Known to his friends and associates as Win, Lockwood is a walking paradox. Born into an extremely wealthy family, Lockwood is well aware of how he appears to the rest of society. In fact, Win almost revels in the knowledge that most people's first impression of him is that he is an arrogant, elitist man of privilege. Win does not allow this to bother him, however. His clothing style is decidedly preppy. Win plays golf and is a member of two of the East Coast's most prestigious golf clubs. Physically, Win looks every inch the aristocrat. Win is tall, blond, and has porcelain features.