#selfinserttober 2026

Welcome to SelfInsert-Tober! A writing/art challenge focused on Self Shipping with some optional spice for those wanting to indulge kinktober as well. You are welcome to swap out any prompts or combine others and do them in any order

All mediums are welcome, just no ai.

Prompt list here

Quick FAQ:

"What ships are allowed?": All self ships are valid be they self insert x canon, oc x canon or reader x canon. Even oc x oc. Just no canon x canon, you can have two canon characters in a relationship in your work but they cannot be the sole focus

"What if I don't do romantic shipping?": All self ships are valid, romantic shipping is the focus but your self insert or oc can be included even if its queerplatonic, lovehate, situationship, friendship or familial.

"SFW or NSFW?": Either or. Its up to you. Most prompts are made with it being open to being sfw or nsfw. And the explicit nsfw ones beings optional. It's just up to you. Just don’t do NSFW if you're a minor- obviously.

"Anything not allowed?": Sky is the limit for the most part, as long you tag any triggering content. The only thing strictly off limits is anything sexual involving a minor/underage character, anything incestuous, and any form of bigotry.