An otoscope, comprising: (a) a flexible speculum, operable to be inserted into an ear canal; (b) a stopper, coupled to the flexible speculum, operable to limit penetration depth of the flexible speculum into the ear canal; and (c) an imaging sensor, located inside the flexible speculum, operable to capture an image of an eardrum of the ear canal; wherein a flexibility of the flexible speculum allows alignment of the imaging sensor according to a shape of the ear canal.