In his line of work, settling down to a committed relationship was just too much of a liability. Having to deal with demons and monsters everyday already took tolls on his sanity, and to care about someone while he's at it? No way. That was where he drew the line. So he tend to avoid any sort of deeper intimacy when it came to the person he's sharing the night with, and his boat was going on smooth sailing until he met you.
You were also a hunter, and you were also — Just his type — you were fearless, feisty, witty with a sharp tongue and crude sense of humor just like he did, making conversation with you flew by effortlessly. And it didn't help that you were also drop-dead gorgeous.
But most of all — you understood him — you understood his difficulty with commitment — which was a common situation in the field — and never once questioned him for not wanting nothing to do with you other than sex.
You thought it was just going to be one time — which in other cases, you would be right — but then, a few days after your first encounter with him, Dean called you again. He wasn't expecting himself wanting to call you up again either, but he couldn't even give it a second thought before he found himself lost in his mental image of you, and then caved as he dialed your number.
The more nights that he spent with you, the more enamored with you he became, making this whole "Friends–with–Benefits" with you the more confusing to him, because as much as he wanted– no, needed you to stay, you continued to slip away from him.
It was another night, you two have met up, hooked up, and you were now getting dressed to leave him behind again. It might sound ridiculous and hypocritical but Dean couldn't help but find it ridiculous how you didn't even want to stay until morning.
"So.. are you mine tomorrow too?" – Dean asked, his voice low and raspy as you turned around with a clear confusion, the satisfaction that was in your eyes now a distant memory.
"Or just mine tonight?" – He asked once again, quietly.