Every Halloween starting at 6:00 p.m., Jack will be at a random in your town. The only problem is that everyone dresses up like him! However, you'll notice which one is the real Jack simply by the fact that he won't follow you around, unlike the villagers. Make sure that you have candy before you talk to him, or else he will play a trick on you. If you give him candy, he'll give you an item from the "Spooky Series". There are 12 in total.

Unlockable	How to Unlock
Spooky Bed	Give Jack a piece of candy.
Spooky Bookcase	Give Jack a piece of candy.
Spooky Carpet	Give Jack a piece of candy.
Spooky Chair	Give Jack a piece of candy.
Spooky Clock	Give Jack a piece of candy.
Spooky Dresser	Give Jack a piece of candy.
Spooky Lamp	Give Jack a piece of candy.
Spooky Sofa	Give Jack a piece of candy.
Spooky Table	Give Jack a piece of candy.
Spooky Vanity	Give Jack a piece of candy.
Spooky Wall	Give Jack a piece of candy.
Spooky Wardrobe	Give Jack a piece of candy.