All achievements (Chapters 1 – 6), and how to get them.
Introduction
This is not a step-by-step walkthrough. Instead, I’ll let you know which path, character and chapter an achievement belongs to, along with any special conditions. The game does a great job at telegraphing which choices have consequences. After playing through the game once (which I suggest you do without using this guide), you’ll have a good idea of how to manipulate your choices to get a certain result.
You’ll need at least two playthroughs to get all achievements.
Chapter 1
Grow a personality
Don’t skip the tutorial.
Frame the Fame
After the tutorial, press the “picture” button on the quickbar at the bottom of the screen.
Easygoing
The earliest this achievement can be unlocked, is when you’re presented with the choice to fantasize about Mel.
Go to the skills screen, click Options, and enable “Relax Mode”.
Leap of Faith
The earliest this achievement can be unlocked, is when you’re presented with the choice to fantasize about Mel.
Go to the skills screen, click Options, and enable “Blind Mode”.
Old Memories
Fantasize about Mel (Note: better to do on a Sub playthrough.)
Checkmate in Style
This achievement can be unlocked during any chess match. Don’t use the skip button and let the match play out to get this achievement.
Puzzle Grandmaster
Win the bet against Emma. Winning this bet will make you lose the volleyball game in Chapter 4.
Puzzle Blunder
Lose the bet against Emma. Losing this bet will make you win the volleyball game in Chapter 4.
A draw won’t unlock any achievement, but will add an extra scene at the carnival during Chapter 4, and you’ll lose the volleyball game.
First Chapter Finisher
Can’t miss this one, as long as you keep playing.
Always Bickering
At Jamie’s party near the end of Chapter 1, you’ll have a falling out with Emma. Pick “Stop her” to unlock this achievement.
Chapter 2
Martini Guy
When meeting with Deb at her home, ask for a Martini.
The martini, vieux carré, mojito and whiskey-achievements can be unlocked in one playthrough.
Scroll up after making a choice, and pick another drink.
Vieux Carré Guy
When meeting with Deb at her home, ask for a Vieux Carré.
The martini, vieux carré, mojito and whiskey-achievements can be unlocked in one playthrough.
Scroll up after making a choice, and pick another drink.
Mojito Guy
When meeting with Deb at her home, ask for a Mojito.
The martini, vieux carré, mojito and whiskey-achievements can be unlocked in one playthrough.
Scroll up after making a choice, and pick another drink.
Whisky Guy
When meeting with Deb at her home, ask for a Whisky.
The martini, vieux carré, mojito and whiskey-achievements can be unlocked in one playthrough.
Scroll up after making a choice, and pick another drink.
Crush on Jen
Pick Jen on the choice-screen near the end of Chapter 2.
All crushes can be unlocked in one playthrough. Scroll up after making a choice, and pick another crush.
Crush on Emma
Pick Emma on the choice-screen near the end of Chapter 2.
All crushes can be unlocked in one playthrough. Scroll up after making a choice, and pick another crush.
Crush on Lea
Pick Lea on the choice-screen near the end of Chapter 2.
All crushes can be unlocked in one playthrough. Scroll up after making a choice, and pick another crush.
Crush on Deb
Pick Deb on the choice-screen near the end of Chapter 2.
All crushes can be unlocked in one playthrough. Scroll up after making a choice, and pick another crush.
Crush on Olivia
Pick Liv on the choice-screen near the end of Chapter 2.
All crushes can be unlocked in one playthrough. Scroll up after making a choice, and pick another crush.
No crush
Pick the “no crush”-text option on the choice-screen near the end of Chapter 2.
All crushes can be unlocked in one playthrough. Scroll up after making a choice, and pick another crush.
Second Chapter Finisher
Can’t miss this one, as long as you keep playing.
New Message
Explore Lea’s kinks. When meeting her at the beach “Try to take it further”, and pass the kink-check.
You’ll receive a message when you return home.
Invitation Accepted
After the massage, Deb and Carl will make a request. Accept this request as the Bull or Sub to unlock this achievement.
Note: All of Deb’s achievements can be unlocked during a Sub playthrough.
Chapter 3
Third Chapter Finisher
Can’t miss this one, as long as you keep playing.
Iron Will
Either remain entirely professional towards Jen (Honorable), no compliments, hugs or kisses. Or turn her down.
To minimize playthroughs, turning her down is the easiest option. Rolling back after the choice then lets you get on Jen’s Dom, Sub or Vanilla path.
Rebel With a Cause
Give in to Jen by answering “Don’t resist Jen any longer”
Vanilla Champion
After giving in to Jen, follow the Sensitive options and pick “I like a sex life where both partners take the initiative in the bedroom.”
