Inspired by the human somatosensory system, pressure applied to multiple pressure sensors is received in parallel and combined into a representative signal pattern, which is subsequently processed using machine learning. The pressure signals are combined using a wireless system, where each sensor is assigned a specific resonant frequency on the reflection coefficient (S-11) spectrum, and the applied pressure changes the magnitude of the S-11 pole with minimal frequency shift. This allows the differentiation and identification of the pressure applied to each sensor. The pressure sensor consists of polypyrrole-coated microstructured poly(dimethylsiloxane) placed on top of electrodes, operating as a capacitive sensor. The high dielectric constant of polypyrrole enables relatively high pressure-sensing performance. The coils are vertically stacked to enable the reader to receive the signals from all of the sensors simultaneously at a single location, analogous to the junction between neighboring primary neurons to a secondary neuron. Here, the stacking order is important to minimize the interference between the coils. Furthermore, convolutional neural network (CNN)-based machine learning is utilized to predict the applied pressure of each sensor from unforeseen S-11 spectra. With increasing training, the prediction accuracy improves (with mean squared error of 0.12), analogous to humans' cognitive learning ability.