Devices, systems, and methods for promoting female sexual wellness and function. The devices, systems, and methods encourage clitoral engorgement using suction over the clitoris combined with vibratory stimulation. In some embodiments, a device is capable of operation in an automatic attachment (autoattach) mode, in which detecting attachment of the device to user tissue (e.g. through detection of a positive pressure in a tissue-contacting chamber) automatically triggers starting a suction pump to secure the device in place. Suction settings such as a target negative pressure may be determined according to a dynamically-evaluated quality of a seal established between the device and user tissue. The quality of the seal may be determined by identifying drops in the absolute value of negative pressure that are not readily compensated for by the suction pump.