Milling behavior of brominated isobutylene-co-paramethylstyrene (BIMS) and its blends with ethylene propylene diene terpolymer (EPDM) rubber, was investigated over a range of temperatures and friction ratios in a drop mill operation. BIMS showed striking changes, that is, from a loose nervy band to a tight elastic band, as the temperature of the rolls was increased from 30°C to 90°C. For EPDM a loose band was observed at all temperatures and friction ratios studied. For the blends of BIMS and EPDM, the milling behavior changed from a tight elastic band to a loose bagging band on increasing the EPDM content. The critical nip gap (CNG), at which the front-to-back roll (F-B) transition occurred, was also measured. BIMS showed a much higher value of CNG than that of EPDM, indicating that the former had a significantly higher tendency for F-B transition than the latter material. For different blends of BIMS and EPDM, the CNG decreased on increasing the EPDM content, indicating a decrease in the tendency for F-B transition. The results were explained in terms of the rubber-tometal adhesion and the viscosity of the polymers.