Earn Your Freedom v0.21 by Sissy Dreams, Earn Your Freedom game is about a young guy (18yo) who is captured by some bad guys and is forced to work in a brothel. Play the game to find out what will happen to him and if he’ll become an obedient little slut.

Updated: 2023-11-28
Release Date: 2023-11-28
Developer: Sissy Dreams Patreon – itch.io – TFgames – Picarto
Censored: No
Version: v0.21
OS: Windows, Linux, Mac, Android
Language: English

2DCG, Male Protagonist, Corruption, Female domination, Gay, Handjob, Humiliation, Interracial, Prostitution, Sissification, Slave, Trap, Gangbang, Rape, Blowjob, Shemale, Transformation, Futa/trans, Incest, Threesome, Anal sex, Oral sex, Sex toys, Group sex, Lactation, Piss, Lactation
1. Extract and run.
– an often requested event where you get a chance for a payback and can have some fun using Tom this time… But it’s not guaranteed and will depend on your playstyle before you get to this event, so it can happen the other way around, and you might remain the submissive bitch instead if you’ve been too submissive before that, haha ;)
– a pee fetish event where MC becomes a urinal for brothel workers
– a hate-fuck event where you get roughly fucked by the wife of one of the customers with a huuuge strap-on
– Adrienne visits you with four of her “friends”, and you get a line of dicks to suck in front of her and a ton of cum to swallow :p
– Using a new sex toy together with Ashley, you get to fuck a double-sided fleshlight and feel your clitties rub against each other inside it as you fuck it. After you both fill it up with your sissy cum, you’ll get the option to squeeze it right into your mouth and eat it all
– Breasts “torture” fuck-wall room event (you need to have the biggest breasts possible for this event), where your breasts are on the other side of the wall, and clients get to abuse them however they want and cum all over them
– A random woman client visits you so you can give her some oral pleasure. But she has an unusually large clit. The scene is quite intimate, and you get to enjoy making her feel sexy and wanted as you make her cum with your tongue and lips
– A new sex toy in the sex shop. It’s an unusual alien-looking dildo, that you have to “please” to find out about its secret feature (SPOILER it will impregnate you with eggs and you’ll have to lie them after riding this dildo)
– And the final one is a manicure. The whole feature of having your nails coloured is not complete yet, as I’m still trying to figure out the best way to implement all the variety of colours (102 variations), so you’ll be able to see it only while colouring your nails at the salon, but I’ll continue working on it so it’s visible on MC’s hands in the wardrobe while changing clothes as well and maybe even during all of the sex scenes in the game. I’ll probably finish it and implement it in the wardrobe in the next update, but I might add it as a patch even before the next update

– an event with a castrated woman, where MC gets to worship her empty sack and her big dick
– DP in the glory hole booth
– MC worships Naomi’s big round ass and makes her cum using only her slutty tongue
– Tom will pay you a visit and bring his two friends. They make you suck two dicks at the same time and record everything on cam as they fuck your mouth and humiliate you
– an aggressive client comes to visit MC and chokes her as her clitty is as hard as ever
– foot fetishist comes to fuck MC, and for the first time, you’ll be the one whose feet will be kissed, licked and worshipped while getting fucked by a big dick
– A big event with Adrienne; this time, she brings four big men to use her holes as she makes you watch everything and humiliate you. After that, all of them cum in her ass one by one and then she pushes the cum out for you to eat
– POV event. If you’ve got the biggest breasts you can get, a client will come and fuck you between your breasts and then will unload his cum on your tongue.

– Massive game size reduction (less than 140-175 MB instead of 1.1 GB) with the same image quality :) So faster and smaller downloads for all of you!

– New Adrienne event where she brings a bunch of used condoms from her lovers for MC to drink from :p

– New event where you’ll be able to fuck Ashley again and then eat your own creampie ^^

– An angry mafia member visiting Boss event where MC needs to calm him down (you know how)

– Fuck-wall room event. A new punishment for MC where she is “fixed” under thick glass and immobilised so she can be used by visitors

– Threesome with Jennifer with creampie sharing/snowballing and ass licking :3

– Getting fucked by a fit strong woman after eating a pill that doesn’t let you cum and makes your clit erect and bigger than before but at the same so numb that you don’t feel anything

– New sex shop toy – anal beads and an event where MC plays with it, spreading her hungry hole

– Getting visited by a weird client from MC’s past who wants to stay unrecognised by MC, but at the same time to have sex with her

– Double anal penetration in the middle of the street after eating a pill that makes your ass huge.

