Shemales Porn Stories
Page 112

I wanted to be a woman



It had been about six months since my stepdad caught me dressing up like a girl and gave me my first taste of cum. I had sucked him off about once a week since then. I sucked him in many different positions since then. Sometimes I was on my knees. Sometimes he laid down and I took control of his dick. Sometimes I would lay down and he would fuck my face. Sometimes I could tell it had not been that long since he fucked my mom because I could taste her pussy on his dick. Most of the time he came in my mouth. I tried a couple of facials, but I preferred to taste the cum and swallow it down. ... Continue»
Posted by vince01 1 year ago  |  Categories: Shemales  |  Views: 502  |  
98%
  |  3

Sissy services her football player part 2

While my man was playing football, (never understood the fasination with kicking a ball about), I changed into my schoolgirl uniform. My 'Special' white satin panties with a lace frill. Why special? well they have a little lacy hole at the back for the pleasure of my man! Sheer satin hold up stockings, white knee socks with a heart pattern, sooooo cute! Black patent mary Janes and to finish off, a Japanese sailor top and blue pleated skirt.
Once dressed i would feel so good, prancing about in front of the mirror, waiting for my man to return. I would feel my sissy cock hardning against the sa... Continue»
Posted by igglepiggle 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 499  |  
88%

SUBMISSIVE PANTYHOSE FEMME...UNDER THE INFLUENCE O


Black skin is thick and lush, sensuous to the touch, like satin leather and velvet suede made flesh. There’s not one patch of skin on a white man’s body that remotely compares to nearly every inch of a black man’s skin. The first time I caressed black skin, it felt like a Corinthian luxury I shouldn't be able to afford. I craved it more strongly than Carrie Bradshaw craved Manolo Blahnik shoes. That phrase, “Once you go black, you never go back” is all about the feeling and texture of the skin. I had the socially acceptable explanation for my black craving. I used that paucity-of-available-w... Continue»
Posted by blkice2u 11 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 502  |  
100%
  |  3

Three Sissies At The Lake House Sucking Cock

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 4 months ago  |  Categories: Shemales  |  Views: 502  |  
80%
  |  2

Abigail's First Time

This is the story of the first time I dressed for a man. I had been with men before, but had never been with one as a girl. I would say 95% of it is true. I tried to keep it as close to the truth as possible. I will say that the acts described actually happened, and we really did go four times. I leave you to decide which parts you think are the false ones.

I checked my hair and makeup in the mirror for what seemed like the millionth time. Nerves I guess. Tonight was the first time I was going to meet a man while dressed and acting as a girl.

I adjusted my dress, a dark blue bodyc... Continue»
Posted by cdboy22 2 years ago  |  Categories: Shemales  |  Views: 498  |  
100%
  |  7

Cruising With Chrissie

Several years ago my best friend and ex college roommate Kelly and I took a week long cruise, visiting several lovely
tropical Islands. We had an exceptionally good time as the food was fantastic, the alcohol flowed freely, we didn't manage to
part with too much money in the casino and we sampled some incredible strains of pot.
The days aboard ship were taken up with sunbathing, swimming, reading trashy novels and generally relaxing. The
evenings on the hand were spent drinking, dancing, gambling and socializing. Once we'd lost our limit at the Black Jack
table we would normally head for... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Lesbian Sex, Shemales  |  Views: 496  |  
75%
  |  1

The Making of a Sissy - Part Ten

Bella quickly gulped down her vodka and cherry, her bottom tingling with anticipation as her new mature friend gave her a commanding look; she had so enjoyed being submissive for her at the end of a leash, and now she knew she would be bound tightly on a soft inviting bed, and made completely helpless. Her cock stiffened sweetly at the thought; perhaps she would taste the cane again, she would love that. Ellen took Bella’s little hand and squeezed it tightly; though she had only just met this supreme example of a shemale, she knew instinctively she could trust her completely. The redhead smil... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 499  |  
100%
  |  4

Desiree...

