3 Years of Service
- Allow others to update?
- yes
- Developer Name
- jammye.jones
- Developer Links
- Version
- 0.13.3
- Latest Update
- Oct 7, 2025
- Release Date
- Nov 30, 2022
- Language
- English
- OS
- Windows
- Linux
- MacOS
Overview:
You will start with a male character living with his sister, during a special night you met an older woman which becomes your girlfriend. You also have a friend (which you can choose the gender) who is the only person that you really trust. As the story goes on, each of those characters will play a part in your transformation.
2DCG, Anal Sex, Animated, Corruption, Female Domination, Futa/trans, Gay, Group Sex, Male Protagonist, Masturbation, Oral Sex, Sissification, Text based, Transformation, Trap, Vaginal Sex
Extract and run
0.13.3
New:
N/A
New:
- 175 new passages
- 153 new images
- Bobbie: After that dreadful wedding, Bobbie feels a bit lost, and your best friend is worried about the cousin. Bobbie starts hanging out with Junkiee and… Well… That’s no good… Are you going to allow your friend’s cousin to become a slut? Or save from this naughty destiny? Dare Board contacts may come in handy…
- Sheyla: That blonde troublemaker from the gym is back… With more troubles! But now, you’re the only one who may care about what happens to her. Help Sheyla pay her debts with some hardcore characters and see where it takes you.
- Profile for the Stepsister’s rival and Bobbie.
- When you spy on the stepsister and tell her the next day, she may react a bit differently… A bit wicked… You should protect your balls or just run!
- Better hint to learn how to get an invitation to the Temple of the Goddess.
- Sheyla and Trans-Best Friend profile updated.
- Extra warning with explanation for countless reports: I can’t see the items on the second floor of the Mall.
- Warning to unlock yourself while visiting Charlotte, the whore.
- Mistress online: Punishment and countdown for the DB task: “Do you paint your nails? Send me photos!!!”
- Junkiee won’t let you fuck her if you don’t have a dick.
- When answering a house guest: ‘I’m here for her cunt’, you will get the proper reward.
- Loop with the Dealer’s message about Friday at the Closet while trying to sleep.
N/A
Hello everyone! The new version is now available! The Rival System is on with the first option: A Succubus. You will have to start a new game if you want to experience it since the idea of this system is to create different possibilities while trying a new path. This creature will sometimes make your life easier, but most of the time harder. You can expect intense interaction with GF/Mistress and the Stepsister. Of course, the succubus will also play a part with other characters. After a while, you will meet another character which will allow you to get rid of the succubus. You should explore it yourself, but if you'd like to know... The Temple of the Goddess can play a major part in this story. There are four different endings for the Succubus and a little spoiler: One of them can make you a succubus! Being able to change your genitals, control your horny levels, and visual changes for the avatar. It comes with a cost, you will no longer be nice or submissive. If you don't want to be a demon, just break your horns in the bathroom.
N/A
New:
- 200 new passages
- 179 new images
- NewSiSco is expanding its operations controlling the Sissy School. Deal with teachers and students.
- 21 random student events with outcomes changing based on your work's outfit.
- 20 class events with different choices
- Does your character look like a slut? Help Layla's class. No? Help Sandra's class.
- Talk to the teachers, gain their trust, and have a date with them to learn more about their preferences and to get more help with rebel students.
- Dare Board: New task for foot lovers. Can you find all 10 characters and take photos of their feet during a date?
- New Dream for advanced characters. Mini-spoiler: You're a superhero. Are you good or submissive?
- NewSiSco: You don't need to do every activity in one day at work. Pick your favorite one or do everything. It's your choice!
- A few guests which you couldn't spy or visit them.
- Asserting dominance against the bully will give a different action than kicking him in the balls.
- Beach trip not triggering during fast travel.
- Bobby sissy and BF trans path leads nowhere
- Excess div in a few Guest passages
- Right arm tattoo overflowing dummy at the store.
