Congratulations my friend, 5 years is a great milestone! I think one of the keys to wearing a shaved head is if you see other shaved guys and think they look good. Same thing happened to me after my first headshave, nothing but compliments, and I had a full head of silver hair!
And you are absolutely correct, for the guys on the fence, you'll never know until you try it. Believe me, if you keep the baldie haircut for a few months, it will be hard to go back to hair.