Shemales Porn Stories
Page 112

Halloween Pt1

Another damn Halloween story. Pure fiction.

We were probably stoned when we came up with the idea. Todd and I had been roommates for our first two years on college, and got on well enough that we moved off campus for our junior year.

Anyway, in late September we were talking about Halloween, and trying to come up with ideas. One of us, I forget whom, suggested we go on the usual pub crawl in drag. We laughed and laughed and laughed, before laughing about some doofus who fell into a swimming pool on some blooper show on TV. And then we laughed some more.

A couple of days la... Continue»
Posted by TransContinental 2 years ago  |  Categories: Shemales  |  
1108
  |  
70%
  |  2

T-Girl Obsessed

You now know that I have a
thing for T-Girls. Ever since I experienced that first
mouthful of cock on a female Amazon body, I can't get
enough. I don't consider myself queer or even bi-
curious. The thought of all out sex with a man doesn't
interest me at all. I have had my cock sucked at the
local porn shop, but I never gave back.

Anyway back to the main story. My first encounter with
a shemale got me hooked. My next chance was about sex
months latter. The rest of the f****y went out of town,
so I was home alone for the weekend. I called my
shemale heart throb for an app... Continue»
Posted by 1superhornyguy 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
1107
  |  
100%
  |  3

He makes me feel so GIRLY

My friend that you all see fucking me and me sucking his big cock in my pics and videos. We will just call him Mister. Well he came over this morning for some Sunday fun. He is so good to me he really knows how to make me feel like his girlfriend. Today was so yummy I am still sexually excited just thinking about it.
I was dressed and ready for him when he arrived. I was wearing my sexy white lace halter top and black thigh high stockings, with the cutest little white G String with a sexy little flower in the back. Topped off with my silver jewelry and 6 inch black heels. I was so excited to... Continue»
Posted by Naughtynina 5 years ago  |  Categories: Shemales  |  
1106
  |  
96%
  |  8

car fun!

Some years ago, I had overnight business travel and I cross-dressed in my motel rooms after hours. I had some married men that I met online that would come see me when I was in their towns, and get some sweet head from me on their way home from work or whatever. One of my regular hookups, named Frank, pulled into the motel parking lot late one afternoon and looked up and saw me on the balcony. I was in a mini dress; heels and all dolled up, waiting for him, but was just getting a little "exposure" time in, as I waited. When Frank came in he said that he could tell that I was into being seen an... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
1105
  |  
90%
  |  8

My road to womanhood (so far....)

Quick Disclaimer: I don’t claim to be or think of myself as anything other than a student of humanity and so I claim no stance on my views or words being considered academic or certified for anything relating to gender or my view of the world, simply sharing my experience and hope that I accurately convey what I thought at the time and what I think now. I’ll frequently move between arguments of masculinity/femininity vs male/female gender identity vs biology/genetics (strictly-physical world view) vs sexual attraction, etc so please don’t try to correct me or overanalyze the specific words I u... Continue»
Posted by UnDressed2Thrill 1 year ago  |  Categories: Anal, Shemales  |  
1105
  |  
100%
  |  8

THE DARK BACKWARDS !

Let me begin by saying that I am fascinated with shemales! I AM IN LOVE WITH SHEMALES! How did this love affair begin? For me it started back in 1984 when I saw a shemale magazine lying on my high school campus. Someone left it behind or it fell out of a bookbag. That image of a redheaded shemale left an impression on me that I will never forget. Initially, I was slightly shocked because I had never seen a magazine like that before. Then my shock turned into curiosity.

Fast forward to 1987 and I'm in my local video store. I muster up the courage to browse the ADULT SECTION. I see t... Continue»
Posted by bryanferryfan 3 years ago  |  Categories: Shemales  |  
1102
  |  
100%
  |  13

Fantasy Neighbor - Erica's Education about Me

Chapter One of Five – New Routine

As is our custom after sex, Brian withdraws and lies back on the bed. I shift my petite body around, straddling his chest. Before his seed can drain from my pussy, I lower my womanhood onto his smiling mouth. As I look down at him, riding his face, I can feel his tongue exploring me. His leaking semen wets his face as he slurps, and licks and kisses me. I like this part perhaps even more than the intercourse. He climaxes inside of me as he thrusts in and out, and then I get to orgasm riding his face. Sounds fair.

