Brittle reactivation of plastic shear zones is frequently observed in geologically old terranes. To better understand such deformation zones, we have studied the >700 Ma long structural history of the Himdalen–Ørje Deformation Zone (HØDZ) in SE Norway by K–Ar and 40Ar–39Ar geochronology, and structural characterization. Several generations of mylonites make up the ductile part of HØDZ, the Ørje Shear Zone. A 40Ar–39Ar white mica plateau age of 908.6 ± 7.0 Ma constrains the timing of extensional reactivation of the Ørje mylonite. The mylonite is extensively reworked during brittle deformation events by the Himdalen Fault. 40Ar–39Ar plateau ages of 375.0 ± 22.7 Ma and 351.7 ± 4.4 Ma from pseudotachylite veins and K–Ar ages of authigenic illite in fault gouge at c. 380 Ma are interpreted to date initial brittle deformation, possibly associated with the Variscan orogeny. Major brittle deformation during the Early–Mid Permian Oslo Rift is documented by a 40Ar–39Ar pseudotachylite plateau age of 294.6 ± 5.2 Ma and a K–Ar fault gouge age of c. 270 Ma. The last datable faulting event is constrained by the finest size fraction in three separate gouges at c. 200 Ma. The study demonstrates that multiple geologically significant K–Ar ages can be constrained from fault gouges within the same fault core by combining careful field sampling, structural characterization, detailed mineralogy and illite crystallinity analysis. We suggest that initial localization of brittle strain along plastic shear zones is controlled by mechanical anisotropy of parallel-oriented, throughgoing phyllosilicate-rich foliation planes within the mylonitic fabric.