Good information! And Stealth Man, you’re right. As I get more accustomed to placing the Innerwear, the top of the coronal ridge does want to fold inwards and start sneaking underneath the silicone. This happens most, as seems logical, when applying some pull such as with the Corkscrew.
With Bruce’s help, I ordered an Innerwear that is longer and should fit the entire shaft, but the girth is a size smaller. The silicone ring should fit better, but I hope the cloth sheath can stretch out a good bit. Flaccid, my girth is pretty average (maybe 3”) but erect, it’s about 5.75”. I corresponded with Bruce and nighttime erections shouldn’t be painful.