“Brian,” I purr as my hips grind in respo... Continue»
Posted by ericalace 2 years ago  |  Categories: Hardcore, Masturbation, Shemales  |  
1103
  |  
85%
  |  2

Sissies Make the World Go Round

"Hank," yelled Rhonda King. Her husband did not answer. "Hank," she screamed once more.

"Huh," the fifty-something dark-skinned man replied as he looked away from the 60-inch TV tuned into ESPN.
"I'm heading out to the salon. I'm picking up groceries after. Do you need anything special?"
"No, I'm good," answered the general practice attorney.
"What about some chocolate almond ice cream," inquired the fifth grade English and

Spelling teacher.
"That'll be good."
"Okay," she noted it on her list. "Would you like some tacos tonight or salmon?"
"I can go either way."
"Okay. Bye."

R... Continue»
Posted by faggyboi 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
1103
  |  
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 3 months ago  |  Categories: Fetish, Shemales  |  
1102
  |  
100%
  |  1

crossdressers first time

i first started to wear tights when i was 18,i was shocked when i first realised i loved tight panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore the sexiest lingerie i had ever seen,especially on a woman that age,but i felt drawn to the sheer stockings. the next day i was taking a bath when i noticed them on the wash basket,i had an urge to wear them,i was very shocked by this desire but had to!i slipped them on taking care not to rip them,they were hold ups and as soon as they were on my cock stood to attention like never before. to my horror my fr... Continue»
Posted by nylonfiona 5 years ago  |  Categories: Mature, Shemales  |  
1101
  |  
99%
  |  8

me and connor at the movies

me and Connor loved to fuck around in public clearly from our first time.. but this time we were bold and wanted to be noticed... we walked into the theater and as soon as the lights went down we snuck up to he front just in front of the screen... and we layed down and started to 69 while the movie was starting... nobody could see us and Connor was especially excited and i had something special for him.. i grabbed his cock and said "shove it in me sweety i want to feel your cum deep in me"... he his cock deep in me and i felt his balls slapping my ass... i was trying to hold in my moans and sc... Continue»
Posted by drewcd 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
1100
  |  
100%
  |  5

Memories of Glastonbury 2009

As most of you are probably aware, the last weekend in June marks the largest music festival in the UK at Glastonbury. Being England, unfortunately you can't rely on the weather being wall to wall sunshine. In all honesty, you can pretty much guarantee that you're going to get wet at some point over the weekend. This year was no exception and by Friday afternoon, the sunglasses and sun hats had been replaced with rain-hoods and brollies.

Being the optimistic type, I always try to find the positives in the situation. As luck would have it, girls in the UK have decided that if you're at a fes... Continue»
Posted by annav 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
1100
  |  
88%
  |  1

Paw-Paw and His Sub

“When you gone let Paw-Paw back in that ass, baby boi,” the sixty-six year old man asked.
“You tell me when you want, Paw-Paw,” cooed the short caramel-skinned twink.
“Aww, you know I want it now!”
“Come get it.”
“I can be on my way in thirty minutes.”
“Okay, baby!”

Rufus Clark went into the bathroom. He washed up. He put on a two-tone blue and cream long-sleeve walking suit, a pair of brown leather Stacy Adams slip-on loafers, and a brown Fedora hat. As he walked out of the house, he yelled to his aging mother, who lived with him, that he would be back late.

Rufus got in his green... Continue»
Posted by faggyboi 8 months ago  |  Categories: Anal, Gay Male, Shemales  |  
1101
  |  
100%

Nervous

I have never been so nervous in my entire life, what the hell was I
thinking?!

