Fics like Reasons Why Wingmen Shouldn't Have Wings
Fed up of his brother setting him up on terrible dates, Dean appoints Cas as his wingman. Cas only has one condition; he can ask one favour from Dean, and Dean can't refuse. When that favour turns out to be a date, Dean is apprehensive. Misunderstandings, mistakes and misdirected angst ensue, and it's all written on Dean's soul.
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