Dean hadn't ever expected to fall in love. And definitely not with an angel. But, here he was. Head over heels for the angel that defied Heaven just for him and Sam.

You and Cas had practically been Sam and Dean's 'guardian angels', instructed by Heaven to keep an eye on them and make sure the destiny happened. But, when Sam and Dean said no, so did you. All because of your infatuation and love for Dean that you, as an angel, weren't supposed to have.

Now, it had only been a couple of months since you and Dean had met, but he figured that if he and Sam couldn't save tye world from the apocalypse, he'd at least step out on a limb and propose.

So, here you both were now. You'd been talking a case with Dean, late at night, outside of some shabby motel in the middle of nowhere when he got down on one knee.