"Over the years, Oya was able to express her romantic side. From celebrating her birthday (and ensuring that Dean and Sam birthdays were good days) to celebrating Valentine's day in her own way.
It was cheesy, to pick that date for her wedding day but Oya couldn't pass up the opportunity. She wanted to make this day their day. A day to celebrate and something to look forward to. Usually, they would be working a case and would go on a dinner date in the evening.
Dean would sometimes switch things up. He would take her out and would ask her to wear her prettiest dress. They loved to attend car shows, so obviously, Dean would take her there and they would have a great dinner afterwards. It was cheesy, but neither of them would want to change the way things were."
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