Shemales Porn Stories
Page 15

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 5 months ago  |  Categories: Gay Male, Shemales  |  
817
  |  
27%
  |  1

Picking Up a Sissy at the Grocery Store

Not my story, but very hot:

I saw you while I was walking through the grocery store. You were bent over, picking up something off the bottom shelf. At first, I thought you were a girl, because of your nicely shaped ass and the fact that your low rider jeans were riding down, exposing a lacy white thong.

I was so turned on, my cock started to get rigid right away. If I had been wearing jeans, I probably could have hid it, but as I was coming home from work, I was in a suit and tie, and the thin fabric of my suit pants did little to reveal my hard dick.

I walked up to you, expecting to ... Continue»
Posted by widendeep 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
4488
  |  
100%
  |  14

Football Mascot – Gabi

Football Mascot – Gabi

Gabi was sucking on his favorite dick stick, the one owned by the black tackle of his dad’s football team. Talon was massive all over, but especially his cock. One of Gabi’s hands was sliding up and down on it. Gabi’s other hand was stroking the massive cock of the Center on the same team. Larry was white and even heavier than Talon but his cock was slightly, but only slightly, smaller. Pedro was between Gabi’s legs using his own massive cock to gently slap back and forth against Gabi’s sweet peter. It was a game invented by Gabi. Pedro was the Latino offensive... Continue»
Posted by tankengine123 5 months ago  |  Categories: First Time, Shemales, Taboo  |  
923
  |  
100%
  |  1

An Interesting Friend CoCo

Hot CoCo!

Along the way I’ve had the pleasure of knowing 2 pretty nice ‘girlfriends’; one white and CoCo…hot and black. Casual, raunchy, sexy, free-spirited and just fun to be with.

CoCo was a marvel, a wonder of hormone therapy, with ‘her’ everything had gone perfect. She was about 5’ 8 “ with breasts that were well proportioned, not too big or too small, a great ass and killer legs. She was a little overweight, I’d just say a little ‘fleshy’, mildly attractive and oozed a physical glow of well being…along with a satirical sense of humor.

We met at one of those places that tried... Continue»
Posted by swat412 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
999
  |  
100%
  |  2

CaughtWith MyPants Down


When they walked in the unlocked door, I froze like a deer caught in headlights. Although Carol was my girlfriend and we had great sex, I still enjoyed my closet dressing. Well one afternoon when no one was around, I took a bubble bath and pampered myself. Then I dressed entirely in Carol’s lingerie and sexiest short skirt. I was feeling sexy when in through the unlocked front door, Carol and her s****r walked in, I couldn’t say or move a muscle. Carol and her s****r just casually walked around me and looked me up and down. I was totally surprised when her s****r took my... Continue»
Posted by dlishmis 5 months ago  |  Categories: First Time, Gay Male, Shemales  |  
4820
  |  
94%
  |  3

Drink or Dare

crossdressing – threeway – first time – oral – anal – strap on

Ever since I was a c***d I had always fantasized about being a girl. Every chance I got I would sneak into my moms closet and try on her panties, slips, nylons and dresses. The feel of the sheer silks and nylons against my skin would drive me crazy. When I hit puberty and discovered the joys of masturbation these two activities seemed to combine perfectly. So much so that while jacking off dressed as a girl I would fantasize about being sexually used by men. Eventually I felt I needed a real life person to place my desire... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: Anal, First Time, Shemales  |  
1767
  |  
100%
  |  7

Jamie's Descent Part 3

Jami’s Descent Part 3


The limousine took me to Harley Street, home of the UK's private health
industry, for the medical Vanessa had mentioned. To me it had seemed
less of a medical and more of a preparation for something. There were a
lot of the usual bl**d pressure tests and urine samples, but there had
also been a lot of measurements taken, especially around my upper body.
The doctor and nurses were efficient though and seemed satisfied with my
overall condition.

