This is a companion discussion topic for the original entry at https://www.etymonline.com/columns/post/halloween-comes-alive
Hello DOUG,
Thanks for being out there with how you spend your time 
Regarding Boob spelled just in this case-sensitive way, is a very rare if not singlular word or colloquialism . I think / challenge that this point I am getting to, is how it was contrived. Maybe you have seen this on the internet , as I am not the discoverer either . But I think the “Boob” could have been created as a drawing and that is where the word started… All the other explanations you pose seem very weak. while this seems strong. However the colloquialism is actually Boobs plural so I dunnow.
The Word is a drawing of 3 typical view angles on female breasts - B being the plan(top) view of them, oo being the elevation (front) view, and b being the Side view. Did some one kidding around originate the Word from this perspective? The chances are in this theory’s favour. Addison Lanier - wordsmith.