This thesis tackles the questions of what it means to be a Millennial man, and based upon that way of life, how one would best define Millennial masculinity. This thesis is predominantly a creative project, although it is supported by a supplemental critical piece that analyzes the themes/topics and poetics behind the poetry. The thesis encompasses a collection of my original poetry relevant to the state of being a Millennial man. This manifestation of Millennial masculinity is observed through the lenses of three distinct themes in my poetry. The first theme is fiscal instability, relating to inheriting a bad economy after the Great Recession of 2008. This economic downturn caused many Millennial men to become too fiscally unstable to live autonomously, pursue their passions (careers they love), or comfortably date the partners they desire. The second theme relates to ambiguous dating and relationship norms that challenge Millennial men's ability and desire to date or commit to a partner. The third theme is in regards to Millennial men being seen by society as either stereotypically macho or overly effeminate. Frequently used poetics in this poetry include repetition and indentation. Both poetic techniques are used to create emphasis in the writing as well as to provide the reader with a deeper comprehension of the poems and their significance to the entire poetry collection. The ultimate goal of both the poetry and the analysis in this creative project is to help people better understand Millennial men, and to help Millennial men better understand and be true to themselves.