I'm thinking more of the 3 months gap. It makes more sense to the whole story, and also explains the 'rusty' comment that Dean mentioned to Sam, since i don't think that Sam would get rusty so soon.

Also, i'm thinking that whatever happened to Sam in the story, meeting the other hunters, having those dreams with Jessica (who's actually Lucifer), they are all drawn out, and didn't happen within days of each other. IMHO. :)