The cast is composed of the main character, his best friend Liam, the various women that the main character meets throughout the story, and some other minor characters.
Note: As with many character pages, simply knowing that a trope applies to a certain character can be a minor/major spoiler. As per the Spoiler Policy, the names of these tropes are left unmarked. However, spoiler information within these tropes (or others) is marked as best as possible.
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Main Character (Jonas Redfield)
Main Character (Jonas Redfield)
The main protagonist of the story. After a failed relationship with his fiance leaves him as an empty shell of his old self, he finally manages to earn enough money to retire early. Then, everything changes when a young woman named Megan enters his life...- A Lady on Each Arm: Double Subverted if you choose to seriously pursue both Megan and Melissa; at first it seems like Megan won't ever find out, but then Melissa tells Megan about your relations, leading you to think that the situation will end in a romantic and/or friendship breakup. However, after the three of you have an honest conversation about it, you all decide that it's best for you to date both of them in order for you all to realize what you really want.
- If you do choose this route, you will have moments where you have both lying intimately next to you in your bed in sequential episodes.
- The Casanova: Subverted. Throughout the game, it seems at least somewhat possible for you to keep romancing/seeing multiple girls at once. However, for almost all possible endings, seeing other girls while explicitly dating one of them leads to one of the more bitter Bittersweet Endings.
- Did Not Get the Girl: Several of the potential endings have this, where you choose to be with either Megan or Melissa, but cheat on them at any point after you two start officially dating. You are eventually forgiven, however.
- Generic Name: Inverted. Your default name, Jonas Redfield, is a perfectly normal, plausible name for someone to have. Taken a step further given that you can change your name, whether it is to your own name or something different. In any case, an incredibly generic name is not enforced.
- The Everyman: Is an ordinary enough person to be relatable to most players. Emphasized due to the character's personality and interactions with other characters being entirely shaped by your choices.
- The Matchmaker: You can become this for Liam and Rena if you do not pursue her yourself and make it clear that you're okay with Liam dating a girl from your past.
- White Male Lead: Exactly What It Says on the Tin
Liam
Liam

- Baldness Means Sickness: He shaves his head bald once he finds out he has cancer.
- Earn Your Happy Ending: After being diagnosed with cancer, Liam can finally overcome it all and even manages to find love with Rena (provided you didn't romance her yourself).
- Heterosexual Life-Partners: To Jonas, to the point they almost view each other as brothers. He even names his son after Jonas in the epilogue to Rena's route.
- Nice Guy: Despite his goofy antics, Liam clearly wants the best for his Best Friend and is always there to support him when he needs it.
- O.O.C. Is Serious Business: He's more than willing to drop his goofiness whenever things are looking down for his best friend.
- Plucky Comic Relief: He is one of the main sources of comedy in the story, and tends to steal the spotlight.
- Sad Clown: He starts to become this after he's diagnosed with cancer.
- Troll: He normally likes pulling pranks on you, such as having your Embarrassing Nickname "Cum Slut" tattooed on your chest, or slipping Viagra into your beer.
The Girls
Megan
Megan

- Betty and Veronica: The Betty to Melissa's Veronica.
- Childhood Friends: With Melissa
- Everyone Can See It: No matter which choices you pick throughout the game, you will always go somewhere with Megan, even if you break up with her or if she dies later on in the story. Many characters comment on how they can see the tension and love between you and Megan, with most assuming that you two are already dating.
- First Girl Wins: Played Straight if you choose to be with her. Even more so if you do not pursue any other girl throughout the game.
- Happily Married: One of the potential endings should you choose to be with her instead of one of the other girls.
Melissa
Melissa