I felt the doctor spent a little too long on what he had said was a
prostate check. The doctor's finger seemed to ... Continue»
Posted by nikkiesilk 5 months ago  |  Categories: Shemales  |  
651
  |  
100%
  |  2

The Wild Isabella

This is about the woman of my dreams. That I long for. That I crave. So let me tell you about a moment of madness I will never forget.

Her name was Isabella and she looked nothing like the posts on the forum. I'd heard reports that she was over 6ft, that she was fat, that she was not for the inexperienced.

It took an age to find her apartment and when I got there she poked her head coyly round the door. She was slim and Spanish, with blonde hair and big, blue, mischievous eyes. Perky tits and an hourglass shape - she sure was fuckable; although we I never got the chance, as she was the... Continue»
Posted by waraxe13 5 months ago  |  Categories: Fetish, Shemales  |  
1149
  |  
100%
  |  1

Maybe


As I stepped into the department store, I had to resist the
natural urge to turn left and head for the electronics section.
Instead, I turned right, penetrating deep into the mysterious
world of women's apparel. Feeling conspicuous, I tried to look as
if I belonged, relieved that there were no crowds so early in the
day. This was the third time I had attempted this, and I was
determined not to chicken out again.
I knew what I wanted, but not where to find it - and I was
far too nervous to ask for help. Of course, it ended up being in
the last place I looked. Wandering anxiously... Continue»
Posted by klammer 5 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
895
  |  
100%

Enslaved



As I stepped into the department store, I had to resist the
natural urge to turn left and head for the electronics section.
Instead, I turned right, penetrating deep into the mysterious
world of women's apparel. Feeling conspicuous, I tried to look as
if I belonged, relieved that there were no crowds so early in the
day. This was the third time I had attempted this, and I was
determined not to chicken out again.
I knew what I wanted, but not where to find it - and I was
far too nervous to ask for help. Of course, it ended up being in
the last place I looked. Wandering anxiou... Continue»
Posted by klammer 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
1488
  |  
100%
  |  1

BEA 2016

first time – anal – oral – shemale – dominant shemale – submissive male – rimjob

Book Expo America. Here we go, again. Will it be the same thing again?

Fly in, get the baggage, take a smelly cab to the hotel. Meet my Sales Director, Victoria (who goes by V), in the bar.

"We've got to set up the booth, Jack. But first, let's have a drink or two!" She winked. V has been my boss for five years. She rode the team hard for sales numbers, but she was fair. We had up years and down years, she knew there was only so much that was in our control. I was her go-to guy. It always felt good... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: Anal, First Time, Shemales  |  
4258
  |  
96%
  |  6

Bikini Boy

boy in panties – bisexual threesomes - bisexual lust – s****rs' panties – boy on boy sexfest – crossdressing pleasure – luscious girl on girl sex – secret lingerie stash

I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage. Then came the divorce. The fights, the yelling & screaming about the "other woman" resounded through the house & the k**s tr... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
7689
  |  
100%
  |  7

Our Trip to Vegas

Tim & I flew to Vegas to meet with a client to sigh some contracts. We met with the client, signed the contracts and were going to spend the rest of the time doing some gambling and seeing the sights. We were in the bar at one of the casinos having a drink when a gentleman came over to us and said you’re Shauna Riley, aren’t you? We had never seen the man before but I answered yes I am and asked how he knew me. He smiled and said he had seen my pictures & chatted with me on Xhamster. This brought a smile to Tim’s face. We invited him to sit with us. After talking for about a half hour he asked... Continue»
Posted by shaunariley 5 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
5227
  |  
100%
  |  26

MY PORN SHOP CONFESSIONS

AZNSWAG

if you read my blog on my profile , you can see my background into how i got into the porn shop business..
i thought it might be fun to share some of my personal stories: things that i have seen & done while working at the many different porn stores across my city. this is one of my many experiences that i will never forget


ill just name it.. my porn shop confessionals =)

i worked at this particular porn store from 2006 - 2010. usually porn stores are very hidden. usually they are in some abstract location where privacy is held to its highest... Continue»
Posted by AZNSWAG 5 months ago  |  Categories: Shemales  |  
2038
  |  
100%
  |  8

Transformed Into A Shemale

crossdresser – leather – virgin – shemale – lingerie – thrusts deeply – clad cock – tight denim

I was 18 when I first had sex with a man. This is the story....

