Douris is considered one of the four leading cup-painters of his generation, together with Onesimos, the Brygos Painter and Makron. He was prolific during his long career, with nearly 300 vases assigned to him. As J.D. Beazley notes (Attic Red-figure Vase-painters, p. 425), his signature appears on 39 vases, nearly all cups but for one kantharos, one psykter and one aryballos. That he was also a potter is confirmed on the kantharos, where he signs as potter too, and on the aryballos, where he signs only as potter. Some of his early works were fashioned by Euphronios as potter but his most frequent collaborator was Python, whose signature appears as potter on three cups also signed by Douris as painter, with many others, unsigned, also assigned to him.
Within the tondo of the cup presented here stands a bearded warrior bidding farewell to a woman. The warrior wears a short chiton, a corselet and a mantle over his shoulders. He is further armed with a crested Attic helmet, a sheathed sword tied in front, and a spear held in his left hand. He is walking to the left but turns to face the woman, holding out a phiale. She wears a long pleated chiton, a bordered himation and a patterned sakkos. In her left hand she holds a tendril, while in her right, she most likely held an oinochoe (now lost) with which she will have filled the phiale of her companion. The scene is framed by a band of meander with saltire squares. Douris painted a nearly identical scene on a now-lost cup once in the William W. Hope collection (see pl. 94 in Buitron-Oliver, op. cit.), which shows the lady pouring from an oinochoe, thus suggesting what she would have been holding on the present cup.
One side of the exterior shows three draped youths with their trainers, the youth to the left holding a lyre. Between the two groups to the right hangs an aryballos and sponge. The other side has a similar scene, only partially preserved. Elegant palmettes and tendrils frame the handles.