The current study measured the degradation of fipronil in laboratory-spiked silt loam sediment under anaerobic conditions at different aging times. The half-life of fipronil in anaerobic sediments spiked at 5.8+/-0.049 and 21+/-1.4microg/kg dry weight (dw) was 21+/-0.22 and 15+/-0.11d, respectively. Fipronil-sulfide was the primary degradation product with fipronil-sulfone detected at lower concentrations. No degradation occurred to fipronil-sulfide and fipronil-sulfone over 200d in separate systems. A concurrent decline in sediment concentrations resulted in a decline of fipronil in sediment porewater with an increase in fipronil-sulfide and fipronil-sulfone measured by matrix-solid phase microextraction (matrix-SPME). Equilibrium among sediment, porewater, and matrix-SPME fiber occurred within 138d for fipronil and fipronil-sulfone; however, fipronil-sulfide did not reach equilibrium during the test, and modeling predicted upwards of 1083d to reach equilibrium. Regardless of the time to reach equilibrium, the rapid degradation of fipronil has little ecological significance given that fipronil-sulfide and fipronil-sulfone have equal or greater toxicity, and exhibit greater environmental stability in both the sediment and porewater, thereby becoming bioavailable.