- Betty and Veronica: The Veronica to Megan's Betty.
- Broken Bird: She was once as happy and full of life as any other girl but now, even if she isn't entirely depressed, has a more cynical, emotionally detached view on people and relationships.
- Childhood Friends: With Megan
- Clingy Jealous Girl: Played With if you don't reject her before Episode 4. She will confront you after spending time with Megan at the cabin, upset at you for never telling her you were seriously interested in Megan and for never noticing how she really felt about you. It doesn't affect any of the friendships between the three of you in the long run however.
- Deadpan Snarker: She has her moments, usually if you ask her a stupid question.Melissa: Why are you like this?You: What do you mean?Melissa: You know...You: Like a cum slut?Melissa: Yes, like a cum slut! I meant caring, you moron!
- Disappeared Dad: Her father died when she was very young.
- Friends with Benefits: Subverted. Your relationship with her, should you not reject her immediately, starts off like this, with her not inserting love and romance into the situation. However, later on, she becomes more loving, as you, Megan, and her own judgement/experiences with you eventually show her that it's okay to feel that way.
- Happily Married: One of the potential endings should you choose to be with her instead of one of the other girls.
- Inconvenient Attraction: If you defend Melissa from Peter's abuse and pursue her afterwards, Melissa will later make a move on you, potentially leading to sex. Because you defended her, and because of the way you treat her in general, she starts catching feelings for you, something that she wholly detests and denies to anyone who asks. This comes from not having a real loving family/friends besides Megan up until that point, and you becoming the second exception to that causes her to fall hard. At first, she has no idea how to make sense of her feelings. However, with your and Megan's help, she eventually realizes that it's not a bad thing to be in love, and becomes more romantic than she was previously.
Rena
Rena

- Last Girl Wins: Played Straight if you choose to be in a serious relationship with her, as she is the last "main" girl you meet.
- Third-Option Love Interest: Played With. While she is one of the three "main" girls that you can ultimately choose to seriously be with, the potential for a relationship with her is not explicitly stated until the near-end of the story, and even then you only see it if you have maintained a good relationship with her, not explicitly rejected her, and made certain other choices that don't seem to have a connection to that relationship when you're making them.
- Played completely straight if you decide to be with her after initially dating both Megan and Melissa, as her relationship potential doesn't become apparent until long after the you begin dating Megan and Melissa.
Angela and Hedwig
Angela and Hedwig


- Three-Way Sex: One of the potential endings to your night out at Inferno. The others are having sex with only Angela, only Hedwig, neither, or never even getting physical at all by leaving early.
Leah
Leah

- A Wolf in Sheep's Clothing: Initially comes off as a sweet, if forward, nurse who just wants you to be healthy and safe. Reveals her true colors towards the end of Episode 7, making it clear that she's psychotically possessive and incredibly dangerous due to her extensive knowledge of sedatives and nursing practices.
- Dating Catwoman: Although she is not revealed as evil until later in the story and there is no entirely negative relationship between you and her until then, she can be pursued from the very beginning of the game, with the potential for several dates.
- Hospital Hottie: Exactly What It Says on the Tin.
- Love Allegory: The lamb analogy in Episode 7.
- Stalker with a Crush: Is seen stalking you, Megan, and Melissa in Episode 4 in your house. In Episode 8 you see that she has been stalking you since the beginning of the game, taking pictures of every sexual encounter you've had until that point.
- Yandere: Becomes apparent from the end of Episode 7 onward.
Ana
Ana

- Disposable Fiancé: A female example of the trope. Type 4, with the breakup between you two being a major plot point throughout the story. Possibly inverted if you admit that the breakup broke you, have sex with her, and later tell her that you haven't moved on, ending with you two attempting to rekindle your relationship.
- Divorce Is Temporary: One of several potential endings if you have sex with her and make certain other choices in Episode 5.
Other Characters
Dick
Dick
- Kick the Dog: (Placeholder)
Dr. Williams
Dr. Williams
- Kick the Dog: (Placeholder)
Peter
Peter
- Kick the Dog: (Placeholder)
Ms. Pearson
Ms. Pearson
- Kick the Dog: (Placeholder)