My kit:

• pocket knife
• flashlight
• wallet
• folding phone stand
• phone
• earbuds
• pen (with a cap, not a clicky)
• sharpie
• breath mints
• 4’ multi-end charging cable
• thumb drive
• lightning > 3.5mm (aux)
• USBC > 3.5mm
• bandaids
• OTC drugs (Advil, Tylenol, Aleve, Benadryl, lactase (I’m lactose intolerant))

Everything on that list was added because I needed it and didn’t have it on multiple occasions. There have been plenty of other things that I would love to carry, but found too bulky to justify.

A note to everyone recommending condoms: they do expire, and can wear through if carried in an environment with friction (wallet, pocket, etc). I prefer to play it safe and make a stop at a drug store should the need arise.