Sam was taken aback by the fact Dean sent this girl a letter. He never seen him mail it let alone write it. Though that could have happened at any time. It wasn't like they were always together all the time. Sam frowned.
Bobby merely quirked an eyebrow. He knew Dean was a 'player' of sorts but damn, boy got around.
"Listen, I know this will sound strange but I have to be sure," Sam started, "Do you have the letter he sent you?" Maybe he could see the handwriting and know before he went on to tell her more.
"It's not that we believe you, but ... just caution." Bobby put in.