20-Governess Heeltober2026 (Patreon)

Day 20 of Heeltober 2026: GOVERNESS 🎓👠

Ink and watercolor illustration seen from a dramatic low angle: a stern governess in glasses and a grey suit, a red tassel switch in hand, glossy blue patent boots, and a “Bad Boy” who is about to learn the house rules. Rule number one: never look up. 👀

👠 Heeltober is a daily high heel drawing challenge, running from Oct 4 to Nov 6. Any medium you like, traditional or digital, but no AI.
✏️ Join in with #heeltober2026 and tag me so I can see your heels!

Tomorrow’s prompt: GHOST 👻

Look closely at the sole: someone else didn’t follow the rules either. Can you spot him?