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Virgin Sissy learns her place in life

Virgin Sissy learns her place in life

... finally knew my place in life. I was a sissy bitch put on this earth for the pleasure of my Daddy ... washed by me, taking extra care and consideration. If Daddy Martin desired, i would place each worn... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Fetish, Taboo, Shemales  |  
  |  5

Young sissy loses her virginity (true story)

... perfume and then raided her jewelry and make up! I can’t remember much about what I choose but I know I ... had very bright red lips, this was a request form the man I met. Sadly her shoes no longer fitted my ... in silence. I could smell sex on myself, my ass was on fire and burning. But I was happy. I was no longer a virgin. This experienced shaped who I am now…
... Continue»
Posted by Subtvnicola 1 year ago  |  Categories: First Time, Taboo, Shemales  |  
  |  10

(Femdom story) Wendell and how he got that way by

... company and moved here in the first place? So he could “explore some life options” and have a “period ... of her best long-time customers) into buying this place and making it into something she could be proud ... walked in, he crawled up to Diana and placed himself on his knees at her feet. “Dag, girl,” said... Continue»
Posted by wickedguy333 4 months ago  |  Categories: BDSM, Fetish, Hardcore  |  

An offer I couldn't refuse.... part 1

... on the counter''.
I took her hand and placed it on my now throbbing rock hard cock. She gripped it firmly ... and watched her. She brought the drinks over and placed then on the coffee table and then removed her skirt ... ,,, well a French maid.
June introduced the man as her sissy husband.
He stood still with his hands... Continue»
Posted by guru6969 11 months ago  |  Categories: Anal, BDSM, Mature  |  
  |  2


... returned and placed a latte in front of me. Her name was Susan Anders but explained that, considering ... ?"

"Oh yes Ms Anders, You are beautiful. I would so love that."

She leaned toward me place her hand ... it beside her.

"First of all you need to become comfortable with your place around here. Nothing... Continue»
Posted by stuzz552 1 year ago  |  Categories: BDSM, Fetish, First Time  |  
  |  3

Future sissies

... . I looked down as I was sliding my fingers back and forth, in and out of her tiny virgin ass, only ... up, her eyes met mine. She knew what was going to happen next, she had learned about this in school ... , I placed the head of my cock against her tight hole.

“Be gentle, please… I’ve heard this can... Continue»
Posted by TheButtholeBully 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  5

Larry`s new Bitch

... .

"It is going to take some time but you will learn to revel in your new place in life."

Rubbing her ... to watch an evil grin twist across her face.

"Would you like that sissy? They are very pretty panties ... .

"What are you doing silly sissy."

Turning her chair again Catherine picked up a small brown box... Continue»
Posted by klammer 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  2

Auntie's Panties

... in Auntie's desires; utterly consumed with pleasing her and
learning to be a feminized sissy boy ... at the sight of her. She was a young boy's sexual
fantasy come to life dressed completely in black lingerie ... and make me cum."

I didn't need a second invitation! I placed my face between her
perfumed thighs... Continue»
Posted by aimen72 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  15


... to
be your sex life, my cute virgin."

I knew she was right, and that my devotion to her pretty ... him. He f***ed himself to tell her, in a strained
feminine voice, "I want to go back to your place ... , a pretty dull
sex life." She let her words sink in and gave him a moment. He didn't
want... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
  |  2

Young Sissy

... . That's rule number one by the way a sissy never asks questions. If she needs to know anything, her Master ... a good little sissy soon, but there's one lesson you need to learn right now. When the Masters aren't ... to give her a reason to give me a demonstration of how she kept naughty sissies in line

"Now... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Shemales  |  

Trapped and Trained Sissy Ch. 01

... for what felt like hours, often moving the same piece of furniture to what seemed like the same place ... to a bathroom, where he placed me in the tub. He then rubbed some kind of cream all over my body and left ... that would look natural. He finally decided on a shoulder length brunette wig that he pinned in place... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
  |  16

Down the Path

... be a problem with a small butt plug if he needs help learning how a sissy walks. I told him he has to try ... whore. She tells me that sissies like me disgust her and her Master makes her help dress up sissies ... finally met her helper, it was well established that Steffi was a submissive little sissy but didn't... Continue»
Posted by lookin02 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  8

A pretty boy becomes a girl

... dating frequently.

Chapter Nine

A Way Of Life

Her father, I found out was indeed ... years I saw them many times.

Sometimes I would listen to their conversations. I learned that my ... wore, what I was to learn were corsets. I eventually learned that he had worn them from the time he... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Gay Male, Mature  |  
  |  6

Calebs Education

... Neanderthal Charm, dated her twice, and shoved his
dick balls deep up her tight virgin cunt ... had been damned stupid to make the bet in the first place. You don't
bet with somebody to see who ... sometimes hung with. Who could fuck Amy J. first.
She was a virgin, innocent looking as a Catholic High... Continue»
Posted by klammer 7 days ago  |  Categories: BDSM, Fetish, Gay Male  |  
  |  1

Black Mamba -

... place Jen had undone my levies and was now rubbing my
turgid cock through my lace panties. Digging her ...
trailed by her submissive, slightly built white sissy. As we left the booth
she had handed me her ... and ordering a long neck, I perused the place. As my
eyes became adjusted to the gloom, I noticed... Continue»
Posted by germanboi4bbc 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
  |  8

Crossdressing - Teen fantasy with Panties to Cock

... and I felt great helping her.

After we were married, our life, and sex, shifted into a more ... when he would cum in her face. I learned that this was called a “facial”. I fantasized about being ... an orgasm.

I can remember learning about how to fantasize and pleasure myself while looking... Continue»
Posted by ericalace 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  
  |  9

A Matter of Betrayal Ch. 01 - Must Read

... but that bitch of a mother. It wasn't from anyone strange that Colin learned not to know his place in life ... could have written his own book on winning friends and influencing people. He had learned early in life ... effortlessly carried the love of his life to her bedroom.

He set her carefully on her bed... Continue»
Posted by kap007 1 year ago  |  Categories: Taboo, Voyeur  |  
  |  3

Aunties Panties..........

... in Auntie's desires; utterly consumed with pleasing her and learning to be a feminized sissy boy.

"I love ... , drooling to the music of her moans. "Mmmmm.... yesss... yessss.... Yesssssssssss! Oh!"

I placed my hands ... her.

"Now, my Darling sissy boy... give me the good fucking you've always wanted to! Give... Continue»
Posted by lokokolo 10 months ago  |  Categories: Fetish, First Time, Mature  |  
  |  7


... and quickly looked away from her, my worse dreaded fears in life had somehow just become reality ... pleased with all of my many performed household chores. Pleased enough where she lifed up her short ... becoming her new little cute submissive sissy just like Robert had!

It was shortly before nine pm... Continue»
Posted by cddixie 9 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
  |  4

A Trip to the Bathroom

... , well that's good. We want you to enjoy your new life as my little sissy slave."

I redoubled my ... into your hot little mouth. Just imagine the creamy pink of your little virginal sissy lips engulfing ... shitter. You'll learn to beg me to fuck you up your sissy pussy..."

I could hold back no more. His... Continue»
Posted by klammer 4 months ago  |  Categories: Anal, Fetish, First Time  |