With age shyness starts sliding away... I too was very shy around girls once upon a time.
I always do the painting at bed time only...
Take a dropper and fill it up. Drip about 20 drops back into the bottle and get an idea in your mind where 20 drops are on the dropper glass. That way you won't have to set there and drip 20 drops each time, give or take a few drops.
So now load about 20 drops into the dropper and drag the dropper in the middle of the perineum starting near the backside to the front. Quickly take 4 fingers and spread the Iodine over the entire area which will include the inside of the leg, the perineum and entire side of the testes.
Rememeber the next night do the other side so tha 48 hours passes before you get back to the original side you started with.
Of course I was still taking large amounts of Iodine orally also!
You can always put a rubber glove on to keep Iodine off your fingers but I love iodine most anywhere!