Ann Marie worked at the Black Spur Bar, the same bar Dean decided to perform a song at, to the distaste of the crowd who booed at him, though Dean continued to sing and winked at Ann when he spotted her. She acknowledged him with a smile.
Dean and Ann Marie later had sex. Ann got up and put her clothes on, while worrying over what her boss, Daryl, was going to say to her for being late from her break again.
Dean mentioned they had spent a long time together, much to Ann's frustration, who reminded Dean that she told him to hurry up. She admitted that the sex was good, but Dean warned her not to get too excited or too attached, because he's just "rollin' through".
Ann remarked that there was about a million other ways he could have said that. Just as she was finished tying up her hair, Crowley arrived and looked at them in shock. He asked them what's going on since they were in his room and in his bed. Dean showed no concern. They exchanged "Bitch, Jerk", leading Ann to tell them to get a room for themselves.
Crowley reminds her that he had one, until the two of them soiled it. Ann tells Crowley she loves him, but when Crowley calls her "sweetheart", she reminds him that her name is "Ann Marie... jackass", which Crowley admits to already being aware of. Ann then leaves the room.
Back at the bar, Dean and Crowley were playing foosball alongside two other guys. Dean then spotted a guy getting rough with Ann and dragging her out the bar. The guy's name was Matt, and Dean followed them and proceeded to beat Matt up.
He warned Matt never to go near nor contact Ann Marie again. Dean then stormed back inside, leaving Ann on her own.
Dean woke up after another night singing and drinking at the bar. Ann approached his bed and offered him a glass of water but Dean rejected it. He offered to take Ann some place else but Ann declined, noting how they barely knew each other and that Dean was drunk, but Dean mentioned how he "protected her honor".
Ann admitted to being touched by his actions, but she also believed that all Dean did was fight, and what he did wasn't based on honor at all. She said she once thought Dean was a good guy playing bad but she's not sure.
Dean bit back saying he's the kind of guy who slept with every skank in every small-town dive that he passed through, and admitted he would be glad if she was able to read that off of him. Ann became visibly upset and almost felt like she deserved that. She promptly left the room.