Characters / Heartache 101 ~Sour Into Sweet~


The main character of the game's story. He got into a bet with his childhood friend Miki where he must obtain and hold onto a girlfriend within 101 days.
  • Accidental Pervert: Among others, he catches a glimpse of Tsubasa's panties when the latter trips and falls running.
  • Badass: Fast enough to chase down a geek with a long headstart on him and run around picking up toilet paper while fleeing from delinquents at the same time, while still capable of taking out said delinquents by sneaking up on them and spraying lysol in their faces.
  • Bishonen: His in-game sprite depicts him with brown hair that seems to spike forward in a way that would require patience and lots of hair gel in real life.
  • The Casanova: Can get up to 8 other girls to fall for him, and late into the story, starts to gain passerby admirers.
    • Casanova Wannabe: He has to work for that though, so he's this trope early on. Even more so if the player controlling him chooses more perverted dialogue options, which don't net you many points with the ladies.
  • Chick Magnet: See The Casanova just above.
  • Childhood Friend Romance: Can potentially form one with Miki.
  • Deadpan Snarker: He's a pretty sarcastic guy, especially around Miki and Keika.
  • Hello, [Insert Name Here]
  • Jerkass: Potentially, if the player controlling him chooses the more mean-spirited dialogue options. You'll have a hard time getting anybody to fall for you this way though.
  • Ordinary High-School Student
  • Platonic Life-Partners: With Miki if you choose not to romance her.
  • Second Year Protagonist
  • Ship Tease: It's a dating sim, of course there's plenty.
    • Miki (For obvious reasons) and Riho (for lesser known reasons), appear in more story events than any other girl. The former is always known at the start of the game due to her kicking off the plot, while the latter is difficult to not meet (Doing so would require you to refuse a race with Miki early on and then fail a Mind check that comes later, if you don't refuse to attempt it entirely, and that doesn't even require your Mind stat to be that high.) Due to this, and Keika disappearing from the story until you find her at the gym, conversations with them are frequent.
  • Vitriolic Best Buds: With Miki.

Custom Characters


Terakado Shoko

  • Buxom Is Better: Ruri lampshades this when you ask her about Shoko.
  • Character Tics: She communicates entirely in hand gestures.
  • Cute Mute: She rarely talks, but opens up when you unlock her ending.
  • Shrinking Violet: So shy that she typically only communicates via hand gestures.

Momotami Ruri

Nemoto Mayu

  • All Amazons Want Hercules: In order to open up her storyline, you'll need to have fairly high athletics stats early on for two events. One in which she has you fight the gym teacher in a martial arts demonstration, and the other in which she trains with you. This actually makes it fairly difficult, because you need to train your athletics to the exclusion of everything else to accomplish this.
  • Tomboy: She's most focused on athletics, and the short hairstyle completes the look.

Shirazu Izumi

21 Ways

Maeda Eriko

Junko Watanabe