I don't know how it is in Slovenia, but here in Bulgaria there is still a bounty on wolves so we never go into the forest at the weekend when the hunters are around. They would shoot first, ask questions later (like 'Why was that wolf wearing a bright red collar?').
We go daily to the fields and down into the valley to the river but I always make sure it is late in the evening when all of the livestock is back home. Occassionally we will meet some shepherd with goats or cows or something but they are always the ones who are nervous of Shadow even though she has never done anything to deserve this as she is good and comes when called.
As yukidomari says, it is vital to have a rock solid 'leave' and 'come' response before you let them off lead. Shadow was exactly like your pup when she was small (our neighbours used to tease me about it and ask if she went further than 10m away on her walk) but, believe me, that will soon change!