– a new event with Adrienne, where she makes MC go outside and look for a man to fuck her, and MC has to make sure that the man has a big enough cock for her first

– sex event with Ashely, she’s back in her clitty cage and asks MC to help her relieve the tension by fisting her

– secretary event, where MC is getting used by the boss as a toilet, you’ll even get an x-ray view from the inside ;)

– watching Jennifer sucking a dick in her room with an option to join her and suck the man’s balls while she gives him a blow job

– getting milked by Jennifer before going to sleep together. She’ll fuck MC with a dildo in the legs above head position which will result in a nice self-facial ;) Also, MC will have an option to eat the cum or wash it off

– receiving a facial and a creampie from Naomi

– getting fucked by a random client while MC’s hard clitty is cage-free :3

– selfsucking MC’s own clitty, while getting pegged by Valerie during a yoga training

– (often requested event) finally trying out the horse cock-shaped dildo!

– peeing and cumming all over yourself while in the shower

– special church event in a confessional, dressed as a slutty nun

– getting fucked in the middle of the street by a horny man.


– Adrienne event, some really nice and hot humiliation from her and some ntr cum clean up, yum!
– MC getting tied up by Amanda for some unexpected hot turn of events, won’t say anything else so I don’t spoil it for you ;)
– Hucow farm events. One with the driver that takes MC to the farm and another one is a piss event :p
– New fuck-wall stuff. You will be able to repeat the event where MC is curiously checking out an empty stall and gets fucked. And also a new event, where MC gets bent over through the wall, gets fucked by countless dicks, cummed on and written all over with degrading words hehe
– Events with Jennifer. To be more specific: she’ll force mc to lick up her own cum from her ass after cumming on her in the morning while she sleeps. And an anal creampie clean-up event when mc decides to watch her getting fucked in her room.
– Naomi POV blowjob. You’ll be able to enjoy all the beauty of her dick from MC’s perspective and even get an oral creampie (if only I knew how to create VR games lol) :3
– And some new street events. A free blowjob for some drunk guy or getting into some very weird and humiliating situation (don’t want to spoil it, so I won’t say anything specific).


– bugfix


– added replay for the new events
– no need to change the clothes manually before working in the street and in the butt-room, and before training


– Spelling
– Added new scenes replay function and tips on how to unlock them
– Fixed the infinite loop bug during the first scene with Tom

