a sensor configured to observe a characteristic of an anatomy;

a sensor base coupled to the sensor; and

a coupling system configured to couple the sensor base to the anatomy, the coupling system including a first adhesive member and a second adhesive member, the first adhesive member coupled to the sensor base, and the second adhesive member configured to couple to the anatomy, the first adhesive member including a plurality of first cut-outs, and the second adhesive member includes a backing layer, a skin adhesive layer and a plurality of second cut-outs defined through the backing layer and the skin adhesive layer from a skin-facing side of the skin adhesive layer to a sensor-base-facing side of the backing layer to enable fluid communication between the anatomy and the sensor-base-facing side of the backing layer, the backing layer coupled to the first adhesive member, the skin adhesive layer configured to directly contact and couple to the anatomy, each second cut-out of the plurality of second cut-outs includes a first portion that extends along a first axis and a second portion that extends along a second axis, the second axis perpendicular to the first axis, the first portion in communication with the second portion, a length of the first portion along the first axis is greater than a width of one of the plurality of first cut-outs, the second portion extends beyond a perimeter of the sensor base and the first portion is in communication with a respective first cut-out of the plurality of first cut-outs to direct moisture to an ambient environment surrounding the medical device.