Sun Wukong/History

The Stray
Sun Wukong stows away on a ship and escapes after being noticed. He begins hanging on a post when two cops demands he come down. Sun responds by throwing a banana peel at the cop and runs off, winking at Blake Belladonna as he does so. Team RWBY chases after him at Weiss' urging, but he eludes them with Weiss then making several negatives comments about him to Blake's frustration. That night at Beacon Academy, Sun runs into Blake after she ran from her friends and he takes her out to drink.

Black and White
Sun, while having a drink with Blake, listens to her story of being a White Fang operative. While they walked together, Blake began to express her doubts that the group were behind the Dust robberies, so Sun suggests a way of proving it, noting he heard of a large Dust shipment coming in from Atlas on a Schnee Dust Company freighter. They stake out at the Vale Port, when the White Fang, aided by Roman, arrive to seize the shipment. Blake rushes in to go after Roman and Sun jumps in when Roman gets the upper hand. Despite fighting him together Blake and Sun are not able to take down Roman, but he eventually flees when Penny arrives and takes out a large number of airships. Sun is with Blake, Penny, and Ruby when Weiss and Yang arrive. After Weiss reprimands Blake for confiding in Sun rather than them, she informs Sun that she is still wary of him.