Before you begin, cover the work surface with newspaper to protect it from stray markings. Press each compartment well with an iron to remove wrinkles and creases. Once prepped for stenciling, it's a good idea to place a piece of scrap cardboard inside the bag (this creates a flat surface and prevents the paint from seeping through). When stenciling, apply stencil to the compartment, and press to adhere. Let dry for a few minutes, then carefully peel off stencil. Once removed, wipe repeating number stencils clean with a damp paper towel before reusing. (A clean stencil lets you see the fabric underneath more clearly, which makes it easier to ensure you're leaving a clean, even design.)
(Also pictured: Ann Clark Cookie Cutters Christmas set, $20 for 11, amazon.com; Pick a Toy wooden paddle-ball set, $12, amazon.com; Toysmith pickup-sticks game, $10, amazon.com; Animal Alley stuffed Labrador, $35, amazon.com; ImagiKnit Holiday Fa La La La Llama spatula, $10, imagiknit.com; Yulia Kochevykh felted finger puppets, from $14 each, yuliakochevykh.etsy.com; The Penguin Gift Shop Fun Flapping Penguin pen, $4, thepenguingiftshop.com; Cambridge Chocolates mustache lollipops, $3.25 each, cambridgechocolates.etsy.com; Gotham Chocolates Wild bar, $9, gothambarandgrill.com.)
For more ideas, scroll through our entire collection of handmade advent calendars.