I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have been dressing up as a sexy girl ever since I was 18 years old and had my first experience with a man. The following is how it all star... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: Anal, Fetish, Shemales  |  
3693
  |  
95%
  |  4

Jamie's Descent Part 2

Chapter 2


'That's it, baby,' Vanessa purred as she snaked her hips forwards and
back, gently sliding the strapon in and out of my mouth. I could no
longer think rationally, as any self control I still had slipped away and
trance like, my eyes closed, I sucked the rubber phallus in and out of my
lips.

'Baby, you love this don't you?' Vanessa's voice took on a hypnotic
tone, gently encouraging me to take more and more into my mouth.

I was too far gone with lust and desire to even register the question
let alone give her any answer.

'This is what you want, isn't it? You w... Continue»
Posted by nikkiesilk 5 months ago  |  Categories: Anal, First Time, Shemales  |  
1548
  |  
100%
  |  4

Becoming a Slut

slut



Fuck I been getting down on my knees for a few years now, every since I was
caught given a guy a blow job by my father. Fuck lets start at the
beginning .

My name is Peter I live in the united kingdom in the north of England they
are quite a lot of chavs here and I used to get bullied a lot at
school. One day while I was skipping school I met a guy in the toilets in
the park.

I am quite effeminate long hair smooth pale skin and very skinny I am only
5'4 so small for my age and I am 14 my mother died when I was eight from
cancer and I have four older b*****rs I always w... Continue»
Posted by klammer 5 months ago  |  Categories: Fetish, Shemales  |  
2072
  |  
100%
  |  1

Steps****r

It started back in my sophomore year of high school. My father
was overseas with his construction firm on a six month build when my aunt
Marie had her accident. My mom wanted to fly up to see her in the hospital,
but it was the middle of the school year, and she didn't want me missing
any classes. That was when a neighbor of ours, and a close friend of my
parents', offered to let me stay with her and her daughter while my mom was
out of town. She promised to feed me, make sure I didn't stay out in the
rain, and make sure I was on the bus every morning. My mom was usually
incredibly pro... Continue»
Posted by klammer 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
10171
  |  
96%
  |  6

Slut, maybe..

Slut

I was on my back in the middle of my neighbors king sized bed getting the
hell fucked out of me by one of his friends. Not only that, but I was
dressed like a slut. I used to be a teenage boy, but now, I am a
girlie-boy. A girlie-boy who's out to swallow as much cum and get as much
cock as she possibly can. How I got to where I am now is what I am going
to tell you about. But for right now, I had my knees pinned back and my
(still) tight asshole was getting a brutal pounding. I had my arms wrapped
around the broad shoulders of a very large man, holding on as best as I
cou... Continue»
Posted by klammer 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
5842
  |  
100%
  |  2

Jamie's Descent Part 1

Jamie's Descent

Nikkie Silk


Chapter 1

What did we do before social media? How did we manage to get through
the day without that endless stream of dirty jokes, funny photographs,
gossip and links to dodgy websites that now fill our lives? Yeah,
yeah, I can hear you grumble. Get on with it, I can hear you say. Well,
dear reader, it was one of those links that started me down the road
to... oh, you'll find out soon enough. I was 18 and I had just come
down to London from my hometown in Norfolk after leaving school.

A friend of my father's had offered me a job in an off... Continue»
Posted by nikkiesilk 5 months ago  |  Categories: First Time, Shemales  |  
1680
  |  
100%
  |  10