After you get the drain plug out, use this (find the one for your Cayman). Problem solved. Not sure if it will stick out of the bottom of the oil pan, but I put one in my kid's $Runner. The drain is well up in there under skid plate with an access hole. Connect a vinyl tube to a jig, let it drain. No mess. Drains a bit slower then having the drain plug open, but it allows him to finish his ice-cream.
https://www.amazon.com/Fumoto-F-104-LC-10-Lever-Engine/dp/B07D9D6VDF/ref=asc_df_B07D9D6VDF/?tag=hyprod-20&linkCode=df0&hvadid=693585715857&hvpos=&hvnetw=g&hvrand=11545022409465309270&hvpone=&hvptwo=&hvqmt=&hvdev=c&hvdvcmdl=&hvlocint=&hvlocphy=9030984&hvtargid=pla-570196057325&psc=1&mcid=fc1fb3c4c08c39b083d0faf8bb7f9ece