So, I built a one-shot 5 sec. timer with a TLC555. Running at 3v.

If I trigger it with a single press, my LED comes on for 5 seconds, then winks out. Good.

If I hold my finger on the trigger, switch the power to ON from OFF, the LED comes on, but never goes off.

I want the LED to wink off after 5 seconds, whether or not I give the trigger button a quick press, or hold down the trigger button, or ground the trigger, then switch on the power.

How?

C=100uH, R=47uH Pullup+10k Output=1k resi. + LED

 

I want the LED to wink off after 5 seconds, whether or not I give the trigger button a quick press, or hold down the trigger button, or ground the trigger, then switch on the power.

Then you need to AC couple the trigger switch. Otherwise, the timer can't time out until the trigger input rises to 2/3 Vcc/3.
EDIT: Corrected typo.

 

How?

Add C2 and R2

 

Fixed me right up! Thanks guys!