Skin wounds and burns compromise the body's natural barrier to bacteria and other pathogens. While many forms of wound dressings are available, polymeric films are advantageous for various reasons, ranging from the ease of application to durability. One common drawback of using polymeric films for a wound bandage is that the films tend to adhere to common inanimate objects. Patients spend hours in contact with soft and hard materials pressed against their skin, which, if the skin was dressed with a polymeric film, would inflict further wound damage upon body movement. In this work, we present a novel technique that allowed for measuring polymeric tackiness, after a long incubation period, with materials regularly encountered in a hospital or home setting, and soft fabrics. The polymers were exposed to an environment intended to simulate daily conditions and the technique is designed to perform multiple experiments simultaneously with ease. Four commercially available polymers (new-skin, no-sting skin-prep, skin shield, and Silesse) were tested as proof-of-concept to gather preliminary data for an overall assessment of wound treatment efficacy, resulting in the estimation of pull-off stress of the polymers from a specimen of porcine skin. Silesse did not reveal a measurable tackiness, no-sting skin-prep had the highest mean tackiness (13.8 kPa), while the mean tackiness between new-skin and skin shield was approximately equal (9.8 kPa vs. 10.1 kPa, respectively), p = 0.05. Future work on polymeric fluids for wound dressing applications should include tensile stress and dynamic viscosity estimations.