- Chest Tattoo hidden under huge breasts.
- Porn Studio Schedule Notification for weekends.
New:
- 112 new passages
- 114 new images
- After dealing with your former mistress, you can relax and travel with your new friend/lover. Take a 2-day train journey, meeting different people, until you arrive at a Mountain Resort. After a few days, enjoy an opera and face your destiny.
- Sexy corset and Leggings added to Wild Snu Snu.
- External link for bug reporting form. To make your life easier and mine as well.
- Bathroom missing frame.
- Carlos profile showing after sissy school.
- Danna's message showing up while using time travel.
- DB LVL4 issue, showing before you could finish the main story events.
- Maid warning while you have a guest, but not a maid hired.
- Nails issue during Master/Mistress Online where you could get away without doing your nails.
- Notification about name changing.
- Save and Reload are back in the top menu (just in case).
- SOON image issue while having a guest.
- Hotfix: (Fixing Quick Skills menu) If you downloaded and are playing 0.12.0, download the hotfix and replace the HTML file in the game folder. If you're playing 0.12.0a, you can ignore this message.
- 127 new passages
- 99 new images
- Danna plays her part during the Cis-male and Cis-female BF. Every meeting/date once you've dumped your mistress will offer an option to be with her. Unlike other cheating options, meeting Danna won't screw your relationship with your lover, but there are consequences. Tonya is there too, helping Danna to make MC's life harder.
- New option during the honeymoon: At a certain point, Danna will make a proposal that will allow you to go to the endgame, working for Tiffany at NewSiSco.
- A new dress is available at the Mall/Femme Desire.
- The chastity device won't be deleted if you change your penis to a vagina. For those with this issue, you can buy a new one for 5$ at the Wild Snu Snu.
- The Direktor DB task: Anal skill(25) will work properly.
- Small typo.
- Hotfix: Adv. Skill decrease removed. Notes: Sometimes the developer makes mistakes regarding the concept of fun. Sorry!
- 161 new passages
- 230 new images
- Goddess' Temple: Praise the Goddess and become her servant. Do rituals, help with the sermons, gather ingredients, and learn more about this unusual cult. Get initiated by a former boss. Increase your faith and grow in their ranks. Deal with the unholy ones and see where it takes you.
- Upper Floor: A new floor is available above the Arcade (available after you complete the Secretary job). Get trained by a professional Domme and do impossible things with rough clients.
- XXX Theater: New cabins with new strippers. Unlock familiar faces once you've completed their roles in the story. New options: Angelique, Stepsister pornstar, Sheyla from the Gym, Stella from the Course, and Tonya from your Trans BF weekend. Angelique will attend a few sessions during a movie, maybe you could join her?
- Whores: Are you done with Charlotte? How about two new whores to explore your experience? Meet Bianka and Elysa. Are you worthy of them? Please them all to have a group time with the three.
- Cursed Old movie: There's an old room at the XXX Theater which nobody dares to enter. They say it's haunted and a cursed movie will melt your brain. Watch the movie, get cursed and learn the story behind this object.
- Clinic: Talk to Doctor Page: Exchange points for better ones.
- You can exchange your Evil points (25) for one Dominance point.
- You can exchange your Good points (25) for one Submissive point.
- You can exchange your Humiliation points (10) for 9 Good points.
- Clinical Trials: Butt, Chest, and Cunt can be changed back again once you reach maximum points. You won't get your catalyst back.
- Locked dick image while unlocked when caught by the maid.
- Two missing images for Patreon content dresses.
- A bunch of reported typos.
- Adv. Skills to profile and skill decay.
- 257 new passages
- 168 new images
- IT sector: From time to time, NewSiSco will have some issues IT related. It's your job as the boss' assistant to go there and get things done. Meet It Girl, a nice and fun lady, but a bit lonely too. Is it a good idea to spend time with her?
- IT girl: Experience different interactions and events as your friendship develops during weekend meetings.
