We present experimental results quantifying the dewetting behavior of poly(methyl methacrylate) (PMMA) melt on polymer brushes of polystyrene (PS) molecules. Our Studies indicate contact angles which display a brush molecular weight dependence similar to that expected for autophobic dewetting situation. We use strong segregation theory calculations to model the interfacial tension behavior in Our observations and delineate the interplay between enthalpic and entropic effects in polymer wetting upon polymer brushes.