Each character can collect a gem from the Jewelry Lady by following the instructions for each character below:
Amber - Give the Jewelry Lady an umbrella
Issac - Give the Jewelry Lady a ride in your taxi
Ivan - Give the Jewelry Lady some food
Josh - Give the Jewelry Lady a heating pad
Paige - Talk to the Jewelry Lady at the gym
If all five characters do what they have to do above, you will receive five gems total from the Jewelry Lady (one for each character). Once you've completed the game with all five gems in your inventory, you will unlock a secret outfit.
Free Costume
Finish the game once.
Free Mode
Finish the game once.
Hard Mode
Finish the game once.
Keith Helm's Story
Leave with Stephanie on the Chopper in East Junction scenario.