- NewSiSco Volunteer's work: As the new company's policy is to help society, you can join a few volunteers' work to give it back. Of course, if you're too serious (meaning, you have most of your uniform) you won't have too much fun. Or, you can just skip it... List of jobs:
- Volunteer: Sex Workers
- Volunteer: Sperm Bank
- Volunteer: Single Cocks
- Volunteer: Senior Pornstars
- Volunteer: Dog Lover
- Volunteer: Sissy School
- Volunteer: Political Scandal
- Volunteer: Erectile Dysfunction
- Volunteer: Cleaning The Woods
- Volunteer: Homeless Shelter
- New SiSco Bully (still working on it): If people find you too serious, you will get in trouble, (meaning, you have most of your uniform), get ready to deal with different bullies as they show up at weekend events. Get IT's help to deal with them and bring their names to HR
- NewSiSco instructions: HR made available a few instructions explaining a few things about the company. They might come in handy.
- NewSiSco Sport's weekend: The company has a football team that sucks... They need people to improve their morale and help them after the match. Are you one of them? After a while, the league will end, giving the spot to something else.
- NewSiSco Ultimate Fucking: Get in a ring with special gear and fight different opponents to bring glory to your office! Or just be a major failure. Can you win 5 consecutive fights? Or can you lose 5?
- Images for genitals punishment
- Icon for female security
- 341 new passages
- 196 new images
- End-game: New 'SiS' Co. - Start as an assistant working for Tiffany or your Mistress/GF (based on previous choices). Monday to Friday.
- Security: Each day passes by a security fellow who can be a guy, a woman, or a robot. Interactions change according to your outfit.
- Boss' needs: What does your boss want today? Do it right and get a treat, do it wrong and get punished!
- 20 daily tasks, 11 rewards, 20 punishments (10 regular, 10 fetish based)
- New 'SiS' Lab: Each week has a new subject to create in this lab. Do it right to get your boss' approval and have some fun testing the subject. A strange woman hangs in there giving you weird advice.
- 15 different subjects to be created.
- New 'SiS' Lab end-game: Once you deal with the subjects you'll have access to advanced research, unlocking advanced skills to be tested in the future.
- 8 new advanced skills and 10 random events.
- HR: Get your payment or your outfit back. Change security or have some small talk with this nice lady.
- 24 random hallway events (10 regular, 14 fetish, and outfit based)
- Updated avatars: Barry, Carlos, Danna, Dean, Female Dom, Ella, GF/Mistress, Goth Girl, Hank, Janitor, Layla, Mark, Sandra, Sister/Stepsister, Tiffany.
- New SiS cuckpath with good endings leads now to the end-game as well. Other paths will show a warning.
- Option to enable Patreon V3 items.
- Issue where you could talk to Gabby, Libby, or Victoria at the Closet, even when they were gone.
Hotfix:
- Issue when leaving the Dark Alley
- Issue (setting 'A2')
- 161 new images
- 262 new passages
- New job: Secretary - Work as a secretary in a shared office (A Doctor and a Lawyer). Learn about your bosses' secrets, deal with clients and the delivery guy. Five possible endings for this job.
- New place: Downtown - Spend your time doing naughty things, meeting new people, and having a new job.
- XXX Theater: Have sexual encounters during a session, test your skills and experience in an advanced Gloryhole, or use one of the wank cabins to watch a live model.
- Old Arcade: Play against three high-score players betting other things than money or try your skills in the Dark Sex Arcade.
- Dark Alley: It's fast and easy to get to Downtown, but it takes one hour to leave. There's a shortcut to leave Downtown: The Dark Alley, aka Hooker's Alley. Don't be a threat to them and everything will be fine. Fuck whores or fight them
- Charlotte the hooker: Downtown offers new experiences, try your luck with an experienced hooker, but first, you will have to prove yourself to her 'assistant'.
- Tiffany Bimbo's path triggers old events when using time travel.
- Event at gym's female bathroom will recur less often.
