Bed-parallel fractures are a common feature of organic-rich shales, and are generally interpreted as records of fluid overpressures due to hydrocarbon generation. However, the textural features of such cemented fractures differ widely, and the relationships between these textures and the vein-forming (fracturing and filling) processes—and, critically, their respective roles in accumulation and migration of hydrocarbons—remain uncertain. Here, we compare the physical conditions and opening mode of bed-parallel cemented fractures that show either fibrous texture indicative of antitaxial growth that kept pace with fracture dilation (commonly referred to as “beef”), or blocky texture indicative of unimpeded syntaxial crystallization into an open, fluid-filled space. Specifically, we analyzed formation conditions of bed-parallel fibrous filled fractures in the Shahejie (Eocene) shales, Bohai Bay Basin, east China, and the bed-parallel blocky filled fractures in the Wufeng-Longmaxi (Ordovician-Silurian) shales, Sichuan Basin, southwest China, to evaluate root causes for the different textures of these cements and discuss their roles in self-sourced hydrocarbon accumulation. We report that fluid inclusions in each filling type show distinct and systematic differences in the magnitude of fluid overpressure during different hydrocarbon generation stages of catagenesis. The formation of bed-parallel fibrous filled fractures, including the initial hydraulic fracturing and subsequent crystallization, occurred during the main stage of liquid hydrocarbon generation (i.e., the oil window) when lithostatic fluid pressures were achieved only sporadically and modest overpressures less than lithostatic usually prevailed. The initial bed-parallel fracturing of blocky fillings, in contrast, occurred during the main gas generation stage (i.e., the gas window), and subsequent blocky crystals precipitated after this stage during uplift after the maximum burial. In this case, super-lithostatic overpressures of the CH4-saturated fluids persisted essentially continuously and actively expanded the fractures at rates that were not met by the crystallizing cements.Such a model for blocky crystallization in an open horizontal space supported by super-lithostatic fluid pressures in petroliferous systems in sedimentary basins, is analogous to some systems in metamorphic rocks including even orogenic gold deposits, and some magmatic settings, especially related to S-type granites where they form greisens and tin-tungsten deposits by blocky filling of wolframite and quartz, and I-type granitoids where coarse muscovite veins occur for example in the deep roots of porphyry copper systems, as well as numerous pegmatites. Some elements that each of these settings share with the shale-hosted, bed-parallel blocky filled fractures, include that they involve in situ fluid production (by metamorphic devolatilization or magmatic degassing) and fluid escape is stifled by low background permeability such that fluid overpressures can build up, at least periodically, to match or exceed the lithostatic load. As a result of these divergent bed-parallel fracture filling processes, the fibrous textures record conditions of modest permeability that favored accumulation of nascent liquid oil, whereas the blocky fracture cements represent open fractures that contributed to permeability and expulsion of gas. We conclude that the fibrous filled fractures record an opening mode that was beneficial for shale oil enrichment, whereas dilation of blocky filled fractures provides important conduits for hydrocarbon expulsion and release of shale gas.