Squints kissed Wendy because it was his plan to do so, as he had been faking unconsciousness to get her attention and mouth-to-mouth resuscitation.
Squints had deliberately pretended to drown in the pool, leading Wendy Peffercorn, the lifeguard, to believe he needed immediate medical attention. Wendy pulled him onto the poolside and began administering mouth-to-mouth resuscitation. She did not check for a pulse, but proceeded to plug his nose and puff air into his lungs seven times. It was then revealed that Squints had been conscious the entire time, having orchestrated the whole situation as a ruse. The kiss occurred when he seized the opportunity, pulling Wendy into it during her attempts to revive him. This bold move was the culmination of his calculated scheme to get a kiss from the object of his infatuation.
