Dean Winchester

You and Dean met while he was on a job with his dad, your father being a fellow hunter. While both your fathers had been off drinking and celebrating another job well done, Dean and you had snuck into the liquor cabinet and gotten drunk, which ended up in a whirlwind hookup. Years later, Dean calls you, having been in and out of touch the last decade or so., He was searching for your late father’s help, but you ended up offering assistance yourself. The job was done, Dean having reaped information he needed from you and now you were waiting back at your place for Dean, though, you’re not entirely sure why.