" I’ve had a lifelong waiting-for-the-other-shoe-to-drop feeling when something good happens. "
- Eileen Myles

When someone says they have a "lifelong waiting-for-the-other-shoe-to-drop feeling," it means that whenever something positive happens, there's an underlying sense of uncertainty or apprehension about what might come next. This sentiment implies that while enjoying the good moment, one also anticipates potential negative outcomes as if expecting another problem to arise.

The quote delves deeper into a common human experience of skepticism and caution in the face of unexpected positivity. It suggests that after enduring periods of difficulty or uncertainty, individuals may become conditioned to expect setbacks even during times of happiness or success. This outlook can stem from past experiences where good fortune has been followed by disappointment, leading to a constant state of vigilance for potential pitfalls. Such thinking highlights how our personal histories and emotional resilience shape our reactions to life's events.

Eileen Myles is an American poet, novelist, performer, and essayist known for her candid exploration of identity, sexuality, and the creative process. Born in 1949 in Manhattan, New York, she has been a prominent figure in contemporary literature since the late 1970s, contributing to various literary journals and publishing numerous collections of poetry and prose. Her work often reflects on themes of urban life, queerness, and the fluidity of self-expression, resonating with readers through her authentic and unapologetic voice.