I was walking around the local mall just doing some casual wandering shopping, not really looking for anything including what I found. I rounded the corner and there stood this amazing creature with long brown hair, deep blue eyes and the fullest lips I have seen in some time.

She was a fuller figured beauty and I was very intrigued with what I saw since she was very sultry and definitely sexy. I followed her into a couple of normal stores when she led me into a store I was apparently not paying attention to when I entered. It is hard to act casual when you realize that you are in a lingeri... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 494  |  
87%
  |  1

Meet with Jan part 1

I'd asked Janice if I could arrive at hers dressed, because it takes me at least two hours to put my slap on! So I had to get dressed at a motel and drive over, under cover of darkness. She'd left her drive open, so I could park at the side of her house, and slip round the back of the large semi (hopefully!) unnoticed. As I tottered quietly to the rear of the property, I wandered into the open conservatory, knocking gently. 'Fucking hell!', I heard, as I peered into the kitchen. 'Fucking hell!' I replied back. We stared at each other, incredulous, like meeting a massive film star. Someone we'd... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales  |  Views: 493  |  
80%

my cd experience part 2

Then i feel my ass hole being f***ed open as you slowly entered me it was slow but you did not stop till all 10 inch was buried in my ass, ive never felt anything like this as you stay still and let me adjust to your length! My legs are shaking i cant stop them pure xstacey is what i feel! I pluck up courage to start rolling my hips which made your cock touch places ive never had touched before aaah aaah aaah mmmh i couldnt control my groaning, then you withdrew just to the rim of your helmet and then BANG BANG BANG BANG BANG BANG you pile drove your dick into me like a cars piston! I fucking ... Continue»
Posted by andytmpson 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 493  |  
85%

Continuing adventures with a TV

Danni and I met up again this past weekend and again, "she" literally rocked my entire fucking world. Coming in wearing a tight jean skirt, a loose black top and heels. Knowing what we already wanted and needed, she hardly got in the door and we were all over each other, kissing passionately, our hands roaming all over each other. Hungry for her cock, I then dropped down right there, lifting her skirt to reveal her sexy red panties, pulled them down to release her rapidly hardening cock right in to my mouth. I was in a cock sucking frenzy at first, not being able to get enough of her. Danni wa... Continue»
Posted by afterhours22 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 494  |  
100%
  |  3

Cuckold Excitment

My wife has cuckolded me our entire marrage. I enjoy when she allows me to watch but to be honest I enjoy hearing her tell me about one of her encounters even more. This story is one she and I had a few days ago. We where invited to the company she works for Christmas party. It was semiformal , I wore a tie and jacket and she wore a little black dress. She has great legs and she really loves to show them off every chance she gets. The dress had short sleaves and was low cut in the front , just low enough that with her pushup bra she had two beautiful round 34 B tits on display. But what real... Continue»
Posted by woreout 10 months ago  |  Categories: Sex Humor, Hardcore, Shemales  |  Views: 493  |  
64%

First time with a crossdresser pt1 True Story

Ive been married for a few years now, but I always find myself straying from time to time to get my fill of kink. Guess you'd say it is a way of easing stress every once in awhile. I got alittle break one time when the wifie was away visiting her parents for a few days. I was good at the start but after a couple of days had passed, you guessed it, the familier itch to go out and try something crazy hit. I have always been facinated by sub/dom and knew just were to take my search. Well it wasn't to long until i had an intrest sending me emails and turning me on like crazy. He was marrie... Continue»
Posted by bjsmith94 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 492  |  
82%
  |  3

Nur Geil

Im Hausflur begegnete mir mal meine Nachbarin, sie ist schon etwas reifer, deshalb aber keineswegs unattraktiv, sie strahlt einfach dieses Frauliche aus, kein Mädchen mehr. Wie ich anhand ihrer Einkaustüten sah, war sie auf dem Weg zum Supermarkt, da mein Auto derzeit etwas fahruntüchtig ist, fragte ich frecher Weise, mit einem sympathischen Lächeln, ob sie mich mitnehmen würde. Sie freute sich, da das Einkaufen an sich, ja eher langweiliger Natur ist, halt ein notgedrungenes Unterfangen. Ich brauchte nicht viel, so waren wir mehr mit ihren Sachen beschäftigt, als mit meinen. Wir alb... Continue»
Posted by Fordig 4 years ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 491  |  
100%
  |  1

Young Sissy






Young Sissy

bysmittysimon©

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.



