This study examined the effects that stress has on sexual offenders on probation in a South Atlantic metropolitan area. This study used quantitative methodology based upon survey research. The Static-99 (Hanson & Thornton, 1999) was used to assess level of risk, the Adult Manifest Anxiety Scale (Reynolds, Richmond, & Lowe, 2003) was used to measure the total stress score experienced by the participants, and the Life Stressors and Social Resources Inventory (Moos & Moos, 1994) was used to identify particular stress-related factors that may have influenced stress. The sample consisted of 121 male sexual offenders between the ages of 18–80 under the supervision of the state’s Department of Corrections serving either sexual offender probation or regular probation. Descriptive statistics were performed to obtain demographic information. An independent samples t test, a correlation and a multiple regression analysis were conducted to analyze the results. This study found that the sexual offender probation group had higher total stress scores than the regular probation group. The study showed no significant relationship between the sexual offenders’ level of risk and level of stress. This research concluded that there is no significant statistical relationship between the stress-related factors and the total stress scores of the sexual offender probation group. However, when examining the regular probation group there was a statistically significant relationship between the total level of stress score and the finances factor. No other significant statistical relationships were revealed among the remaining stress-related factors and stress scores in the regular probation group.