Massachusetts State “B” Softball Singles Champions — Men
| Year | Champion |
| 1998 | Andrew Tappe |
| 1997 | Al Castelino |
| 1996 | Tim Wakeling |
| 1995 | Tom Wunderlich |
| 1994 | Usman Qayyum |
| 1993 | Charlie Forbes |
| 1992 | Curt Kohlberg |
| 1990 | Michael Berry |
| Year | Champion |
| 1998 | Andrew Tappe |
| 1997 | Al Castelino |
| 1996 | Tim Wakeling |
| 1995 | Tom Wunderlich |
| 1994 | Usman Qayyum |
| 1993 | Charlie Forbes |
| 1992 | Curt Kohlberg |
| 1990 | Michael Berry |