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First Sissy Fuck part 1

First Sissy Fuck part 1

... I am in a hotel room and there is a knock at the door. I open it to let in a sissy girl in heels ... to fuck you! You know that?' I say.
She looks up at me and nods whilst maintaining a rhythm on my ... over it.
The picture of this sissy girl in heels and stockings, bare assed and stretched over... Continue»
Posted by honestjohn1962 3 years ago  |  Categories: Anal, Shemales  |  
  |  7

Sissy discovers (part 1)

... rubs her now exposed clit. She likes the big dick on her clit idea.

Sissy’s mouth parts a little ... , and unexpectedly decides that she likes the attention.

I'll post more parts of the story over time ... if there is interest so please comment.

Outwardly Sissy looks like your average pre-college teen... Continue»
Posted by hottyryder 2 years ago  |  Categories: First Time, Masturbation, Taboo  |  
  |  5

College Sissy Part 1

... College sissy part 1

I am was a student at a northwestern univesity. I was an engineering ... to suck off my neighbor while dressed up like a sissy. My cock quickly got hard in my pants ... .

He then said, "I knew you were a sissy faggot, but my wife's panties? A fag like you needs... Continue»
Posted by patkneels 2 years ago  |  Categories: Fetish, Gay Male  |  
  |  5


... at first, I didn't care and gulped the entire thing down, then leaned back against the couch ... ahold of some little sissy like you and to whore you out for profit. Now, you asked why. The answer ... another part of you. If you don't do what I say, then I'll sell you off into slavery where you'll... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
  |  17

Sissy Slut Amanda Part 1: The Beginning

... The Story of Sissy Slut Amanda

This is a story of fiction

Part 1: The Beginning

When I ... was twenty-three I meet my Sissy Slut Amanda for the first time. Now he was only eleven at the time ... back at now. The first time I met my future sissy slut, he was Mark, son of the woman I was dating. He... Continue»
Posted by TheSissyFucker 3 years ago  |  Categories: First Time, Taboo, Shemales  |  
  |  11

Finding a Sissy At Work Part 1

... 5’ 1” thin body was accented by a pair of long legs and an ass that screamed “f*ck me”. I thought ... “ the lube and condoms are in the nightstand, use plenty of lube and be gentle with me at first, until I get ... for me to fuck him. I poured plenty of lube on my cock and squirted some on my fingers and rubbed... Continue»
Posted by captjim51 1 year ago  |  Categories: Anal, First Time, Gay Male  |  
  |  9

Fuck with Police, Part 1

... f****y Fuck with Cops, Part 1.
Sitting in the back seat of their families SUV the two s****rs were ... thrust and she thought that he would cum real soon for this was his first fuck. She needed to hurry ... through the windows Sally turned around to face her younger s****r Jenny and said with a smile, “I fucked... Continue»
Posted by royby 3 years ago  |  Categories: Masturbation, Taboo, Hardcore  |  
  |  4

First Sissy Fuck Part 3

... '

I sit on the edge of the bed and she stands in front of me with her sissy cock level with my ... was surprised at how big it was to see it properly for the first time. I always thought that it looked nice ... first her tongue as far as it would go and then her finger, stroking around and around. Then she... Continue»
Posted by honestjohn1962 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  2

Slutty Sissy Used in a Cheap Motel Part 1

... hoped they all would. I lubed up my sissy pussy and started to loosen myself up for the fucking I ... of that Sunday will be described in part 2, because it was a whole new level of sluttiness and anonymous cumfilled fucking. ... several weeks. I knew this would make me even more willing to get fucked in my slutty boy pussy and push... Continue»
Posted by cumslutchloe 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
  |  27

The Making of a Sissy (Part 1)

... , seeing a real man's cock for the first time. You must be Brian?"
How did he know my name? I ... . This was the first time I had ever touched another guy, and his dick felt amazing in my hand. Naturally I ... mumbled with his cock in my mouth.

