There were very few women Dean Winchesters knew, who made an impact on his life, three to be exact. There was Cassie, but the way that ended soured those memories, and then there was Lisa, boy did he have some fond memories of Lisa, and then there was one more...
Her name was Mary-Kate Lawson, but everyone called her MK. It was 11 years ago, in April 2000, when Dean had met her, she had been 21, and he was 22.
Dean had been working a case in the town over, but had finished two week before he had to meet his Dad (Sam had been at college at the time). So he decided to take the weeks off.
Dean had very fond memories of MK, she was smart, funny, opinionated, interesting and drop dead beautiful. Dean could listen to her talk for hours, or just stare into her ice-blue eyes, and she was Hunter, she understood him. But like all of deans relationships, it didn't last long, two weeks, the last time dean saw here was on the 24th of April 2000, in the back of the impala. He was a little drunk and didn't remember much about their last time together, but he remembered her face.
The next morning, he woke up in his motel room, got dressed, packed his stuff, and drove away without so much as a goodbye to MK. It may seem harsh, but that just what Dean did, pushed people away before they hurt him.
So dean went on with his normal life, reunited with his younger brother, lost his father, made a deal to save his brother, went to hell because of the deal, got pulled out of hell by an angel, found another brother, lost him too, Help start the apocalypse, help stop the apocalypse, watch his bothers go to hell, tried to live a normal life, failed, reunited with his brother again, found out his brothers soul was still in hell, became Death for a day, got his brothers soul back and still hunting things.
But things were about to change.