Ryan is a Main Street Vehicles driver and Jungle Cruise Skipper and Riley is a Horse-Drawn Streetcar driver and Circle D stable attendant. One afternoon as Riley was standing next to the streetcar unloading guests at the castle, some new guy in the fire engine came zooming by way too close with Cruella in the car. Riley had a conversation with Cruella to see if she agreed that he was awfully close to her and she was quite shocked as well. Riley promptly reported this new vehicle driver, Ryan, to his lead and the rest is history.