The Sissy Girlfriend Experiment: Walkthrough & Guide

The Sissy Girlfriend Experiment is a text-based adult game developed by jammye.jones. here is a walkthrough and guide for the game. Spoiler Alert!!!

Note: the latest version of the game is 0.8.11.


Basic Walkthrough & Guide by Sunshaded

Daily Tasks:

– Dare board: If you started with the “Mommy’s Little Boy” option, you’ll have early access to the Dare Board game (normally you have to wait and buy a “Robot” at the mall, weeks into the game). But you don’t need to rush through it or prioritize it. It’s not that connected to the early parts of the game.
– Jobs/money: You won’t be able to sign up for all of the jobs until the 28th day. Jobs are a source of money to spend on things to complete tasks. But the game is usually patient or forgiving if you don’t have enough money on short notice; you won’t be permanently locked out of content. Still, try to earn money whenever you can. Besides your job, later on you’ll be able to earn small amounts of money at the Clinic and the Closet when you have free time.
– Arousal: The main use of high arousal is to complete dare board tasks. High arousal is usually a side effect of raising your sexual skills. Its drawback is that it makes you more likely to fail your sister’s task, or fail to raise your intelligence or a job skill. As a bonus, if you fall asleep at max arousal, usually your intelligence will fall 1 point, and you’ll be able to choose whether to get that point back or raise a different stat instead. Lower arousal back down regularly by either masturbating to ejaculation, or playing a game, which are only possible later in the day. Keep in mind the full arousal meter is actually bigger than the 10 icons that are displayed.
– Recommended daily flow for the early game: Clean house if your job is maid, or The Course if it’s another job -> Today’s task from your sister, if it’s available -> Study: General topics (with meditate too, it’s possible to max intelligence after around 10-20 days, at which point you can switch to another skill, prioritizing the Hairdresser skill once it’s unlocked) -> Gym if you want to raise strength -> Meditate (only until intelligence is maxed) -> Job -> Lower arousal if you have time. If you’re low on time because you had to talk to or meet a character (or any other activity) you should probably prioritize making money and your sister’s tasks.


Character Interactions (minor spoilers):

– Girlfriend: If you skip talking to the girlfriend on Wednesday, she’ll refuse to visit you on Saturday, thus delaying everything by a week. Otherwise, most Wednesdays you’ll be given some task, often buying something from the mall (it will show up in the list once she tells you about it). On Saturdays, resisting doesn’t have any effect on how events unfold or how your girlfriend views you; it just lets you raise your willpower, possibly raise your rate of MtF transformation, and possibly receive a chastity belt as punishment.
– Best friend: The early conversations with your best friend are optional and don’t affect much besides your willpower stat. Depending on your choices, she has more of a role later on.
– Sister: You can choose her personality initially. If she’s the evil sister, you also need to do tasks for her to avoid losing money, but it’s not hard. Regardless of which sister personality you chose, she suddenly turns nice around day 28 (assuming you didn’t put off the girlfriend’s scenes). If you want to experience her non-repeatable content, after you start to transition and raise your sexual skills, do her tasks so you can spend Friday night with her and then click on the bottom-most options.


Timeline / Tips (some major spoilers):

This numbering is based on the assumption you don’t put off the girlfriend’s events.
– Day 20: Sneeze n’ Cold opens at mall.
– Day 28: Clinic opens, player’s MtF transition starts. Cloth n Clothes at mall replaced by Hey Pretty Lady. Femme Desire at the mall and the VIP area of the Closet are accessible once you increase your breast size, I think.
– Day 31: Start of the final training arc with the girlfriend (asked to pick between 3 different stories from her).
– Day 62: The day you can break up with the girlfriend, if you have 15 willpower and choose “It’s over! I’m dumping you!” (Note that if you start with neutral willpower, it takes a minimum of 25 days to achieve willpower 15.) If you broke up with her, then Dominance Online becomes accessible, and dates with the best friend start. No matter what, Wild Snu Snu opens at mall.
– Secondhand info I may have wrong: To get a pussy, you need to break up with the girlfriend, and then do all the mistress’s/master’s tasks in Dominance Online to obtain the catalyst. To get extra large breasts, you need to work at the clinic, or you need to disable cuckold content at the start and then complete the sissy school.


All Routes Guide by lokoneko (Updated to 0.8.4)

Main Story Lines:

Best Friend (BF) – Andy:

This story continues on Thursday evenings

To get this storyline you should choose your BF over GF then this option comes

Male. If you want romance you will need to get in his preferred shape (little dick, ass, breasts etc), so you use the clinic if you need. Don’t be slutty with others on dates, but keep him happy. Save the game before the first date and keep it in case you do something wrong. You can load and try other choices. After 4 dates he will either dump you or ask to marry him. After this you will get some of the best content of the game (lingerie party and wedding).