The Forbidden Fruit
After giving in to Jen, follow the Manly options and pick “Fall in temptation”
Feet’s Best Friend
When comforting Deb at the gym’s staff room, pick “Keep threatening me with a good time and I will tickle you”.
You need to have been submissive to Deb in Chapter 2 to unlock this option.
The Goodest Boy
When comforting Deb at the gym’s staff room, pick any kinky option. Afterward, answer “OK, I’ll try to do it”, when Deb proposes orgasm denial.
Shower Thoughts
If you wrote anything on Lea’s body, you’ll have a video chat afterward.
I Aim to Misbehave
This achievement is related to “Shower Thoughts”. If you agreed to Deb’s orgasm denial, then climaxing with Lea during the shower video will unlock this achievement.
There will be another opportunity to get this achievement in Chapter 4, during the walk with Lea.
Chapter 4
Game, Set, Almost Match
This achievement unlocks automatically if you won or drew the chess-related bet against Emma in Chapter 1.
Volleyball Victory
This achievement unlocks automatically if you lost the chess-related bet against Emma.
Falling for Bri
Pick Bri on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Falling for Deb
Pick Deb on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Falling for Emma
Pick Emma on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Falling for Jen
Pick Jen on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Falling for Kim
Pick Kim on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Falling for Lea
Pick Lea on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Falling for Olivia
Pick Olivia on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Not Falling in Love
Pick the text option “Can’t fall in love” on the choice-screen near the end of Chapter 4.
All “Falling for…” can be unlocked in one playthrough. Scroll up after making a choice, and pick another character.
Fourth Chapter Finisher
Can’t miss this one, as long as you keep playing.
Discipline Learned
Either fail Deb’s challenge, or lie about failing it. (Pairs with the “I Aim to Misbehave” achievement.)
Rewarded
Succeed at Deb’s challenge, and she’ll reward you with an edging session.
More Please!
During the edging session, pick “That would feel like torture…”, and Deb will be compassionate.
Dance at Her Room
Call Emma’s bet and win the poker game. Then follow the Manly options to get Emma to do a lapdance.
That’s a Pretty Dress
Call Emma’s bet and lose the poker game, and “Accept to do it”.
The Humiliation Specialist
On Jen’s dominant path, during the conversation on the beach, find her Praise kink. In the following conversation, pick “You don’t sound very convinced… we can try the “reverse” strategy instead…”. The next day, after Jen visits your bedroom, this achievement will unlock.
Master of Praise
On Jen’s dominant path, during the conversation on the beach, find her Praise kink. In the following conversation, pick “I think that would help”. The next day, after Jen visits your bedroom, this achievement will unlock.
Let’s Try This!
Jen needs to be on the sub/sub path. In Ch.3, break the rules and follow the Sensitive path, then tell Jen “I don’t like telling you what to do …”. To unlock this achievement answer “You and Jen submit to a woman”, “Find men to dominate Jen”, or “Both of the above” during Ch.4.
Compatibility Issues
For this achievement, Jen needs to be on the sub/sub path. In chapter 3, break the rules and follow the Sensitive path, then tell Jen “I don’t like telling you what to do during sex”. To unlock this achievement answer “Switching”, or “Vanilla sex life” during Chapter 4.
Colorful Friendship
Bri will come to your room, solve her kink and agree to a one-night stand with her.
Sneaky Satisfaction
In chapter 3; Reply with “You have no proof against me and you won’t shut me up”, or have more Manly than Sensitive points.
In Chapter 4; Reply “I’m holding up my end of the deal… what about yours” to unlock this achievement.
Chapter 5
Cheater’s Gambit
After committing to an exclusive relationship with Lea, cheat on her.
It’s possible to get this achievement and “Bound by Loyalty” in one playthrough, by staying loyal at the first encounter, and cheating on another one.
Bound by Loyalty
After committing to an exclusive relationship with Lea, don’t cheat on her.
It’s possible to get this achievement and “Cheater’s Gambit” in one playthrough, by staying loyal at the first encounter, and cheating on another one.
Impulse Control: Lost
When Jen propositions you at your office, give in to her. (Only on her Dom or Vanilla path.)
Locked in the Cage
Requires you to be on Deb’s Sub path, and having tried the cage. Pick “Try the cage for a bit longer” to get the achievement. You’ll also need this option to unlock Emma’s “Secret Revealed”-achievement.
Fifth Chapter Finisher
Can’t miss this one, as long as you keep playing.
My New Girlfriend
Agree to be exclusive with Lea.
Just This One Time
Don’t be exclusive with Lea, but agree to keep experimenting with her kinks.