– intro, getting to the brothel
– can suck boss’s cock when you meet his for the first time, or refuse
– choosing clothes, doesn’t matter what you choose
– end of the day, possibility to escape, if you choose “try to escape” it will lead you to a gangbang scene
– day one, glory hole handjob scenes, after a first handjob scene if you choose any of the two options except “serve one more cock” you’ll get one more scene with Ashley and a possibility to masturbate while covered in cum later in the day
– after the glory hole an option to masturbate, you’ll be able to do it again every evening until locked in a chastity cage
– day two, you can visit different locations and look around, work at the glory hole again, doesn’t matter what you do
– day three, Alex visits to collect the weekly payment, resulting in a footfetish scene
– next after that is a scene, where Alex puts on a chastity cage on MC’s cock
– after that, you can work in the gh booth if you like, travel around, visiting other locations, but to progress, you need to speak to Ashley
– take a new hairstyle in the beauty salon
– wait for a client in the room – handjob scene, after that a groping scene, if you choose an “ask him to stop” menu option, it will lead to a fingering scene
– wait for a client again, nobody comes, MC realizes he needs to look more girlish
– visit beauty salon again (need to have $50, you can get them by working in the gh booth) you will get some make up
– after that – a prostate milking scene with Erika and new lips for the MC
– after getting new lips, you can wait for a client in the room again, it will lead you to an anilingus scene and a blowjob scene
– if you wait for a client again after that, it will lead you to a bj scene, that will repeat over and over in the 0.03 version if you choose “wait for a client”
– you can also visit Erika again for hypno scene or a prostate milking again
– if you get one more prostate milking, a vibrator becomes available for buying in the sex shop
– if you have a vibrator, it will unlock a masturbation scene in the evening
– with your money you can also buy new clothes
– also, there is a final punishment scene, if you don’t have enough money for Alex next time she comes to collect the payment
– after the first blowjob in the room, blowjobs in the glory hole booth become available
– after buying a vibrator from the sex shop, you need to make MC have some fun with it during the evenings (3 times)
– on the third time you’ll get some new scenes with with Alex
– after the event if you wait for a client, you’ll have an event with MC’s past friend
– after this event you are able to buy a dildo (white)
– also after the event with Tom, gym becomes available
– you can visit the gym and start training, but to do so, you need gym clothes, you can buy them in the clothes shop, (red shorts & blue top)
– visit gym training five times to see all the scenes
– if you visit a butt wall room, it’s possible to trigger a random event with a “familiar” butt in the wall
– after the event with deepthroating in the gym, one more blowjob scene in the glory hole becomes available, also there is a continuation of the events in the butt-wall room if you visit it couple of times more, and also you’ll get to meet a new character
– the next event at the gym is when Craig shows how to do crunches
– after the crunches you need to have some fun with the dildo from the sex shop
– if you’ve used it for a couple of times and did crunches for a couple of times with Craig, you’ll get an event in the morning, saying that you’ve trained for a while already, but there are no visible results, after that you should talk to Craig about it
– he will propose you more intense trainings
– do 2-4 intense trainings and you’ll get another event when you wake up in the morning with first body transformation
– after this, gym becomes optional, only if you want the player to get breasts, then you need to do 2-4 intense trainings more
after the first body transformation, Ashley will come to your room in the late evening and will invite you to hang out together in her room
– now you can visit her every evening
– after this you need to spend three evenings with her, to get a threesome event
– after this you can continue spending time with her, but there are no major events at this point
– after a threesome event if you press “wait for a client button, you’ll get visited by Tom for the second time, and will meet another new character.

Ver 0.06
– After talking to Sophie in the butt-room wall, you’ll be able to but a maid uniform from the clothes shop and when you have it on, you can work as a maid in the B-W room
– During the first working day you’ll have to choose which ass to clean first, no drastic content differences, so you can choose whatever you like more
– During the second day at work there will be an event with a random man, who will want to fuck MC, you’ll have an option to refuse (a punishment event will follow) or you can obey and get fucked (fucking event will follow), after this, the events in this location will go in the loop and you can replay them and make a different choice
– After unlocking scene #29 (fifth event with Craig) you’ll get more random clients in the room
– After the threesome event with Ashley, you’ll be able to play through more new events with her, you’ll get a notification when you’ll unlock all of them
– After one of the new events with Ashley, you’ll get a notification that you can ask Alex to release you from the chastity cage, so during the next time she comes to collect the weekly payment, you can ask her about it.
– If you ask her about it, you’ll get a possibility to buy a slut outfit and work at the street, there will be three more new events there

Ver 0.07
– after completing all the events from the previous version, you’ll have access to new random clients
– fist one is a woman who wants to get fucked with a strap-on, you can trigger this event if you press “wait for a client” while at the MC’s room. The clients come in sequence and to unlock the woman you’ll need to play through them.
– same goes with the next random client – foot fetish guy and also you’ll be able to choose an option to see a cum eating event with self feet licking.
– You can find the other random client while working at the street if you choose the third menu option “offer yourself to the passing people”. There are two events with this option – the first one is a car bj from the previous update and the second one is the new one (anal sex at the back seats of the car with a creampie).
– After opening these events, the next evening you’ll get visited by Alex and she’ll tell you about the New Year party.
– All the New Year special events will follow right after her visit.
– The next morning she’ll visit you again and will tell you about the “Sissy School”
– After that, the school location will be unlocked and you’ll be able to visit it from the elevators area.
– If you visit the school you’ll have an option to play through the humiliation and pet play scenes :)

