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We report a rare case of dedifferentiated liposarcoma with chondrosarcomatous components. A 39 years old male presenting with a left buttock swelling underwent a wide tumor excision. The histopathological diagnosis was dedifferentiated liposarcoma (DDLS) with chondrosarcomatous dedifferentiation. Histologically, DDLS is represented by the abrupt transition from well differentiated liposarcoma to a region of non-lipogenic sarcoma. Dedifferentiation frequently resembles a malignant fibrous histiocytoma-like pleomorphic sarcoma. Divergent differentiation with chondrosarcomatous components is very rare. We present here a case of gluteal dedifferentiated liposarcoma with chondrosarcomatous dedifferentiation because of its extreme rarity.