Disclaimer: I do not own any Supernatural characters. Nothing was gained from this story (except the satisfaction of writing).
Set: post "In My Time Of Dying" (any time after that episode)
"Double strength espresso and a hazelnut - no, vanilla - latte?" The Starbucks girl called, surveying the room for a customer that did not come forward. Frustrated, she took on a much louder tone: "Order's Up! Double strength espresso and a vanilla la-"
"Shhh! Keep it down! Someone might hear!" Dean barked, stomping up and snatching the coffee from the girl. She was not offended by his gruff behaviour, mostly because it suited him so well. She noticed the smallest hint of a wink in his tired eyes as he took extra sugar packets from the container and she smiled. After paying, Dean donned his dark sunglasses and walked out to the Impala, muttering under his breath about having to order a "chick drink". He winced at the sunlight reflecting off the hood before sliding into the driver's seat. Sam was curled up in the passenger seat, asleep. Dean smacked him in the back of the head.
"Sammy, wakeup, I got your coffee. Smell that? Caffeine…" said Dean as he let the characteristic coffee scent waft through the air. Sam mumbled something incoherent in response and shifted his position. Dean shook his head and took a sip of his exceptionally strong coffee – which was, in his opinion, man coffee. Dean supposed nothing but "man coffee" would do after the night he and Sam had had. They'd gone to a local bar to celebrate their recent defeat of a Wendigo where Sam had drank himself under the table (though not really a difficult task, in Dean's opinion) and Dean had met a very nice college senior named Melissa – no, Melanie.
Dean pushed a cassette into the Impala's tape player. He looked over at Sam as Blue Oyster Cult began to play from the speakers. Sam's sleep remained largely undisturbed, despite the fact that Eric Bloom's voice was resonating 'Take me awaaaaaay…' through the car. So it did not surprise Dean when Sam's cell phone rang, and Sam did not stir.
Dean was in the middle of a spirited rendition of Godzilla (complete with the occasional air guitar riff) and so was quite annoyed when he had to pull over, stop the cassette and reach into Sam's jacket pocket for his phone.
"Sammy, the things I do for you…" Dean said to his brother's sleeping form. He answered the phone with a grunt.
"Hello, is that Sam Winchester?" said a hesitant female voice.
"No, it's his brother Dean. Sam's asleep coz he's such a lightweight."
"Oh, okay… uh, I'm Jennifer Caruso. I went to college with Sarah Blake. She told me that you – you and your brother – could help with a, uh, problem."
"Well, sweetheart, that all depends on what kind of problem you're talking about."