He then grabbed my head and started fucking my mouth harder... Continue»
Posted by briantid8 2 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
  |  9


... . "When I reach 1, you will
awaken. You will not remember being hypnotized, and will show no
effects ... from these instructions. However, whenever you hear the
words 'pretty sissy Dani,' you will adopt ... there within
15 minutes. As we entered the shop, she leaned over and whispered
in my ear, "Pretty sissy... Continue»
Posted by alexwd0 5 years ago  |  Categories: Fetish, Shemales  |  
  |  2

First night at club part 1

... This is a true story. Its also the first one I've written so have started with part 1 to see what ... the comments are like.
Please leave comments positive or negative.

First some ... but really loves both cock and pussy. I love hearing about her fucking sessions before we were together... Continue»
Posted by confusedjedi78 3 years ago  |  Categories: Group Sex, Voyeur  |  
  |  2

Becoming a Sissy Bitch: Part 1

... . Doesn't that sound delicious Gina ?

Your going to thank me Gina you'll see.. Now get in the tub...Sissy we have a lot to do..

And so ends Chapter 1
... for the day, sissy boy gets into her clothes etc etc. I did go through that phase and it was strong ... that you're a bit of a sissy." I feigned ignorance and strongly rejected his comment. I acted insulted... Continue»
Posted by yummycumshot 8 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
  |  11

Sissy Boy Adventures - Part 1

... it and as long as people are interested.

- This first part is a prequel, so it doesn't contain much ... First things first:

- English is not my native language but I'm writing in english so I can ... action. It's supposed to be a Sissy story so I just put it under the category "fetish... Continue»
Posted by icrashyourparty 3 years ago  |  Categories: Fetish  |  
  |  2

Lori fucks her massage guy part 1

... from my age, to those beyond their 50's.

This was going to be my first massage, and Todd kept ... said I could wear whatever I wanted, but suggested to go nude. For my first massage, I decided ... ".

In a daze, he had me turn over to work the front. His skillful hands found sore parts of me... Continue»
Posted by magichands1971 1 month ago  |  Categories: Sex Humor, Voyeur, Hardcore  |  
  |  4

Young girlfriend fucks old geezer, part 1

... to, let’s do it.” She said even more softly but with a hint of excitement in her voice.
End part 1
... asked Bill first and he said it was fine by him.
Katie was a very sexy girl, half Italian, half ... of all how much she enjoyed fucking. She was just a complete natural at every aspect of the game, so... Continue»
Posted by krazyfork 8 months ago  |  Categories: Fetish, Taboo, Hardcore  |  
  |  5

The Adventures of Georgina part 1 - First Time

These are the real life stories of a straight guy who becomes a sissy slut. Names and places have ... time on the chat rooms, chatting mainly to other sissies and sometimes guys. I would enjoy flirting ... guests. One was dedicated to people from my part of the country, so I spent a lot of time hanging out... Continue»
Posted by 5155y 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
  |  4

They Fucked A Cop (part 1)

... squatting down and sucking and licking at this amazing tool.

I had two problems here, the first ... was being quite rough, but I was really enjoying the sensation.

Then I felt the first intrusion to my ... and my teeth involuntarily sank into the prick inside my mouth.

“What the fuck?” The guy I... Continue»
Posted by darkbrownvoice 3 months ago  |  Categories: Anal, Gay Male, Group Sex  |  
  |  2

My first swinger experience, Part-1

... My first swinger experience, Part-1

This is a true story, I ... up on her elbows and opened her legs even more, parting her pussy lips and exposing the pink of her ... first time"... She then said, "first for what, to see a women?" and I said, no, " first time seeing... Continue»
Posted by Raheru 4 years ago  |  Categories: First Time  |  
  |  11

A Weekend of Firsts Part 1

... of being fucked bareback for the first time but I was surprised how easily his dick had entered me ... me looking for some fun, he wasn't as old as the first man (he was only 38) but he lived two minutes ... and fantasies we had. He brought up the topic of fucking me bareback. I had never done it before out of fear... Continue»
Posted by petevack 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
  |  9