A/N: In a sane, just world (of my own creation, if nothing else) at the end of S4, Cas got Dean to the convent in time to keep Sam from killing Lilith and opening the Cage. Castiel also transported Chuck there so that Raphael came down and to get medieval on Lilith and double-secret lock the Cage so that no further shenanigans could be plotted from Heaven or Hell.
As a result of this, the incidences of all things supernatural dropped dramatically, leaving Dean and Sam free to develop more normal lives - Dean with Lisa (hey, I liked her and Ben) and Sam with Sarah the antiques dealer, while still maintaining a less-involved connection to hunting.
This story (and perhaps others) takes place in that universe.
Dean, Sam, and Ben climbed out of the Impala, back from a morning at the movies. The two brothers were arguing about something as they headed for the front porch where Lisa and Sarah were sitting.
"DID. NOT." Dean insisted.
"Diiiiiid Tooooooo." Sam insisted back.
"What is going on?" Lisa asked.
Dean looked grim, Sam looked smug, Ben stepped up to answer.
"Dean cried during Mr. Popper's Penguins." He said.
They all turned to look at Dean who rolled his shoulders and strode into the house with a loud sniff and a petulant answer.