My collection of pencils and pens in my small pencil roll has move for all graphite pencils of various hardness to a few conventional graphite pencils HB to 6B range a couple of woodless pencils, a charcoal pencil a couple of clutch (mechanical) pencils, a sharpener and a water brush, as well as a small watercolour round. Whilst there is room to keep this in the outer pocket of my camera bag, I normally keep it in my smll art kit backpack
I also like to start new sketch books by drawing anything, usually something ordinary (and probably bad) just to “break in” the book and avoid any feeling that it might become to precious to use. If its different to one you have used before turn to the back page and make a reference “colour chart” with you current media. Different papers make a big difference at the sketching level. This is a new A4 book spiral bound to see if I can avoid the falling apart in the wind problem with the conventionally “glue” bound sketch books.