The purpose of this study is to explore the differences and characteristics between first time felony probationer and recidivist felony probation offender. The importance of said studies grows significantly, given current trends of sentencing offenders to probation. Using archived data on random sample of felony offenders in 2000 and based on information acquired and maintained by the Denton County Community Supervision and Corrections Department (CSCD), the study consists of 40 first time felony offenders and 40 recidivist felony offender placed on probation during the year 2000. The method consists of a longitudinal comparison model. To examine the research question, descriptive statistics are used to compare basic demographics. Then, in order to answer the research question bi-variate significant tests, Chi-square and Independent Sample T-tests were employed when appropriate. Results indicate differences between first time felony probation offenders and recidivist felony probationers.