We present a non-contact and non-invasive gadget towards monitoring intraocular pressure. The pressure-monitoring device is in the form of wearable glasses comprising a laser source, multiple miniaturized lenses and mirrors, a mask for structured illumination of the cornea, and a miniaturized camera. The pressure level is deduced through observing the radius of curvature of the grid pattern on the cornea. We justify our design with analytical modeling, ray tracing and finite element simulations, and experiments on an elastic eye phantom at different tilt angles. The results reveal a pressure measurement resolution of 2.4 mmHg between 0 – 55 mmHg pressure range. The proposed device was further tested on an ex-vivo ovine eye in regards to laser visibility by the camera, at laser safe power levels. With further in-vivo experimentation and development, the proposed gadget could potentially be used in personalized real-time intraocular pressure monitoring during the daytime.