Lockpicking will be item based, not skill based. Bartering otoh will be based on npc's opinion of you & your charisma stat.
So, basically: better/"cooler" the lockpick - better the skill/chance?
Item-based lockpicking sounds like it might require different qualities of lockpicks, so there are a lot of common lockpicks which are cheap and plentiful and can only be used on cheap locks, and there are master lockpicks which are rare/expensive and are only used on expensive locks.