A drug delivery assembly for use in association with an outlet port of an injection device, the assembly including a connector for association with the outlet port of the injection device, a skin interface element including a fluid flow channel in fluid connection with at least one hollow penetrating element deployed for penetrating into a biological barrier and a shield deployed to prevent inadvertent contact with said hollow penetrating element prior to use. The shield being retained in engagement with at least one of the connector and the skin interface element. The skin interface element is mechanically engaged with the connector so as to be displaceable relative to the connector between an inactive position and an active position. The motion of the skin interface element relative to the connector from the inactive position to the active position is effective to disengage retention of the shield.
