The lyrics describe a sense of loneliness and longing as the singer reminisces about past times with a lover and struggles to come to terms with their absence, despite trying to convince themselves otherwise.

Meaning of "I Keep Telling Myself" by Curtis Stigers

"I Keep Telling Myself" delves into the internal struggle of accepting the end of a relationship and finding closure. The singer finds themselves haunted by memories of moments spent with their partner, particularly during the night when everything seems more poignant. The repetition of "I keep telling myself" reflects the internal conflict between rationalizing the breakup and acknowledging the lingering emotions and desire for reconciliation. Despite attempting to convince themselves that it wasn't meant to be, their heart still holds onto hope, bringing about a sense of internal turmoil. The lonely walks through empty streets mirror the emptiness felt without the presence of their loved one, emphasizing the feeling of being lost and unsure of how to move on. The song captures the bittersweet nature of heartbreak, where the mind and heart are at odds with each other, struggling to find peace and closure.