Porting = MINUS $100 or more in value to me at least. I HATE ported handguns, and know lots of others who feel the same way. You will never recoup the cost of porting when selling a gun, and lots of times you will lose the cost of porting plus some if you sell.
If this is a gun you plan to keep and/or aren't worried about resale maybe porting is for you. If the gun is hard to manage without porting then maybe porting will make it more agreeable. A better avenue to me would be to tailor loads to where they will get the job done but keep the gun reasonable to shoot, if you don't reload and can't find a factory load you like this may not be feasible. One thing porting will definately add is noise, noise to the point that you need to wear hearing protection while hunting also.
Most of the big revolvers are pussycats anyway, your buddies gun without porting wouldn't slap your hand the way the 66 does so that really isn't a good comparison. See if you can find a rental SRH to shoot for an apples-to-apples comparison.