I guess it is a basic comforting thing to do, to sleep well, as opposed to being a sign of insecurity, or whatever other people may feel the need to read into it. Perhaps not unlike having a Teddy bear, or favorite pillow to hold on to. It is harmless, so no big deal.
Not to go "off-topic", as this thread is mostly about holding on to your package while sleeping, but, what seems really strange to me is the "sagger" pants guys that hold onto their dicks, in public, in broad daylight, awake, like they are trying to hold their pants up, (get a belt, dude!), but they are really grabbing their dicks... I see this all the time, especially at bus stops... That seems like an "insecurity thing" to me... It looks rather stupid, or like it is an anthropological "power display". But, surely, in this Age of sexual enlightenment, and women making their own life choices, it doesn't make them appear to be "husband material" to potential mates!... I don't "get" that.
A/B