The work aims to design a flexible organic fluorescent dye with aggregation-induced emission enhancement (AIEE) characters to develop colorful organic fluorescent materials with multiple stimuli-responsiveness. The pyran-based organic D-π-A compound was facilely synthesized, with a conjugated malononitrile unit as the electron-withdrawing group and alkoxy aryl ether as the electron donor. Its photophysical properties and stimuli- responsive properties were measured, and the inherent mechanochromic mechanism was investigated. The synthesized compound exhibited an aggregation-induced emission enhancement character, showing intense fluorescent emission in the solid state. Upon mechanical force, it changed its fluorescence from orange to red, and turned green upon thermal treatment, exhibiting tri-color changes during the stimuli-responsive process. The tri-colored mechanochromism should be ascribed to the 3 different molecular packing modes. Owing to the multiple-stimuli-induced tri-colored character, it has potential application in the anti-counterfeiting of trademarks and logos.