An allergy skin testing device includes a central post having a sharp portion, a longitudinal portion, and a guide portion. The sharp portion has one or more sharp probes extending longitudinally. The guide portion facilitates guiding the sharp portion towards the skin. The device also includes a compressible annular pain-reduction structure having an annular dull probe portion, a resilient compressible portion, and an optional base portion. The annular dull probe portion initially extends beyond the sharp portion, and has a passageway allowing passage of the sharp portion therethrough, the annular dull probe portion being configured to activate a surrounding pain gate effect (a “pain gate fence”) when pressed against the skin. The resilient compressible portion is configured to compress along the longitudinal portion of the central post. The base portion is configured to be pushed by the guide portion when the annular dull probe portion is pressed against the skin.