Abstract: A trail safe system (14) extending between a tow truck (16) and a disabled motor vehicle (18) comprising a pair of safety spool assemblies (20). Each safety spool assembly (20) is spaced apart and mounted behind a tail board (22) of the tow truck (16). A pair of cables (24) are provided, in which each cable (24) extends from one safety spool assembly (20) and out through a slot (26) in the tail board (22) of the tow truck (16). A facility (28) is for spring loading and self-rewinding each safety spool assembly (20), so that the cable (24) can be automatically retracted as needed. A structure (30) is for attaching a distal free end of each cable (24) to the disabled motor vehicle (18), so as to keep the disabled motor vehicle (18) being towed connected to and behind the tow truck (16) in case of accidental separation during a towing operation.