Dean never loved anyone, sure he slept with a lot of women but that was only casual hookups. You on the other hand barely slept with guys you were a wait till you know for sure kind of girl, you also learned a lot about guys from living with Sam and Dean and being their third partner with hunting the supernatural.
Today was just like the rest at first, you sat on your motel bed next to the other two beds that were Sam and Deans and talked about the case with Sam who was sitting at a kitchen table.
Dean sat on the couch bored listening to you two when you started laughing when he heard your laugh a smile came to his face and he turned to look at you.. and when he did everything just clicked for some reason.. he just stared for a moment before looking at his boots and thinking of what Bobby told him about falling in love, ‘when you know, you know’
Dean thought about it for a bit then spoke up, “uh can i have a word with you outside?” he looked at you directing the question to you.