The song "Hollow" by Jelly Roll conveys a deep sense of pain, brokenness, and the inability to experience love. The lyrics suggest that there is something inside the singer that is damaged or flawed, preventing them from forming meaningful connections or finding happiness. The song reflects on the past and the negative emotions associated with it, such as crying oneself to sleep. Despite the singer's attempts to move on and forget, memories consistently bring them back to that place of sorrow and suffering. The past is depicted as the singer's enemy, and they are left feeling hollow and empty. The lyrics also touch upon the singer's coping mechanisms, such as using weed smoke to ease the pain and find hope. However, they acknowledge that these temporary comforts cannot truly fill the void in their heart. The singer's longing for love is evident, as they express the wish for someone to love them. Struggling with trust and constantly running away from something, the singer has difficulty opening up and finding solace. They express a desire to one day get back on their feet and find healing. Yet, they are stuck in a cycle of regret and are left with a hole that cannot be filled, just like an empty bottle. The final lines hint at a realization that their search for what they need has ultimately led to more pain and brokenness. Overall, "Hollow" tells a story of emotional distress, past trauma, and the longing for love and healing. It captures the singer's struggle to find peace within themselves and find someone who truly loves and understands them.