Ver 0.08
– Get visited by Alex on Sunday, she’ll let MC out of the cage
– Visit Erika and ask to increase your clit (don’t worry if you don’t want it bigger, it might even become smaller after this)
– Go to the butt room and look for someone to fuck
– You can have sex or not with a woman there
– Next day visit the room again
– Have an option to have sex with Sophie
– If you do, cum eating scene
– In the evening visit Ashley, can have sex with her
– An option to get fucke in the mouth by her
– If you chose to get face-fucked, next morning one more scene while she sleeps
– Meet yoga instructor Valerie in the gym
– Can do yoga with her
– New t-shirt gets unlocked
– Wear the t-shirt to tease her, the bigger the breasts, the better the result
– It’s possible to modify breasts size in the lab
– Get hate-fucked by Valerie after teasing
– After 3-4 stretching trainings, MC will be able to suck own clit in the evening
– Visit Erika in the lab, get an injection test proposition from her
– Agree to try it out
– During the night a strange dream
– A day later MC wakes up really horny, wait for a client in the room
– Also, if you lock MC’s clit back into the chastity cage, you can go to Erika for “cum donation” and get milked by her and fucked with a strap-on
– Also, at any moment you can change MC’s hair

– Depending on your actions in the previous version content you can get one of the three outcomes:
1) a bigger clit: you need to fuck a woman in the butt-room, sophie and Ashley and you can only let MC eat cum once, after fucking Sophie, so you’ll need to refuse giving a bj to Ashley. Also, you’ll need to pay Alex to stay without the cage extra 3 days
2) keep the clit the same size as it was: do the same, but don’t pay Alex and get a cage after 4 days
3) a smaller clit: just do something extra, like eating some more cum or giving a bj to Ashley or just fuck less than 3 persons
– After seeing the result of your actions, you get a new sex toy (double-sided dildo unlocked) so you can buy it and use with Ashley in the evening
– If you got the “test injection” from Erika and didn’t get fucked by a client while you were waiting for the clit injection to work, the next time you wait for a client after the clit injection takes effect will trigger the sex scene with lactation
– You can visit Sissy School and choose an option “Sissy’s place” to get a SPH event
– Right after completing it, the next option will get unlocked and you’ll be able to play through the cock/balls worship event
– If you’ve had a pegging scene with yoga trainer Valerie, you’ll need to have one more training session with her while wearing a blue top that reveals MC’s breast to tease Valerie, after that she will force MC to eat her pussy which will result in a squirting scene
– If you chose to go to work at the street in the evening and pick the first option from the menu of what to do there, some random men will ask MC to show them breasts
– If you choose a third option from the menu of what to do at the street, one of the clients will take MC away from the brothel to another street and they’ll have anal sex on the car hood
– After that you’ll get a choice what to do, to go back to the brothel or to find one more client. If you choose the first option, nothing will happen, and if you choose the second one, MC will meet some sluts from another brothel
– They will tie up MC to a street poll and you’ll be able to choose, to beg them to let you go or to stay silent, if you’ll choose to beg them, they will gag MC with their dirty panties and will leave, after that MC will get fucked all night long by the passing men, and if you’ll choose to stay silent, the fucking scene will follow right away without the panties gagging
– Also the glory hole scene will get available to play through
– After you play through the gh anal scene MC can randomly get visited by a married couple if you wait in the room for a client
– If you decide to go back down to the butt-room after the clit injection takes effect, Sophie will force MC to a human toilet, so a piss fetish scene will follow
– If you’ve had a lactation scene with one of the clients, you can visit Erika and speak with her about it, she’ll propose you to do some testing after she gets ready for it and a week after that if you visit her again, you’ll get a fucking machine scene and a breasts milking scene.

Save Location
Where to put the save file:
 – Users/Username/Library/RenPy/EarnYourFreedom
Win – C:/Documents and Settings/Username/Application Data/RenPy/EarnYourFreedom
C:/Documents and Settings/Username/AppData/Roaming/RenPy/EarnYourFreedom (Win 10)
Android – My files/internal storage/android/data/earnyourfreedom/saves tap “move file” and follow that.


– Added scenes replay and hints on how to unlock them for the new events
– Rearranged and combined some of the scenes in the scenes menu
– Added the possibility to change the names of 3 characters (Alex, Amanda, Jennifer). You could do it from the “cheats” menu in MC’s room
– Fixed bug with a female customer, event. Now it no longer shows up unless MC is caged
– Fixed some typos

Please, don’t use any old save files in this version. If you’d like to start right from the new content, use an attached save file.


Download For Win/Lin
Download For Android
Download For Compressed Win/Lin (Old Ver.)
Download For Compressed MAC (Old Ver.)

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