Shemales Porn Stories
Page 73

My Dirty imagination ;-) Chapter 1

I arrived on the doorstep of a huge house, feeling a little intimidated and small in comparison. As I knocked on the brass door a few seconds later a woman appeared at the door, mid 40s, tall, brown ei black hair in a pencil skirt and a shirt. With heels on as well she looked rather intimidating but smiled and said “oh you’re his present” I half smiled and nodded not knowing what to say. She invited me in, fixed me a drink of cider saying “its what all the young boys love isn’t it” and led me down into the cellar. She then told me she was going to get me ready, she asked me to strip from my bo... Continue»
Posted by CathyxXx142 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Fucking my first tranny - Fun times with Jennifer

This happened about a month ago, it was one of those days where I felt really horny so I had to do something about it and I just didn't want to fuck a woman this time. I've been really curious about trannies for a while now, I once fucked a friend of mine when were fooling around (I should write a story about him too!), but the combination of tits, smooth ass and a cock would always catch my interest and would get me really aroused every single time I thought about having sex with one.

A little backstory to this before we go any further...

Through this bullshit dating site I came across... Continue»
Posted by Sylf 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Favour returned with interest .......

Margaret had left and I was all hot and steamy. I douched myself and then had a shower with my favourite large butt plug in place. I could feel it stretching me. As I withdrew it in the shower a small amount of s**t escaped. I pushed my fingers in my anus and feeling the warm water more s**t escaped. I pushed my hand further and further and soon my whole hand up to my wrist entered my wanton tranny pussy. I pushed and withdrew several times and then let the warm water wash my ass pussy clean. I Pushed the s**t down the shower plug with my foot and stepping out the shower was amazed at the sens... Continue»
Posted by LaceTops4U 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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Dream Date. Part 1

Part 1 Dream Date.....

Sitting along in a booth enjoying 18 yr old scotch, when I hear the clicking a high heels against the wooden floor. All the men and some of the women turn and take you in. You are absolutely one of the hottest women I have ever seen. Wearing a short blue demon skirt white top and very super sexy red heels, but it's not what you are wearing, it's your smooth sexy long legs that has my attention. I can see the envy in all the men's eyes. I ask you to sit and you ask if I've been waiting long, in which I reply you are well worth the wait.
This ... Continue»
Posted by pleasetv 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Daddy's Little Sissy Cock Sleeve.

I stirred as I felt my bed suddenly shift with the weight of someone crawling up from the end and between my legs. I’d slept so peacefully, as I do every night when my Daddy Dom locks my wrists and ankles to the corners of my bed in leather lined steel resrraints, face down, with my little sissy pussy filled with his cock. He fucks me to sl**p, and keeps me covered like a security blanket till I’m soundly dozing, then he slides out of me and fastens the translucent pink plastic panties around my waist. He doesn’t bother with diapers… he used to, but he says he likes the way it looks when his c... Continue»
Posted by AniGirl81 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Jr. Prom 5

My Jr. Prom-5


Bob pulled up his pants and we went into the living room to play video
games on the big screen. We rolled around on the floor, sat cross legged,
played video games and talked like we always did.

After about 15 minutes, Bob was putting up a tent in his pants. I continued
to play video games and thought about what a turn on it was to know I was
making him hard. I smiled and could feel my pussy getting wet.

After about 30 minutes, Bob was having trouble getting comfortable. I
giggled, got up and got us some sodas. I wiggled my ass for him... Continue»
Posted by cire9691 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Can you teach me ,,,,,,,,,

Mistress left for work and I quickly showered and dressed in lace panties, no bra, a pair of white linen trousers and a loose fitting pale pink top. Applied a little blusher and lip stick.
I was finishing the house work when the phone rang, It was Margaret, James's wife. Can I pop in for coffee, she asked. Of course I said, you'll have to take you as you find me I said. 10 minutes later the door bell rang and Margaret was on the door step, she was dressed plainly in a blue dress, with low wedge heels, come in I said.
Wow what a difference you look stunning she said. I blushed. I felt my nipp... Continue»
Posted by LaceTops4U 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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Unexpected visitor.............

So Tony had left and I was a fully satisfied girl, although naked under my white silk robe with the exception of my black kitten heels I felt at one. Alexander, my wife's lover was coming for supper, I had all day to prepare. I poured myself a stiff gin and pondered where I had come in the last month. My transformation from software engineer to beautiful woman was slowly coming on. My breasts were small but pert, my weight loss accentuated their size and my hips although male were sufficiently rounded to be passable. The treatments at the spa had removed all unwanted hair, with eyelash extensi... Continue»
Posted by LaceTops4U 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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The Covert Operative

“I love fucking your faggot asshole,” the tall, slender career military man announced in French.
“I love that big African dick,” screamed the toned effeminate bottom.
“Take it, slut!”
“Yes sir! Fuck me good. Fuck me like a girl.”
“You are a girl. My girl. Ohhhh, baby!”
“Yes, daddy! I’m your sissy girl. Fuck my ass. Fuck it hard.”
“Bitch,” he roared. “This ass is all mine.”
“Oh yes sir!”

