Sort By
Search results


... sissy fuck slut doing with her first round of training?" he sarcastically asked, coming into view. "Enjoying ... with no let up for the better part of an hour. The first half an ... down I knew that this was the easy part and that the worst was still far ahead ... ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1747  |  
  |  7


... say, then this will just become another part of you. If you don't do what ...

"Good, then let's start your training. Obviously, I'm not training you to be some kind of ... and that's exactly what I plan on training them to do."

Not seeing any other options ... ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3315  |  
  |  16

f****y Training part 3

... said that she might could help Meagan and I with our "training" as she has had many different experiences with sex thru ... good, that was really good fuck.
Having mom be a part of our training was the best thing that could have happened. Mom ... ... Continue»
Posted by zimabean 4 years ago  |  Categories: Hardcore, Mature, Taboo  |  Views: 1919  |  
  |  9

f****y Training Part 2

... jizz every chance we get.
Meagan decided that as part of our training we should fuck some other people. She thought I should ... too. That was when mom walked in and busted us. Part 3 soon. ... Continue»
Posted by zimabean 4 years ago  |  Categories: Hardcore, Taboo  |  Views: 3551  |  
  |  5

Lisa Katie Day A little Tgirl Tart In Training.

Lisa A little Tart In Training. (part 01)...

I’m standing at the bedroom dressing table just putting on ... Yes Sir.

To be Continued
Any sugestions for the next part guys & girl I'd luv to here your ideas for ... ... Continue»
Posted by lisa_katie_01 27 days ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1633  |  
  |  3

Milf in training-part two

... slid to the floor, whence I followed.

WOW! This MILF in training had just graduated to FULL MILF.

I motioned her to lay ... ... Continue»
Posted by silverfox62 3 years ago  |  Categories: Hardcore, Mature, Voyeur  |  Views: 690  |  
  |  2

MILF in training Part II

... when she saw his house, it was in the expensive part of town and was surrounded by a wall and trees and ... ... Continue»
Posted by SpikeHammer 3 years ago  |  Categories: Anal, BDSM, Mature  |  Views: 1359  |  
  |  2

Appointment By Card Only. part five

... and pleasure, revealing her soft innocence; many of the sissies he had sampled before would have guided the hand down ... involved her earning her keep by entertaining others during that training, though she would not allow her to be penetrated.

' ... ... Continue»
Posted by midsummerman 9 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 196  |  

The Fxxxxy Affair Part 2

... !"
The next minute five females swarmed over the three sissies and
busied themselves applying makeup and perfume, fixing hair, ... their mommies' attention. The fucking made the cute little
sissies pound Fran's hungry holes. Her pantied cock throbbed and ... ... Continue»
Posted by BeeJay69 1 year ago  |  Categories: Fetish, Masturbation, Taboo  |  Views: 4977  |  
  |  4

Sissy's stroke story for Deebsflo. Part one

Cast: Dee (The Master), Jennifer James (The Movie starlet)
The Sissies: Mika, 5’11”, light brown long hair. Sammie, 5’9”, peroxide ... and Alexi, 5’9” natural blonde with long platted hair.

Part one

In all his years, Dee could not recall seeing ... ... Continue»
Posted by Hotassboi 2 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 404  |  
  |  3

Future sissies

... hormone regimen at a very young age to help facilitate this training. By the time puberty hits, they will have already been ... neutered so no testosterone will affect their development as young sissies. They dress in girly uniforms, typical of a “schoolgirl”, ... ... Continue»
Posted by TheButtholeBully 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2344  |  
  |  5

The long road to black (Part 1)

... with women. That being said, as I was training I saw Darrel do it to a few other ... . A note to black guys who like white sissies: you can probably find out by the "joking ... of our relationship. I would worship every part of her as if to reaffirm my thankfulness ... ... Continue»
Posted by sissyboiforbully 2 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 1942  |  
  |  2

The wrong bus, Part 2

... of the story.

The wrong bus, Part 2
By Sissy Trisha

I woke up ... instruction can you! You obviously need more training than I

I glance at the display ... ?"

"No sir."

"Well first time sissies like you usually make a lot of noise ... ... Continue»
Posted by curiouscuck 4 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 554  |  
  |  1

Clara Bow's Academy For Would-Be Ladies: Part

... place of learning, where discipline was no doubt a large part of the agenda. Tomkins minced ahead with the case as ... contentedly.

“Evidence of masturbation without permission no doubt. Disobedient sissies who do so are caned by their respective Head-Girl ... ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 967  |  
  |  6

Nylon sissy femdom - Part 4

... its time for the final stage of your training. You will find this the most stimulating I'm ... and knew exactly what was to be sissies next procedure. Melissa scurried off to the ... and felt between my legs for the widest part of the plug. She then withdrew this ... ... Continue»
Posted by hosierian 6 months ago  |  Categories: Anal, BDSM, Fetish  |  Views: 166  |  

The Making of A Sissy-Part Three

... nerves were calmed a little; she gestured to one of the sissies across the room that was dressed as a French maid and ... some Mistresses and Masters had conditioning lifestyles in which their sissies were raised, but the maid reasoned that if Bella were ... ... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 549  |  
  |  3

The Making of a Sissy - Part Twelve

... to be strict with her charges and trains girls and sissies to be French maids; apparently she saw you when you ... and will work you hard. You will benefit from your training as this will earn you your keep at her house ... ... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 808  |  
  |  7

Sissy Training Assignment 1: For all Sissies wishi

Sissy Training Assignment 1:

Now the first assignment is pretty simple. Just fill ... ... Continue»
Posted by mastersissytrainer 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 762  |  
  |  3

The Making of A Sissy-Part One

... special private school where he and other sissies were outnumbered by girls by one to ... was dressed in girl’s clothes and the sissies were made to know their place by ... All the teaching staff were female; the sissies were immersed in an ocean of femininity on ... ... Continue»
Posted by midsummerman 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1777  |  
  |  5

Appointment By Card Only. part two

... as he had foolishly disclosed a penchant for sissies as well as dominant women; she had used ... cane.

'Well Moore, I know how you like sissies. We are going to see how this one's ... finger as the dominant woman eased the sissies lips to the bell-end which now ... ... Continue»
Posted by midsummerman 9 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 761  |  
  |  2