I’m not 100% sure (correct me if I’m wrong — it has happened once or twice), but I think Tim Zarki may have actually started this weird but undeniably cool trend with “Captain Cake and Trusty Navigator” (above). The trusty navigator is wearing the helmet.
UPDATE: Tim provides A Brief History of Frogspace on There’s a Moose in My Salad.
Here’s Captain Cake on his command deck:
