Legal guardian Castiel
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Summary
Wealthy, handsome, and very single Dean Winchester wanted to be CEO of his family's wine business. But in order to be considered for the position, he signed a contract with a clause that he had to be married wholeheartedly for at least a year by the eighty-fifth anniversary of the company, which was when his grandfather would name the next CEO. Guess who put it off until the last minute? But hey, he already arranged to marry one of his employees, no problem...well, no problem until she didn't show up, anyway.
The random employee he dragged along to witness the wedding had a solution.