A trim tool and paint tray system for use in dispensing paint. The system includes a trim tool having a paint applicator to apply paint to a surface to be painted and at least one edge guard to shield adjacent surfaces that are to remain free of paint from the applicator. The system also includes a paint tray having a paint-receiving well and at least one slot free of paint. The paint tray is configured to receive the trim tool such that the paint applicator is received in the paint well to charge the paint applicator with paint and the edge guard is received in the slot so the edge guard remains free of paint.