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EssaySeptember 17, 2026 4 min read

The Sketchbook Spoke Again: Meet Fall Collection Part 2

Five new hand-drawn designs for spooky season — witches, boundaries, and a jack-o'-lantern with a self-care agenda. Meet Fall Collection Part 2.

Alyssa Ostroff Alyssa OstroffFounder and designer — I write these myself
The Sketchbook Spoke Again: Meet Fall Collection Part 2 - Self-Care Shirts

Back in August, I told you my sketchbook had been trying to tell me something. The first half of the fall collection was basically a prescription I drew for myself — a skeleton who finally stopped earning his naps, a ghost who quit hustle culture, a bat recharging his bat-teries, a witch cat hexing my inner critic.

Apparently the sketchbook wasn't finished talking.

Fall Collection Part 2 is live: five new hand-drawn designs, drawn in the middle of the busiest season this little shop has ever had — which, if Part 1 taught me anything, means they know something I don't yet.

Here they are, in the order they came out of my pencil.


Carve Out Time For Yourself 🎃

A jack-o'-lantern with heart eyes and a self-care agenda.

I came up with this one weeks before I actually sat down to draw it — the idea kept sitting on my to-do list while I did everything except make time for it. Which is the entire joke, and it wasn't lost on me. When I finally drew it, in one evening, it turned out to be my favorite piece in the collection.

"Carve out time" means you, too. Even in the busiest season. Especially in the busiest season.

Available as a tee, sweatshirt, hoodie, and sticker.


Casting Spells & Setting Boundaries 🧙♀️

A bubbling cauldron brewing this season's most powerful magic: the word "no."

True story: I drew this the same day my therapist assigned me homework about — you guessed it — boundaries. I didn't plan it. My hands just drew a cauldron about it before dinner. My sketchbook continues to have a better read on me than I do, and at this point I've stopped arguing with it.

Protecting your peace is a spell you cast daily. This one's the reminder.

Available as a tee, sweatshirt, and sticker.


100% That Witch ✨

Some seasons ask you to shrink. October is not one of them.

Not every drawing needs to unpack my nervous system. Sometimes you draw something because October gives you permission to be 12% more obnoxious than usual.

A little magic, a little menace, 100% yourself.

Available as a tee, sweatshirt, and sticker.


Witch, Please 🌙

A dramatically tilted witch hat and the only two words some situations deserve.

Sometimes "no" needs a costume.

Available as a tee, sweatshirt, and sticker.


Spooky Teacher 📚🖤

For the teachers who assign reading in October and mean it.

Not everything my sketchbook says is an urgent message about my mental health. Sometimes it apparently just wants teachers to have cute Halloween clothes.

For the spooky educators, classroom decorators, and people who start planning October in approximately July.

Available as a tee, sweatshirt, and sticker.


Want to watch me draw them?

Every one of these started as a pencil sketch on my iPad, and every product page has a timelapse of that exact design being drawn, start to finish — the wobbles, the fix-it layers, all of it. No stock art, no shortcuts. In 2026, "drawn by hand" deserves receipts, and I like showing mine.


The whole fall family

Part 2 joins the Part 1 crew — Resting My Bones, Boo to Burnout, Bat-teries Recharging, and Hex the Inner Critic — plus the cozy classics like Autumn Is My Therapy. The whole collection lives here:

Shop the Fall Collection →

And as always, in October and every month: every order supports the 988 Suicide & Crisis Lifeline and The Trevor Project. Wear the reminder, or just take it from this post for free — both count.

Happy spooky season, friends. May your boundaries be strong and your vibes be gourd.

P.S. If today is heavier than a pumpkin can fix: 988, call or text, free, 24/7.

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