| Trail Name | First Name | Last Name | Date Taken | |
|---|---|---|---|---|
| The Boston Scrambler | Steven | Sheehy | 1985-06-19 | View |
| The Boston Straggler | Al | LaBelle | 1989-07-28 | View |
| The Boyz from Illinois | Jim | Strock | 1987-09-15 | View |
| The Brain | Spencer | Gibbs | 2001-05-18 | View |
| The Brain | Karl | Schults | 2007-05-11 | View |
| The Brain | Ryan | Nielsen | 2017-06-18 | View |
| The Brain | Tylerann | Hoiland | 2016-07-09 | View |
| The Brain | Morgan | Barker | 2022-06-25 | View |
| The Breadless Horseman | Gordon | Jenkins | 2007-06-02 | View |
| The Breakfast Boy | Dante | Fraboni | 1984-10-02 | View |