A plastic fastener is rendered tacky so as to adhere to the items which it couples, thereby enhancing securement. The plastic fastener is constructed as an H-shaped staple that includes a pair of parallel cross-bars interconnected by a flexible filament. In one embodiment, the plastic fastener includes an inner plastic core constructed using at least one flexible plastic material and an adhesive-based outer coating constructed using at least one of a pressure-sensitive adhesive and a heat-activatable adhesive. In another embodiment, the plastic fastener is constructed using a mixture of at least one flexible plastic material and at least one adhesive material. In lieu of incorporating an adhesive material into the plastic fastener, a novel item coupling process achieves fastener tackiness by applying heat onto the plastic fastener either prior to, during, or after being dispensed into the desired items.