A needleless connector may include a housing having an inlet port, an outlet port, and an inner surface defining an internal cavity extending between the inlet and outlet ports, and a compressible valve reciprocally disposed within the internal cavity. In a closed state, a top section of a head portion of the compressible valve may have a planar shape configured to contact and seal against the inner surface of the housing. In an open state, where the compressible valve is subject to an axial force, the top section of the head portion may be lodged between two pinch points between opposing walls of an inwardly angled portion of the internal surface. Additionally, in the open state, the top section of the head portion may have a non-planar shape defining a fluid path extending at least partially between opposing walls on an outwardly angled portion of the internal surface.