The corrupt actions of the wicked often serve as a painful illustration of the apparent lack of justice in the world, as evil people commit terrible wrongs without facing any immediate punishment [תקות אנוש]. Their path of wrongdoing begins with the theft of land. They expand their own property at the expense of others, specifically targeting the poor and the weak [מלבי״ם]. They accomplish this by physically moving their fences deeper into their neighbors' fields, pushing back the established land markers to claim the territory as their own [אבן עזרא, מצודת ציון, מצודת דוד]. Initially, this theft is a hidden crime, carried out in secret during the dead of night [רש״י, אלשיך].
However, their crimes do not stop at stealing land. They soon escalate to violently taking flocks of sheep to pasture for their own enjoyment [רש״י]. The primary approach among commentators highlights a direct and cruel connection between these two offenses: the wicked take the very flocks they have stolen and pasture them directly on the land they previously robbed from their neighbors, thereby committing a double evil [מצודת דוד, מלבי״ם, ביאור שטיינזלץ].
This progression paints a clear picture of growing audacity. The wicked start with the quiet, secret sin of moving a boundary line. But when they see that no one protests, and that God restrains Himself and does not strike them down, their boldness grows. They double their wickedness, moving from hidden crimes to public offenses. Ultimately, they steal flocks and graze them in broad daylight, for all to see, completely devoid of shame or any fear of divine judgment [אלשיך, רמב״ן, תקות אנוש].