men at night. There would be a knock on the door and her mom would answer it and let him in and take him back to her bedroom and Lori would lay and listen to them fuck. Sometimes their was lots of dirty talk. She would hear a man tell her mom "Get down here and suck my dick" or "Spread your legs and show me that nasty cunt." "I am gonna shove this big dick in your cunt and fuck you so hard." "Stick your ass up here you dirty whore." Even "How do you like a big black cock?" Lori liked when they left the door ope... Continue»
Posted by homewithdaddy 28 days ago  |  Categories: Anal, Fetish, Shemales  |  
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f***ed by Shemale

After the shower I dried off and went into the darkened front room. Two dull red lights were lit, casting a warm glow around the room. She was sat on the bed as I approached, my little cock shriveled up and sitting on top of my tight balls. She smiled, stood, and sauntered over with a mischievous look in her eye.

She was the one that initiated the kissing. It was hard and f***eful: biting and pulling on my bottom lip, sucking my tongue hard into her mouth, forcing her tongue down my throat. I was passive, gently exploring her body, running my hand over her fishnets and up her silken arse. ... Continue»
Posted by waraxe13 28 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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The Roommate Pt. 01

feminization – transformation – sissification – femdom – blackmail – anal masturbation – cock worship – crossdressing – whoring/prostitution – sissy

I lean forward, staring at a big cock going in and out of a girl's tight ass on my computer screen. I'm jacking myself off so hard, and I can feel the thong pressing against my asshole, I don't know why it's turning me on so much right now. I'm getting close, and stare intently at how the cock rhythmically thrusts into her ass. Suddenly, my cock erupts cum into my hand, filling it and then some with a huge load. A feeling of shame washes... Continue»
Posted by naughty_bi_interest 29 days ago  |  Categories: Anal, Fetish, Shemales  |  
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Daddy's Girl








Daddy's Girl

The Hitchhiker

It had been snowing all day. A wet, heavy incessant snow that was covering everything including the highway. Combined with a wind-chill factor in the teens, Christopher was almost frozen stiff. He was elated when the huge semi pulled over to pick him up. He climbed up into the cab and smiled thankfully at the driver.

"Thanks a lot mister. I was just about frozen out there."

"No problem, son." The driver smiled at him. "Name's Zeke," the driver said and extended his hand.

Christopher took the offered hand and shook it. His hand seem... Continue»
Posted by sissirandi 29 days ago  |  Categories: Anal, BDSM, Shemales  |  
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A Dream Cum True

As part of the national sales f***e for my company I travel quite a bit for my job. As a result I have a lot of time to explore my sexual proclivities. I have taken to collecting panties, bras, nylons, a few wigs and a little bit of makeup that I often bring with me because I travel regionally and drive a lot. I like to meet up with strange men in my hotel room where I get dressed up, get on my knees and suck cock. At first it was just other gurls who like to dress. While they remain my favorite I soon discovered I just like sucking cock. If I’m dressed and feeling girly I’ll suck a man’s coc... Continue»
Posted by smilinwillie2001 29 days ago  |  Categories: Shemales  |  
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My first encounter with a man

As usual when I was travelling I was sitting in my hotel room working. I finished my work while drinking a beer or two, as the tingling feeling started to grow. In my suitcase I had packed my outfits and my toys ready for some hotel room action. Although; action meant myself, porn and self-satisfaction.

I took a shower and washed away all the dullness of a day on travel. I was stroking my cock and balls gently feeling the hairless skin glowing, and my cock started to grow. Since I was eager to save up for a massive load I finished the shower and started to get dressed.

The black panties ... Continue»
Posted by theevilothertwin 29 days ago  |  Categories: Anal, First Time, Shemales  |  
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Shemale Surprise

anal – shemale – transgender – transsexual – oral – pantyhose – first time – stockings – wedding – lesbian

"You can stay with Robert if you wish," Mary said on the phone.

I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.

I even contacted the authoress to tell her how much I enjoyed it, and have since became one of her editors. I had just finished e... Continue»
Posted by naughty_bi_interest 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Jamie's Descent Part 4

Chapter 4

Fiona stood in front of me and said sharply, 'Stand, slut!'

It was a tone of voice that made you think arguing about it wasn't such
a good idea. I got up as quickly as I could, nearly falling over in my
haste to obey. The tip of her pink tongue appeared and slid along her
full lips. She had seemed tall before, but now she towered over me. I
saw that somehow she had put on a pair of spike heels; open toed sandals
really, with two-inch spikes and thin leather straps that fastened
around her ankles. Her toes were painted a vivid scarlet and I wondered
what my toes would lo... Continue»
Posted by nikkiesilk 1 month ago  |  Categories: Gay Male, Shemales  |  
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