A dryer appliance may include a cabinet, a drum, an additive dispensing assembly, and a controller. The drum may define a drying chamber for receipt of clothes for drying. The additive dispensing assembly may be positioned within the cabinet and configured to selectively provide a dryer additive to the drying chamber. The controller may be in operable communication with the additive dispensing assembly. The controller may be configured to initiate a drying operation. The drying operation may include obtaining washer operating parameters from a washing machine appliance, determining an occurrence end time of a washing operation occurrence based on obtaining washer operating parameter, initiating a dry cycle for a laundry load following obtaining the washer operating parameters, and directing a supplemental dispensing action of the dryer additive at the additive dispensing assembly based on the occurrence end time of the washing operation occurrence.