High content rubber modified bitumen (HCRMB) prepared from the high content of waste tire rubber and bitumen has good performance while allowing greater use of the waste tires. However, HCRMB is subject to aging during use, which can affect its performance. The purpose of this paper was to investigate the effect of high content of waste tire rubber and sulfur on the aging behavior of bitumen. The properties of all bitumen were tested using rolling thin film oven aging (RTFOT) test, pressure aging vessel (PAV) test, frequency sweep tests, temperature sweep (TS) test, multiple stress creep recovery (MSCR) test, and attenuated total reflection-Fourier transform infrared spectroscopy (ATR-FTIR) test. Test results show that the addition of sulfur to HCRMB leads to an improvement in the elasticity of HCRMB. The elasticity of HCRMB with different amounts of sulfur increases with aging. In addition, the increase in the amount of sulfur can improve the RTFOT aging resistance and the PAV aging resistance of HCRMB. Sulfur cannot reduce the degree of oxidation of HCRMB after aging, but can inhibit the degree of desulfurization of HCRMB. Furthermore, the aging process of HCRMB with different amounts of sulfur is dominated by the degradation of polybutadiene.