This article is from the Spanking FAQ, by Redman@cris.com (C-Red) with numerous contributions by others.
It depends. It is possible to work around a low pain tolerance with a good
deal of patience and role play. . . but it won't work at all if one of the
partners simply doesn't enjoy the gentler spankings required.
Try spankings over full clothing; good fitting blue jeans are a prime
choice because they shape the bottom but provide a great deal of protection
against sting. Even underpants will provide a lot of protection from sting
as long as you're not really trying to hurt your partner.
Also, experiment with implements; there are a wide variety of implements
that provide a lovely 'smacking' sound with very little effect, especially
through underpants. Light, thin wood paddles, or thin leather wielded
somewhat gently work well for this. Some cloth belts also make a good
'show', but don't tend to snap quite as well. Also, some of the implements
you'll find in adult toystores are made for exactly this purpose: making a
heck of a show, with little actual effect.
Finally, start very slowly; a slowly built up spanking will cause less
pain, and will also help build up a person's resistance to spankings.
People DO gain 'tougher butts' over time!
 
Continue to: