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pirate Feminization forced sissy

Version: 0.3.1

Version: 0.2

Version: 0.1

The Pearl of the Caribbean
by gueteva

After months of playing games on this site I decided to create my own. 

Although this is not my first game, it's my first adult one and the first one using Twine...It was a bit of a bitch at first but I managed to get the idea.


The game is not much more of a concept, specially since I started working on it this afternoon. 

But there are some passages and the base for the clothing system and physical changes are done.


So far there aren't many choices to make. Just a few to show how the game will work once expanded.

My goal is to branch out the story and kinda get a open worldish kind of game, but that will come update by update.

The game is very strong on sissification and feminization, meaning that for several updates it will only be man on sissy action. If that's not your thing it's all good, but be warned that that's is pretty much the whole game so far.

Please check it out and give me your feedback and love.



Added 4 "Filthy group of pirates" encounters. 

Added variations to the Filthy group of pirates repeated events depending on stats. (e.g. how much you enjoy giving a bj depending on how many bjs you have given before)

it's a small update but I assumed you would have prefer to have a small update instead of waiting another day for a slightly bigger one.


added Jared's events with random outcomes

added Toby the fat cook's events

added random chance to dock at a Port each day.

added Tavern events

added perfume shop

added voodoo priestess

fixed some bugs

created footers


Miles has spent all his life in the island of Tortuga, wishing no more than to explore the open sea.

However, his weak build has had all the employers reject him on their ships until one day a shady character offers him a place amongst his pirate crew.

Miles/Molly - Main character

Captain Hardwood



Many more to come

The game is too simple to require a Walkthrough so far.

Latest Reviews - View All Reviews

Review by PtiteBitEnormBoule

Version reviewed: 0.3.1 on 01/27/2017

Too bad the game does not seem to be getting updated anymore, it was really good and i hoped to see more. I really liked what i saw there

Review by Cadmea

Version reviewed: 0.3.1 on 12/28/2016

So, not much actually in there but I really enjoyed what we have so far. I found the 'sissyfication' to be a bit too fast though; maybe add more steps in between? 

I'd also like the option to save and more detail on the sexual events.

Really looking forward to more updates. Keep up the good work!

Review by Shinentai

Version reviewed: 0.3.1 on 10/14/2016

A good start so far. There isn't much there but the format offers a fair bit of potential. Just the right amount of detail at the moment. It would be nice to have images, but not a must. Look forward to more. 

Review by judyduong

Version reviewed: 0.3.1 on 10/01/2016

Fun game so far, content is very little at the moment which is understandable in alpha/beta. Would love the option to choose your own name for your sissy persona. 6/10.

Review by YukiRj

Version reviewed: 0.3.1 on 09/27/2016

So far I like the game just a bit dissapointed though...I can't save the game so everytime I play it I had to go back to start once more in order for me to play it...anyway as for bugs....well I dun't know if you can really call this a bug but every port event I can actually choose "my room" after changing my cloths or simply clicking "my room" you can't return to "port" instead "deck" would be available.....oh I want ask what's the purpose of combat??? My combat stat has already reach 50 but it seems it has no effect at all I get raped and beaten still and also I can't seem to give "handjobs" to anyone, how come?....Anyway I hope we can get new cloths soon and I hope you the best! <3 


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