Star clusters are privileged laboratories for studying the evolution of massive stars (OB stars). One particularly interesting question concerns the phases, during which the classical Be stars occur, which unlike HAe/Be stars, are not pre-main sequence objects, nor supergiants. Rather, they are extremely rapidly rotating B-type stars with a circumstellar decretion disk formed by episodic ejections of matter from the central star. To study the impact of mass, metallicity, and age on the Be phase, we observed SMC open clusters with two different techniques: 1) with the ESO-WFI in its slitless mode, which allowed us to find the brighter Be and other emission-line stars in 84 SMC open clusters 2) with the VLT-FLAMES multi-fiber spectrograph in order to determine accurately the evolutionary phases of Be stars in the Be-star rich SMC open cluster NGC 330. Based on a comparison to the Milky Way, a model of Be stellar evolution / appearance as a function of metallicity and mass / spectral type is developed, involving the fractional critical rotation rate as a key parameter.