Colonel Rodolfo Urikob slammed his generous ten inch dick into his pussyboi’s asshole. The sweat from his forehead streamed onto the smooth caramel-skinned boy. He plowed feverishly nearing ejaculatio... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Dirty Talk

I was with a friend of mine who i had sex with from time to time and we were getting ready to fuck when she asked me "What kind of porn do you watch I want to watch some porn to get in the mood." I told her to go into my laptop and open up the downloads folder. She looked through all the porn and said "Wow you have a lot of porn. But all you watch is tranny porn?" I said "No I have triple penetration double anal and some gay porn too." She said "oh anything where the dicks are touching then?" I said "yeah." She asked "Is that why you invited me over because you wanted to touch my dick?" I said... Continue»
Posted by michneo 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Purchasing Panties and Finding Playmates

I've found a very easy (and fun) way to obtain the used panties of strange women. 

All of the thrift store chains around town carry used women's underwear.

I'll put on some synthetic fabric sweat shorts with no underwear and go shopping. A lil caffeine pill is probably bad for my k**neys and heart, but it sure gets me in the perv mood.

The first thing I do when I enter the store is look to see what cashiers are working, and I begin to scope out the youngest and cutest one they have available. Sometimes I don't manage to get a chick, and it's a dude. Still kinda fun, but I prefer to ha... Continue»
Posted by cumquarts 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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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 seemed to disapp... Continue»
Posted by klammer 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Cold flour


Kneeling on the cold, concrete floor beside the toilet, dressed in lingerie and wearing pink lipstick waiting for the door to open, my mind kept going around in circles to what led me here, wondering if I could have done anything different to prevent it.
I remembered sitting on the toilet, I looked at my bight pink nylon and white lace panties, resisting the urge to play with myself. They looked so lovely against my pale, shaved legs above the stocking tops and garter straps. I blushed slightly and smiled at what a dirty little pervert I was to wear lingerie under my stre... Continue»
Posted by klammer 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Heather's Sissy

Heather's Sissy

My husband, Bobby, is standing with his nose in the corner, quietly sobbing, as he contemplates the ill-advised temper tantrum that he threw this afternoon. His sobbing is due to a very sore bottom, for which I take credit foróalthough to be fair, my favorite wooden paddle should also take some of the credit too.

I'm not sure what it was that finally sent Bobby over the edge today. It could be the fact that I arbitrarily extended his sentence of chastity for another month, or it could be that he was upset about the date I was going on this evening. However, the ... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The BOLD Steward

Hi All

Just a small recap of myself. I am a crossdresser from India and living ina joint f****y and all my crossdressing sessions are done when i am travelling and alone. So here is what happened on one of my work trips last week.

I had some work in the town of Raipur in central india. I reached by flght in the morning and checked in to my hotel. i had a shower and changed and went to meet my client. i got free with the first round of meeting in a couple of hours. i had lunch with them and was free around 3 pm. I had to stay there for 4 days so I asked my cabbie to take me to a place whe... Continue»
Posted by hornyboyind 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Jr. Prom 3

In the morning, I got up early and was so happy, I couldn't believe it. I
had sucked cock and been fucked like a girl. Not only that, I was so good
at it, my dad was proud of me.

I had a big smile as I walked into the kitchen wearing nothing but my night
gown. My dad was sitting at the table drinking coffee.

"Good Morning... How are you today?" I asked as I lifted my gown and
flashed him some pussy.

He just smiled. "I'm 38 years old and last night I fucked the hottest 16
year old in town. Not only that. I'm fucking a mother daughter team of the
two hottest women I know. I'm here... Continue»
Posted by cire9691 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Jr. Prom 4

When his orgasm subsided, I leaned back against the front seat again and
spread my legs wide. I had a huge smile as I watched him lay back and
relax. He had a content, dreamy look that couldn't hide the satisfaction he
had gotten from our encounter.

I could feel his sperm gurgling around inside me while his fat cock was
still buried balls deep. The whole thing was so peaceful and so

I was so proud of what I had just done, I could hardly contain my
excitement. I loved being a girl and this is what made it worthwhile.

"So what do you think?" I asked cheerfully.

B... Continue»
Posted by cire9691 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Jr. Prom

My Jr. Prom-2


When my parents came out I was still reading stories and wishing I could
suck somebody's cock. They went into the living room and watched TV until
noon when my dad jumped in his truck and went to the gun club to do some

After he left, mom came over and asked what I was reading. I told her what
they were and we sat and read some of them together. I was trying to hide
the fact that I was grinding my pussy into the chair. While my mom tried to
hide the fact that she was fingering herself. Neither one of us did a very
good job.
... Continue»
Posted by cire9691 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Jr. Prom 1

My Jr. Prom-1

When I was 8, my f****y moved from Chicago to the middle of nowhere
northern Wisconsin. Soon after that, I met Bob. We became friends instantly
and have been best friends ever since. We're 16 and juniors in high school

He's a jock and a sports freak. While I'm a science geek and a book
worm. He was 6'1" and 190 lbs of muscle and built like a jock. While I was
about 5'8" and 125 lbs, with a fat ass. My mom was a nurse and my dad was a
carpenter. His dad was a farmer and his mom was a teacher.

Despite the differences, we hunted, fished and camped out quite often... Continue»
Posted by cire9691 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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i cant baleave i just fucked a shemale

I was at work and the express had hired a new sectary for me I asked her I said hey crystal can u get me my papers please from my printer cause I was writing and needed to save time crystal walked over and bent over a little she was dark black I mean real black she had thick legs big booty nice thin abs big lard tits long bl**d red hair red lips bright green eyes panties hoes on red thong red dress shirt black dress suit and skirt crystal said it ok to stair I said im not im working she dropped the papers and bent over to get them opps she said then I started really staring she said see I kno... Continue»
Posted by gothicslave27 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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