My ... *ahem* ... "fun" one was working a college play. One teenage actress came up to me before dress rehearsal holding a wireless lav mic and said "the director told me i had to wear this, but i have no idea where to put it." She was a nymph in some Greek tragedy and her costume was little more than a gossamer sheet loosely wrapped around her and pinned on one shoulder, nothing underneath. I explained that the transmitter could clip to the inside of the costume at her side and the mic itself could go on the shoulder. She struggled for a few minutes trying to get it to work but was unsuccessful. I said "well, if you can trust me, i can put it on you in 5 seconds. She blushed bright pink, but handed it to me. Skillfully, i reached down inside the costume, clipped the transmitter to the seam, ran the cable up, and clipped on the mic, without touching her at all.

Ah, the things we do for theatre.