A novel fluorescence chemical sensor for the highly sensitive and selective determination of Pb2+ ions in aqueous solutions is described. The preliminary potentiometric and spectrofluorimetric complexation studies in solution revealed that the lipophilic ligand 5,8-bis((5#2;-chloro-8#2;-hydroxy-7#2;- quinolinyl)methyl)-2,11-dithia-5,8-diaza-2,6-pyridinophane (L2) forms a highly stable and selective [PbL2]2+ and [Pb(L2)2]2+ complexes which results in a strong fluorescence quenching of the ligand. Thus, a novel fluorescence Pb2+ sensing system was prepared by incorporating L2 as a neutral lead-selective fluoroionophore in the plasticized PVC membrane containing tetrakis(p-chlorophenyl) borate as a liphophilic anionic additive. The response of the sensor is based on the strong selective fluorescence quenching of L2 by Pb2+ ions. At pH 5.5, the proposed sensor displays a calibration curve over a wide concentration range of 3.0×10−7 to 2.5×10−2M with a relatively fast response time of less than 5 min. In addition to high stability, reversibility and reproducibility, the sensor shows a unique selectivity towards Pb2+ ion with respect to common coexisting cations. The proposed fluorescence optode was successfully applied to the determination of lead in plastic toys and tap water samples.