As safe as it can be when you hook up with a stranger
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Summary
When Castiel was 3 years old he was in a bad car accident. It left him with disfiguring scars and other physical impairments that scared away other children, making him grow up lonely. Even now, at almost 40, he’s still very much alone.
Or,
The one where Dean spots the hottest man alive and decides that a one-night stand with him would be freaking awesome.