I guess it depends on where you live.
When I first moved to western Colorado (the freedom side) I was hesitant to OC; after encountering several OCers and talking with them I started OCing. Never had a negative encounter, many questions like I first had.
One mother's day the wife wanted to go to a sheepdog trial at the small mountain town of Hotchkiss CO. I must have gotten ~10 positive responses. Later we went to an arts & craft show on Grand Junctions Main Street; as we entered the head of the security firm stopped me and said "All my people know open carry is legal, if you have any problems just bring them to me".
As we walked the show I must have gotten a dozen more responses including an offer of a free photography lesson from a professional in landscape photography who conducted classes I talked with. At one point I was approached by 2 cops (one older Sgt and what looked like a high school kid), Sgt said "I see your magazines, are you carrying" to which I said yes, he asked what I had and I explained the Para-Ordnance P-14 to him and he said "14 shot 1911, sweeeet. If you ever see me in trouble don't hesitate to step in". Looking back I think it was a teaching opportunity for a rookie.
Here in Wyoming I OC every day, I see other guys OC on a frequent basis. After breakfast at our favorite place as I paid the check the gal said "The other day after you left the lady sitting behind you came up and said 'that man that just left was carrying a gun' " She sad she just looked at her and said 'Yea'??" And the woman said "is that normal around here" she said "yea". The woman said "Well where we come from you'd never see that". I told her next time it happens just say "Welcome to Free America". She burst out laughing and said "I'll do just that".
Had a bit of a warm spell a few weeks ago so I didn't have on a jacket as I went in the Stop-N-Rob for a drink as I headed to Cheyenne. I was at the drink station when a city cop came in for a cup of coffee, he looked at my sidearm and asked "Whta-cha carrying"?
Me; Para-Ordnance P-14, basically a series 80 1911 but the grip has been modified to accept 13 round double stack mags" I pulled out a mag and showed it to him.
He took the mag, looked it over including the Cor-Bon DPX, chuckled as he handed it back and said "Take care"
I was first in line at the check out, motioned behind me with my thumb and said "I got his too", we shook hands and went our ways.
My rig is a plain black pancake holster with a plain black gun, I'm thinking of spicing it up a bit...
http://www.savoyleather.com/rwb-dtom-1776-patriot/
http://wickedgrips.com/product/custom-1911-thin-grips-we-the-people-ver-2/