Female. If you want romance don’t get too feminized and keep your dick. Everything else is the same as male.

You can marry them, it provides some awesome hot sex scenes, Highly recommended.

Trans BF. She could help with the GF story. After you spend some time with her she will tell you she started dating someone. You could help her, or save her from Danna (she is much like Erika). To contact her, go to Computer. Usually she is available on Tuesdays after 18:00.


Girlfriend(GF) – Erika:

If you go with her storyline eventually you will have to choose between Cuck line or Sissy school line. Both are fun and interesting, so I recommend you keep the save file and try both.

In cuck line you can be obedient sissy or try to resist. If you resist, she will punish you. 

If you choose Sissy school after graduation you can keep Erika as trainer or go with Sandra (perfect wife path) or Layla (whore path).


Sissy school

If you want to complete it choose “study” options at school whenever you can. If you spend your time whoring at school or spying on everyone you won’t graduate and won’t be able to get the “perfect wife” story.


Keeping Erika: (updated)

If you choose to be Erika’s cuckold you could end up with:


Erika, or

Hank (Erika’s boyfriend and also, Mark’s right hand)


Mark (New SiS pharmaceutics C.E.O)

Tiffany (you will meet her at Charity dinner)

Carlos (Erika’s boyfriend)


If you want any of the last three endings you will have to meet Tiffany at Charity dinner (“are you my contact” option in dialog). If you don’t meet her and don’t join her in her plan, you will end up with choosing between Erika/Hank or dumping them both.

All of these are actual Endings with a message about what happens after and you can’t continue the game after this.



Available after graduating from sissy school.

This is a long and hard storyline including some kind of mini-game (wife part). Highly recommended, a lot of fun. Keep a lot of save files and try other choises until Sandra is happy with you, cause you can easily fuck up training. After you get a husband it becomes easier.

Keep your mind low (<10 i think is needed). If your mind is high, you won’t be able to answer her questions. Easy way to drop your Mind is to sleep horny and don’t click on the brain icon choice after that. It will give you -1 mind almost every night

Go to gym – you need to be fit

Study makeup – you need it

Study Housekeeping – clean your sister room every day from start of the game – this should be enough

You will have to pass tests on weekends (slut test and two others, i don’t remember names). Save before them and see if you have every skill you need. If you fail the test you won’t get the perfect wife storyline. 

If you choose perfect wife path buy everything you need (clothes, wax, razors) BEFORE you choose your husband. You will not be able to use your money after you get to your husband’s home!

If you fail her training you could go back to Erika, go to Murphy or Dom online.


Perfect wife storyline

See Sandra part of the guide if you want to know how to get here.

In the end you get the same lingerie party and wedding as with your BF.

After the wedding I got two possible endings – your husband loses money, but you decide to stay with him. Or you dump him. Or he dumps you. Not sure if there are other endings. Save before the wedding and explore your options.

There is a guide on how to be a wife, follow it and you will be okay. There are tons of opportunities to whore yourself out, you can explore them if you want, just don’t let your husband know about them (if you get blackmailed just do what the blackmailer says).


Whore (Layla):

You can choose her after graduating sissy school. First you give blowjobs/handjobs/ass to random people, then you get to Murphy clients. If you got to this stage you know everything you need. Try these clients and have fun.



You continue this story on Friday Night. Do your sister tasks on weekdays, or she may not come

There are two endings – she starts a porn career or becomes a Clinic director. For the second you need a really high Mind and Body (Mind 25, Body 15 or something like this).


Dom online

It appears after you dump GF or BF.

I love this storyline. You could be a slave or mistress. Try both, it is fun. After you become a mistress you can use your slave in some other stories! Available after failing with your GF. For the second task go to Dare Board. Other tasks could include DB too.

If you play as a mistress do everything the game says you to do, or you could fail


A.I. Sideline

Appears some time after you buy your phone. Pretty easy and straightforward



You can call police on her, and after some jail time she will come with revenge. If you have high dominance, you can get Final task with her father (go to her Store to get it)

If you are good at dealing, she will open her store for you. It has some guides for sex, New sis, and some other items.


The Course (updated)

Two story lines – you can pick Goth Girl or Dean. 


You don’t need a lot of money. The most expensive thing you could buy is a 2000$ catalyst to grow your tits or butt. Any job will provide enough money for things you need, so choose any job you prefer.

For beginners I recommend Dye Another Day Salon – because you can work here as many hours as you want (including weekends!). This helps a lot, because you can go to sleep only after 18:00. If you choose another job, you will find yourself with a lot of free hours when you just don’t know what to do. But with this job you can just work until evening and go to sleep. Easy. Just don’t forget to improve your skill (you can do this after you start your sissification in GF storyline).


WEDOANYTHING.web: ⅔. It is quite good. If you get there horny, you can do blowjob for your boss and get the same money. If you have good skill you can work 6 hours a day, which is good to get to the evening. Plus you can work weekends.

