My keychain (Nite Ize S-biner) gets either one set of car keys or the other, most of the time. Rarely both. Also on it are the house keys, mailbox key, and two loyalty tags, for the supermarket and the auto parts store.
Most always with me:
Front pocket wallet with the minimum cards.
Leatherman Micra that needs to be sharpened.
Motorola Elite Flip headset.
My phone, the HTC One M8, is always with me.
Plantronics Backbeat Fit headset (fabulous).
And a pedometer while I choose a fitness gizmo.
On my work bag are the office keys and hard token, and snapped on is the keychain and other car keys, just in case.
No watch. Never again.