Before I start there, let me take you back a bit and describe myself. My
name's Sal and I'm kind of a huge pervert. I've got short black hair and
I'm 19 years old, 5'7" and 150lbs. I'm pretty small all in all, but because
I cycle a lot I've got nice thick legs and a bit of a bubble butt.

Back to me being a pervert. I'd never been with anyone before, so I was a
total virgin. I'd recently been getting my rocks off online looking at
crossdressing and bondage pics. I'd recently started buying linergie, sex
... Continue»
Posted by klammer 4 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
1100
  |  
100%
  |  3

Dinner for Two


Dinner for Two
byWant2BUsed©


What can I say? My girlfriend and I have a gratuitous and fortunate sex life. Above all I am honest with her and she is with me, so when I told her I wanted to be dressed like a two bit whore and fucked with the largest "strap on" she would dare use, I was scared she would leave me. Instead we went shopping. The saleswoman at Victoria Secret must have wondered why we were buying the same thing in two different sizes. And as I looked back while my girlfriend was paying I noticed them both look me up and down and smile.

As time passed, my kinks became mo... Continue»
Posted by keripinkpanty 10 months ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
1097
  |  
100%
  |  5

Sissy gets first taste of latex, cock and spunk...

She imagined herself as a latex attired Dom with black thigh length boots, red corset, fishnets and a big black strap on cock who started by licking around her slaves balls and then behind them. She fantasised about curling her tongue into his dirty tight ass while she wanked him off, her tongue getting deeper and deeper.....Once his hole had opened and she had lubricated it with a generous drool of spit she slid first one and then two fingers to the knuckle in his tight ‘pussy’ and proceeded to finger fuck him. At first she went gently but then slowly started to pick up pace and vigour, addin... Continue»
Posted by Goosie 8 months ago  |  Categories: Anal, Fetish, Shemales  |  
1098
  |  
100%
  |  1

SUBMISSIVE PANTYHOSE FEMME...LTRS2DAD

AD I AM WRITING YOU ABOUT...

Sucking my straight friends dick

It was a typical Friday evening; I had just got done hanging out with a group of friends, and one of my friends decided to come over to my house and hangout for a while. My friends name is Dave, I met him in high school when I was on the football team my sophomore year, he was a big time jock and became a co-captain on varsity as a middle linebacker. I quit all sports basically, but we remained to be kind of good friends over the years, and through our main group of friends we developed a nice relationship. Dave is about 6’2 ... Continue»
Posted by blkice2u 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
1096
  |  
100%
  |  3

A Permanent For Live




A Permanent for life



A permanent wave leads to a permanent change of life.



It was very lonely in my room, but it had been lonely in all
of the rooms I had lived in. My Mother and Father had been killed
in a car, bus accident during my first semester at college, Since
I had no other relatives and no money of my own I had sold their
house and with the life insurance money and the settlement from
the bus company, I was relatively well off. I had decided to
continue at college and was able to live well and pay all of my
tuition. But now having graduated wi... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
1099
  |  
56%
  |  1

My fantasy, soon my reality

Mistress summons me to her quarters and places me in shackles, collars me, and calls me slave. I feel the cold steel restraints on my skin and my body quivers as she leads me to her dungeon. The dungeon is dark and dimly lit by candles burning around the room. She orders me to prepare for inspection. As I stand there naked I stare at my beautiful owner. She is dressed in a shiny black body suit with a collar that snaps around her neck with an opening that exposes much of her breasts but not all. She is wearing black stiletto heel boots that go up to her thighs and is holding a crop. Her beauty... Continue»
Posted by janine69aa 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
1094
  |  
100%
  |  3

A true story: me and a transvestite man - part 1

This isn't a 'story' at all, in the sense that it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more.

There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemales' 'Gay male', and 'First Time'.

OK, about 10 years ago I discovered that I got turned-on by 'shemales'. Let's be clear about that: shemale is a casual term for transsexual men, that is, they were born with a male body, male genitals, but for whatever reason, don't want to live as men. Today,... Continue»
Posted by LookingForSomething 5 years ago  |  Categories: First Time, Gay Male, Shemales  |  
1093
  |  
96%
  |  10