Housekeeper: ⅔.. Not a lot of money here, but it has a nice side story. Don’t forget to get promotions! 

Local Gym: ⅓. I don’t like it. You could get kicked from this job forever, so I just don’t bother getting skill in training for this. Least favorite job. If you are horny, you will work in a spa and will perform other “jobs”. 

Dye Another Day Salon: 3/3. Perfect, I don’t see any downsides. Just don’t be horny before going there.

Nurse/Helper: ⅓. As a job it sucks. But it has a storyline, so I recommend checking it out. It is fun. You need high Humiliation to get there, so if you want this job go to The Closet or Porn Center Recruitment to pump it

Other ways to make money:


Porn Center Recruitment – you can do this once a day for some money. Helps a lot if you are really short on cash. After you get 2500 followers you can do porn here. Not a lot of money, and you need makeup and shaving before doing it.

CamHornyOnline: you need Humiliation to get here. If you want to do porn in the Mall, you have to get some followers here. Do what the game says if you want to increase pay. Sadly, no matter how many followers you get, the pay will still be the same, so you can’t make a career. Note that if you do this, you could be kicked out of your other job (like a hair salon)!

The Closet: nice money on weekends. 

Working for Dealer: ⅓. Not a lot of money here, and you can’t work long hours. But it has an interesting storyline, so you can check this out if you are interested. Available after you call police on her


It could be hard for beginners, so I will write some tips.

Train your pussy-licking skills first if you need to get horny. There aren’t many ways to improve this skill, so it could be useful.

Don’t bother to keep your horny level, just cum if you don’t need to be horny. You can easily get horny egain. Being horny could decrease your Mind when you sleep, so I prefer to keep horny level down and pump it if I need something with it.

If you jerk off and cum, or have a sissygasm you won’t be able to use porn on this day. Mind that.

Easiest way to get horny is to Just edge or Practice oral sex. 

When you get chastity from your GF your first priority is to get sissygasm. Use a toy on your ass every free hour (don’t mind increased horniness) just do this as much as you can. Buy bigger toys in the Mall when the game says you can’t get skill up. Don’t hesitate to use all your money on them, you really need this. After you get ~25 skill points in sissygasm your horniness will DECREASE after sissygasm, it is a life saver then you are locked. Sissygasm is the only sure way to decrease your horniness when you are locked and don’t have a key, so get this as fast as you can.

To train blowjob get 10 Popsicles in the park and use them to get blowjob skill. After that you can get a toy to practice with.

Get lube in the mall to jerk off when the game tells you so.

Places to visit:


Computer Games

You will need this if you have a lot of free time to spend. Helps a lot in a perfect wife side story. But if you work in Dye another day salon and do porn right way you don’t need this at all.


The Course

Open in the morning. I don’t really use it, except for DB tasks. You can train skills at home, so don’t bother going here.


Dare Board

You need a phone to access it, click Delete spam on your computer to access it. You don’t have to do any tasks at all, so you don’t have to prioritize them. But completing them is fun, so it’s up to you. 

Some tasks have sequels. You get new tasks after completing first.


The Clinic

You can get Clinical trials here tuesday-thursday. If you want super big tits or butt or real vagina you can get either for 2000 after you get them to maximum size


The Closet

It is open on weekend days after 18:00. 

You could work as a stripper. Not much money, but it will increase your Humiliation.

You could work in VIP if you are feminized enough. Nice money and it increases your blowjob, handjob or anal skills


Gym: Favorite Bully and Shy Girl. Girl appears in the morning and disappears at 15:00, and Bully comes some time later in the morning. Do them both, you will understand why later. You could find both around 12:00 (clean room in the morning and go to the gym). To speak to the girl you need to be a sissy. To speak to Bully you need gym skill. Note that you need dick to finish the Shy Girl story.


Shayla: She’s in the gym but would never talk to you. Find her in The Closet and buy her drugs (50$). Don’t buy drinks, that is a waste of time. After a month the story will continue. I don’t recommend this story, it looks kinda unfinished and unfulfilling, but it is your choice. 

Random Tips:

Save your progress, so you can go back and change your choices if something wrong happened! Keep a folder on your pc, export and rename save files. Also you can save your favorite sex scenes and rewatch them later!


Keep your horny level low. You need to be horny for DB tasks, but elsewhere it hurts (except if you want some exclusive sex scenes). Go to Porn section of this guide for further info


Choose stepsister at the start of the game. It provides more content and a fun side story.


Study makeup. You will need it in Sandra perfect wife storyline, and you can do your makeup, dye hair or paint nails in the bathroom


Do not use cheats! This will fuck-up some endings. If you play right you don’t need them.


Study for your job


To remove your body hair go to the mall and buy razor and wax. After this go to Bathroom.

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