- Menu order outside the house (alphabetical).
- Spa option shows under bathroom (Gym).
- 166 new passages
- 113 new images
- 5 new DB tasks for Human Dog
- 5 new BD tasks for Tattoo artist
- New job: Sex Ed. Teacher - Requires real sexual experience. Teach new poses and share your knowledge with your class. Gain more students and start a practical class. After a few more students, start your course: Sissy, Sex Slave, Whore, Camgirl or Pornstar.
- 'IF' issue
- Options missing for Tattoo Artist.
- You can't get expelled from the course anymore.
- Mrs. Dee talking about your shaved body before it would happen.
- 185 new passages
- 105 new images
- New place (Mall): Tattoo Studio: Buy new looks for your character. Don't worry, you can pay a lot of money to remove them if you ever regret it.
- 76 new tattoos: Leg, Arms, Chest, Hips, Belly, Shoulders, and Face. More to come...
- New advanced job: Tattoo Artist: Work in a tattoo studio as an apprentice. It's hard work, and you'll have to prove yourself before learning anything. The payment is quite interesting. Will you start tattooing people?
- New advanced job: Human Dog: Wear an outfit, do dog things, get into contests, become the kennel's alpha or bitch. Get into interesting situations. Will you be a good or bad dog?
- Paper doll/Avatar slightly increased.
- This update continues the romantic/bimbo path where you pick your GF/Mistress instead of Tiffany. The path is also an alternative if you're playing the Dominatrix Path and fail to take revenge against your mistress. Call it a 2-in-1 update. Your GF/Mistress will take you on a Cruise to celebrate her accomplishments and will give you some freedom to do whatever pleases you. Of course, based on your choices, there are three different endings.
- Finally, you'll get to see what you're buying and what's in your closet without having to try everything until you find the specific outfit. It took me a while to figure out a way to do it without having to change the whole system again. You may find some issues (most visual) but nothing that will mess with your gameplay. Now, talking about content: Dare Board. It was the first feature of the game on its first update, and back then it promised you'd be able to post tasks someday. You can do it now, along with daily tasks to get DB points and improve your skills. The Dare Board is finally complete, of course, new tasks can come up in future updates, but that's it for this old/good system.
- 166 new passages
- 135 new images
- It’s time to face your former mistress. You will have a friend’s help to deal with her, but it will be enough? Will you break her, or will she break you?
- Use your sex slave to help you and deal with its rebellion. Can you tame it again?
- Will you become a mistress or a sex slave?
New:
- 99 new images: GF and Tiffany.
- Diamond: You can talk to Doctor Paige about your Diaper’s fetish and get a visit to an unorthodox nurse.
- Gold: New sexy dress.
- A few typos.
- Issue related to girly and slave outfit (remind).
New:
- 311 new passages.
- New places: Sister/Stepsister’s room, Guest Room (after an event), Living Room, Kitchen, Laundry, Garden.
- Sister/Stepsister’s room: All events related moved to this window.
- Guest Room: After a certain point, you can rent a room to avoid doing the cleaning tasks.
- Guest Room: 25 pre-made characters to rent the room. Interact with them, get inside the room, learn their secrets, and screw their meetings. After those 25, you’ll get random guests.
- Bathroom: You will share it with Guests. Peek, talk or wait to use it. A new place to clean.
- Living Room: Clean it, Relax, or interact with Guests.
- Kitchen: Clean it, Cook, or interact with Guests.
- Laundry: Do the laundry or interact with Guests.
- Garden: Clean it, cut the grass, or interact with Guests.
- New tasks to clean the house.
- Hide or Show notification button: Clear view for your room.
- Help system: Bathroom, Computer, Garden, Kitchen, Laundry, Living Room and Sister/Stepsister Room.
- Sister/Stepsister’s task time: 10-19 to 8-18.
- Small images for: Barry, Bully, Dean, Destiny, Gothic girl, Janitor, Sheyla, Sister/Stepsister.