Beach Bliss
Have sex with Lea on the beach.
First Picture
When at the beach with Lea, take a picture and post it on writtit.
Poisoned Kiss
Requires a Dominant attitude towards Kim, and cheating on Pete with her. During the sex scene, pick “♥♥♥ in her mouth and tell her to kiss Pete”. This achievement will unlock when Pete comes home.
Worshiping the Devil
Requires a Submissive attitude towards Kim. Follow the path (Cunning & Sensitive options) after answering “Why don’t you break up with Pete if you aren’t happy with him”. This eventually leads to licking the soles of Kim’s shoes.
Press Send
An alternative path to “Worshiping the Devil”, where you stick up for Pete, and ask Kim to leave him. Later in Chapter 5, you’ll send Kim a text, proposing a deal.
Clean Sweep
Available on all paths. After putting Deb to bed, clean up her apartment.
In the freeroam event, there are 2 items in her bedroom, 1 in the dining room and 2 more in the living room.
Late Reward
To unlock this achievement, you had to win the poker game in Chapter 4, then let Emma off the hook by picking the Sensitive or Honorable options.
When Emma asks to see the porn you watch, pick “Show hand-holding porn as a joke.” Emma will surprise you.
Secret Revealed
Requires you to be on Deb’s Sub path, and to be still wearing the cage.
When Emma asks to see the porn you watch, pick “Show amateur porn with dominant girls”.
Chapter 6
Pay Your Tributes
Requires the Bottom-kink. Pick ““Research” femdom kinks” when the opportunity arrives.
Swine Lover
During the 2nd “research” opportunity, pick “Research fatties asking for humiliation”. After the chat, pick “I would” to get the achievement.
Sixth Chapter Finisher
Can’t miss this one, as long as you keep playing.
The Seventh Art Enthusiast
Requires to have committed to Lea, and having made a sextape in her room. She’ll come over for you to watch it together.
Perfect Picture
In Chapter 5, pick the Sensitive option and entice Lea to post a picture of her breasts.
In Chapter 6, in her dorm room, you have the option to pick “We should show off your cute ass next…”
Movie Night Hero
Requires to have made a sextape with Lea, and watched it at home (See: “The Seventh Art Enthusiast”).
Requires to be on the Dom path with Kim. In chapter 6, after the tennis match, Kim will message you and comes over.
Agree to watching Monica’s tape, then pick “Watch Lea’s sex video with Kim”.
Faustian Bargain
Requires to be on the Sub path with Kim, and having proposed a deal to her (See: “Press Send”).
In Chapter 6, after the tennis match, Kim will message you and comes over. After her grandstanding, pick “Accept”.
The Other Door
Be Dominant towards Emma, at the restaurant, invite her to come over by picking “Do you wanna go have sex?”.
First Taste
Be Submissive towards Emma, at the restaurant, invite her to come over by picking “Do you wanna go do something more fitting for our dynamic?”. Ejaculating on your face, or chest grants the achievement if you pick “Kiss her”. Ejaculating in your mouth always grants the achievement.
Will They, Won’t They
Have any or no path with Emma. At the restaurant, pick “Just walk Emma home (…right?)”.
Key is Hers
At the beach tower, ask Deb to cage you again, by picking “Porn is also a big distraction…”.
This requires you to be on her Submissive path, and having been caged before.
Dark Past
If you never told Bri about any Submissive tendencies, this achievement will unlock.
Sharing Your Passions
If you ever told Bri about Submissive tendencies, this achievement will unlock.
Most of these are mentioned during the campfire in Chapter 4.
The Fabulous Four
During the conversation with Liv at the beach, agree to having a foursome with her, by picking “Actually, I’d say yes if you did invite me…”. If you’re in a committed relationship with Lea, you need to cheat, and can’t have told Liv about your relationship with Lea.
Sharing Is Caring
Requires you to be on the Sub/Sub path with Jen, and have agreed to “Find men to dominate Jen”, or “Both of the above”, during Chapter 4. (See: “Let’s Try This!”)
Notes
After playing through the game once, a “New Game+” mode is activated. This lets you enable “Relax Mode” and “Blind Mode” right at the start of the game.
Relax Mode is useful for hunting for missing achievements, it gives enough points to maximize all four kink trees.
The type of points often relate to the character you’re talking with, and usually point to which kink-tree you’ll need to invest in to progress their path. Like Kim, who reacts more positively to Cunning, with a different path for Sensitive and Manly.
1.0 – Initial post
Thanks to Quetz for their great guide, all credit to their effort. you can also read the original guide from Steam Community. enjoy the game.