I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of ... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Shemales  |  Views: 491  |  
100%

Time marches on Pt 2

So, I woke up the next morning, feeling just amazing. I guess the more correct term would be sublime? I had Tiffany under my right arm, Amber and Summer had migrated over to the bed. I just laid there for a minute. I had my black shirt on, the button up one from yesterday, what can I say, it's my favorite. I didn't have my boxers on. Tiffany, Amber, and Summer were all completely naked. After a few more minutes, Tiffany woke up. I just smiled at her, "Good morning sexy." She smiled back, "Good morning to you too." We kissed for a moment then I heard Amber laugh, "Damn, you just woke up and you... Continue»
Posted by wheels1825 11 months ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 492  |  
100%
  |  2

Put Your Muffin Where Your Mouth is, Mandy

Put Your Muffin Where Your Mouth is, Mandy
Written by irish4skin
Starring
Mandy Muffin as herself
Josephine James as herself T-Girl Candy Surprise as herself
MILF Delilah as Linda Herrin T-Girl Carla Novaes as herself
Corina Curves as Dr. Carolyn Dick T-Girl Elisangel as herself
Donita Dunes as herself Sasha Grey as herself
T-Girl Adriana Rodriguez as Salina T-Girl Mariana Cordoba as Sama... Continue»
Posted by icemanrisen 3 months ago  |  Categories: Group Sex, Sex Humor, Shemales  |  Views: 490  |  
100%

The Martini affair - Part 2

She picked up two glasses of the cocktail she had just made, and walked up to me. She, now just in her red panties which was already stained by the drops of her seeping precum. As she walked towards me my eyes were just stuck on that patch and the outline of that strong piece of meat beneath that. "Here" she said bending down revealing her big round tits cleavage, extending the cocktail to me. she sat next to me and said. "Oh I remember you saying you were a different kind of a girl, what did you mean"? She was smiling wickedly as I bend down my head, blushing not knowing what to tell her. She... Continue»
Posted by socuri 3 years ago  |  Categories: Shemales  |  Views: 488  |  
100%
  |  5

The Slave and the Sissy Part Nine

Ayesha was not to be denied; slave was rampant after witnessing the erotic antics of the maids, and was anxious to please Ayesha quickly, so that he may watch over Pepper; she was so soft and vulnerable. Slave’s cock rose quickly as he sniffed at the gloriously rich scent of the dusky beauty’s thong. She smiled with a sense of admiration as he licked and lapped at the savoury gusset without faltering in any way; she watched over him, whip in hand as he lovingly licked at the tangy brown streaks to the rear of the gusset as readily as he had dealt with the yellowy stains to the front, where h... Continue»
Posted by midsummerman 1 year ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 489  |  
100%
  |  1

becoming the girl i really am part 2!

I smiled up at my best friend, dressed up in sexy lingerie and smiled, "Can i dress up too?" i asked in a hopeful tone of voice. "Oh, wow, really? Yea sure!" brian answered with excitement in his voice. "Go into the guest room, my s****r keeps all her clothes in the dresser and the closet, and pick out soemthing you like!" he said, "Pick something really sexy" he whispered as i slipped out the door and into the guest room.

Going through the dresser i found a drawer full of panties, i felt a rush of excitement as i examined the soft, silken panties....thongs, bikinis, g-strings and boy s... Continue»
Posted by dirtygurl4u 3 years ago  |  Categories: First Time, Shemales  |  Views: 487  |  
100%
  |  2