01-Stiletto Heeltober (Patreon)

Day 1 of Heeltober 2026: STILETTO 🗡️❤️

Watercolor and ink illustration of glossy black patent leather platform boots, with dagger-shaped stiletto heels piercing a red heart. A dark, gothic take on high heel art to open the very first Heeltober!

👠 Heeltober is a daily high heel drawing challenge, 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: PATENT ✨

Would you wear dagger heels? Tell me in the comments 👇 and save this post to keep the full prompt list handy.