Hello!!!
For the star of Ginger Brave, the Orange one, you must do the entire polyamorous route (keeping the vanilla brooch) and first talk to Ginger to go to the library, when you find Vanilla deciding to leave him alone. Then you return with Ginger and he offers you to go to the city, you talk to Shadow and they go to the place. There you complete the minigames and when you meet Vanilla you stay out of the store, you won't talk to him. And so you unlock the star.
hope that it works ;3, sorry if I had any mistake.