My project will examine a series of paintings by Cy Twombly that reference ancient mythology and function to bridge the coded sexuality of both antiquity and the twentieth century. I will draw upon a range of theoretical texts to build a background to understand postmodern art and how sexuality emerged in pop culture, even during conservative American periods. I will then apply this framework to Twombly’s works to better understand how his artistic choices communicate meaning through deliberately layered artworks. This connection, combined with his decision to work with classical source material, will show the ways practice and technique come together to create dual meaning. I intend to explore how Twombly’s stylistic practice creates a dual interpretation that foregrounds classical reference and modern sexuality, and exposes classical homoeroticism itself.