A supernumerary tooth is an additional entity to the normal series of teeth and can be seen in all quadrants of the jaw. They can be classified into two main types namely supplemental and rudimentary types. They are most commonly found as maxillary mesiodens, followed by supernumeraries of maxillary molar region and those in mandibular premolar region. The presence of bilateral supplemental type of supernumerary in premolar region is relatively rare and most of the time they are not diagnosed until symptoms appear, sometimes till severe complications. For this reason a thorough knowledge about early diagnosis and different treatment approaches is essential for clinical purpose. This article describes two case reports with bilateral premolars (first case report showing presence in mandible whereas second one showing presence in maxilla) with their diagnosis, clinical presentations and different treatment approaches.