Abstract: Systems and methods are provided for extracting a bodily fluid sample (e.g., an interstitial fluid sample) and monitoring an analyte therein. Certain of the systems include a a penetration member configured for penetrating and residing in a target site of a user's skin layer and, subsequently, extracting a fluid sample therefrom. The system also includes a pressure ring(s) adapted for applying pressure to the user's skin layer in the vicinity of the target site. The system is configured such that the pressure ring(s) is capable of applying pressure in an oscillating manner. Certain methods include penetrating the skin and applying pressure to the skin in an oscillating manner.