- Clean the house (4h).
- Bathroom menu.
- Money punishment if you fail to do your Sister/Stepsister’s task.
- Red Loose Dress image.
New:
- 212 new passages:
- Doctor Paige: Talk to her about your changes, experiences, and daily things to get homework and feedback about your actions (over 40 topics).
- Sex Meeting Support: After a few sessions with Doctor Paige, she will ask you to join a sex group support. Meet other people trying to embrace their sexuality.
- Grazie: A virgin who is saving herself for marriage. Will she?
- Ellena: A sexy woman with a strange religion. Is it a cult?
- Riley: A Gooner girl who gave up on cumming. Is this right?
- Diamond Request: (Lvl 3 DB Task) Someone is offering a few bucks if you try new diapers at the Bar.
- Clinical Trials: Drain your prostate and lower your sissygasm level.
New:
- 127 new images: Dollhouse and requests.
- 16 new passages: Patreon Requests.
- Diamond request: Libido Research is now replayable when you complete the DB task (requires Piss mode: ON).
- Diamond request: Gym’s female bathroom has a similar encounter as the male’s bathroom.
- Gold request: Stepsister random event where she will kick you in the nuts (if you have one and your BDSM mode is on).
- Added: Option to ignore the Pink-haired sissy.
- Changed: You can save your dick (at the clinic) if you shrink it too much, but you can’t turn a cunt into a dick.
- Fixed: Sissy assistant while stop asking: “Why aren’t we locked?” if you shrink your dick too much.
- Fixed: Skill increase when you fuck Sheyla
- Fixed: Black and Red Silk Body avatar issue
- Fixed: Gym’s guy talking about the size of your dick.
- Fixed: First Friday with stepsister panties color.
- Fixed: Dupe Latex Bunny Suit.
- Fixed: DIV issue (RPG, Beauty Salon)
- Fixed: GF issue when she asks for big and small butt/breast.
- Fixed: GF issue when wearing the proper outfit.
- Fixed: Typos (Gym, Park, Stepsister, GF, Stepsister, Closet, RPG).
- Removed: Weekend punishment if you don’t meet the GF.
- N/A
- 117 new passages
- 21 new random events (Stepsister): New events won’t repeat until they are all played.
- Request (Diamond): A lone football player needs help in the Course’s Bathroom. Talk to him to start a small event lasting a few weeks.
- 124 for Bobby’s wedding.
- TransFriend’s story: Bobby’s Wedding
- 180 new passages
- Your friend’s cousin is getting married, and you got an invitation to the party. A familiar character comes back.
- Help Bobby or help Dina and deal with the consequences.
- Different paths to follow with different results.
- Set your outfit for: Course, Clinic, Mall, Park, The Closet
- Wizard’s Park task.
- DIV issues.
- Typos.
New images:
- 135 for the RPG event.
- 20 for the Course random events
- Removed hips and butt req:
- Casual Clothes
- White Loose Shirt(S)
- Black Anime Shirt(S)
- Black Anime Shirt(M)
- Black Loose Shirt(M)
- Anime Grey Shirt(L)
- Purple Loose Shirt(L)
- Red Loose Dress (S)
- White Loose Dress (M)
- Black Loose Dress(L)
- Sexy Clothes
- Pink Loose Dress(S)
- Orange Loose Dress(M)
- Red Loose Dress(L)
- White Loose Dress(XL)
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Rewards 1 & 2
Instructions:
Instructions:
- Download both files: the last version and the Patreon reward.
- Unzip them in the same folder.
- Follow the example, or the images won't show.
- Start the game.
- Load a saved game or start a new one.
- Go to Computer, then Config.
- Enable Patreon content.
- You can check which version by opening the 'Patreon' folder.
- Enable your version, and that's it.
- You will see a new floor at the mall.
- folder/TSGE.html
- folder/vids/
- folder/imgs/
- folder/patreon/versionA1
- folder/patreon/versionA2
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.
- 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.
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