I have dozed off while Penis Enlargement'in. Part of my routine is while in bed, before falling to sleep and immediately when waking up. I've gone from 6.5-6 to 7.5 in less than a year. But you never, never never ever ever ever want to put something constricting like that on a small appendage and sleep with it on! Youll have a purplepenis allright!. I'm a medic in the Army, and once we did emergency surgery on a young troop that discovered the joys of a penis ring. Problem was, he left it on for 3 days! Black/purple penis is not a good sight!