Colloidal probe atomic force microscopy (AFM) allows us to explore sliding friction phenomena in graphite contacts of nominal lateral size up to hundreds of nanometers. It is known that contact formation involves tribo-induced material transfer of graphite flakes from the graphitic substrate to the colloidal probe. In this context, sliding states with nearly vanishing friction, i.e., superlubricity, may set in. A comprehensive investigation of the transfer layer properties is mandatory to ascertain the origin of superlubricity. Here we explore the friction response of micrometric beads, of different size and pristine surface roughness, sliding on graphite under ambient conditions. We show that such tribosystems undergo a robust transition toward a low-adhesion, low-friction state dominated by mechanical interactions at one dominant tribo-induced nanocontact. Friction force spectroscopy reveals that the nanocontact can be superlubric or dissipative, in fact undergoing a load-driven transition from dissipative stick-slip to continuous superlubric sliding. This behavior is excellently described by the thermally activated, single-asperity Prandtl-Tomlinson model. Our results indicate that upon formation of the transfer layer, friction depends on the energy landscape experienced by the topographically highest tribo-induced nanoasperity. We consistently find larger dissipation when the tribo-induced nanoasperity is slid against surfaces with higher atomic corrugation than graphite, like MoS2 and WS2, in prototypical van der Waals layered heterojunctions.