A connector and a connector assembly capable of being attached to a freely bendable object such as clothes when used are provided. A connector is attached to a predetermined object such as a clothes and capable of being detachably fitted into a counterpart connector The connector includes: a plate-shaped housing made of an insulating material having bendability; a retention member provided in the housing so as to allow for the bendability, the retention member being configured to retain a fit state with the counterpart connector; a flexible sheet attached to the housing in such a manner as to cover at least a part of the retention member and attached to the object by attaching material; and a conductive contact provided on the sheet.