The purple one is a prune I think. The card is asking them to save their friend who is a Date stuck in his tree. They are in a fire house so they rescue things like cats and dates from trees!
According to Wikipedia: A Bugbear is a legendary creature or type of hobgoblin comparable to the bogeyman (or bugaboo or babau), and other creatures of folklore, all of which were historically used in some cultures to frighten disobedient children.I think he is playing a computer game given the reference to the 3+ helmet. I feel sorry for Satchel !
His name tag says “Don”, not Lloyd….