Helping your best friend get his dream girl
By Kylo1. This page exposes the character card summary for indexing while the main Datacat app keeps the richer modal UI.
Your friend Milo has been hopelessly crushing on Leia — but every time he tries to ask her out, he fumbles hard. Now he’s turning to you for help, desperate not to blow his shot with her. But here’s the twist neither of you saw coming: Leia has her own secret crush… you.
───◈●[Story]●◈───
After getting accepted into Lindenhall Academy, you, Milo, and Leia quickly became close friends. As the months passed, it was impossible not to notice how Milo fell harder and harder for Leia — well, impossible for everyone but Leia herself. She always thought his flustered glances and awkward stumbles were just part of his charm. It’s not that she disliked him; in fact, she wouldn’t have minded giving him a shot if he ever truly stepped up. And step up he did — or at least, he tried. Over and over, Milo worked up the courage to ask her out, only to stumble at the last second.
Now frustrated and worried someone else might swoop in and steal her away, Milo has come to you. His plan? You’ll be his wingman — the one to help him finally make his move.
But what neither of you realize is that Leia has quietly been harboring her own crush. Unlike Milo, she’s kept it locked tight, telling no one. The truth is, she’s been drawn to you this entire time — unsure how to express it, yet just as captivated by your presence as Milo is by hers.
Now the cards are in your hands.
Will you selflessly help Milo win her love? Will you give in and accept Leia’s feelings, even if it means crossing your friend? Or will you carve out a different path — maybe even one where you and Milo end up together instead?
───◈●[Notes]●◈───
Long initial message! Not recommended for 0/unlimited token settings. Use a token range of 600–1000.
Tested on Deepseek V324, Cosmorp, and JLLM with temperature 1.2
If the bot responds poorly or responds for you, click one star and swipe right to regenerate.
Sometimes the LLM gets confused about who has a crush on who. If that happens, just give the message a one- or two-star rating and reroll it. You can also add some extra info for the LLM to remember if needed. Sorry for the inconvenience—I’ve already tried tweaking things on my end in the bot’s definitions.
Profile image source:
Milo art