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Triaxial hydraulic fracturing experiments were used to study the initiation pressure variation and acoustic emission characteristics of different guide seams sizes during roof hydraulic fracturing. Numerical simulations were used to explore the feasibility of multiple boreholes with prefabricated guide seams. An experiment of hydraulic fracturing on a pillar-free working face was also carried out in a coal mine. The results show that the specimens with guide seams reduced the initiation pressure, with the number of acoustic emission events and initiation pressure being inversely proportional to the size of the guide seams. Specimens without guide seams were deflected by stress and produced multi-level cracks, while the specimens with guide seams did not produce large secondary cracks and deflection. When the stress difference was small, three holes penetrated but not under large stress differences. The hydraulic fracturing technology of prefabricated longitudinal guide seams was tested in the Ningtiaota Coal Mine, and the auxiliary transportation roadway of S1201 working face was successfully retained for reuse in adjacent working faces.