Bartering works like this:
Base Price
then
Adjusted By "Attitude" [0 Attitude = +100% price, 100 Attitude = +0% price]
then
Adjusted By Bartering [0 Bartering = +50% Price, 5 Bartering = +0% Price]
Example:
100 Gold Item, +50% for a 50 Attitude = 150 Gold Item
Adjusted by Bartering 2 = 180 Gold Item
The "Benefit" kicks in at Bartering 5 and Attitude 100, at which point you can sell for the exact same price you can buy, meaning NO markup.
Thats why I said you are better off not bothering with ANY of the "Dirty Deeds" skill and simply maxing barter ASAP, as in the long run you will make more money from barter then you ever would from pick pocketing.