A medical sealing device is provided that substantially seals around one or more medical devices that are placed into the working channel of an endoscope; wherein the one or more medical devices have an irregular cross-sectional profile. When a sufficient back pressure or surface tension is present in the working channel, the sealing device collapses a portion of itself and conforms to a portion of the one or more medical devices present in the working channel, thus forming a seal around and between the one or more medical devices. The seal thereby substantially prevents the escape of fluids from the working channel.