First off, no guns...jail sucks.
Jail's only an issue if you're carrying illegally. There are only 2 states that don't issue Concealed Carry Permits. (and I live in one and work in the other) My CCW buddy is a Ruger LCP in .380, and yes, I pack it and have it ready when I'm in states that allow it (most around me)
But it is sort of an off topic item.. If you're legal to CCW and can accept the risk, do so, but the whole point of concealled
carry is that others don't know you're legally carrying, so bringing it up in a topic that's not about it sorta defeats the purpose..
I also alway pack a multi tool, a few stainless 10mm fasteners and a flat repair kit..
Actually, I'm always overpacked on trips.
I don't pack a tube or tires, but I carry stuff to make coffee.
My camping gear is tuned towards cool weather, and it's light weight stuff..
I usually carry some sort of an extra jacket or sweater for cold weather for when you get caught on a cool day, or after dark.
I carry extra gloves and a pair of socks in a ziplock bag in case I get caught in rain and want warm, dry stuff.
I also seldom go anywhere without an electric vest. Nothing sucks more than being chilled and having 2 hours to ride. Electric vest warms your core, and if your core's warm, you're warm.
A small container of sunblock and asprin go with me, as well as a little bottle of WD40..
This is the tip of the iceberg.. Like I said, I pack too much..