Beer Chasers
Dean had been drinking since he was nine years old. Perhaps it should have been shocking that John had never said anything, but like so many other things in their lives this never seemed strange. Dean never lied about it and besides Dean was already working to help support the Sam (Deans little brother). Had been for some time now, working with their dad. So "if he could work like an adult, he could act like one, well while he was at home at least" John had said once.
John Winchester was a bounty hunter. No to say he was a bounty hunter would be an insult. The man was a 'Hunter'. People knew his name all over the US. John was offered a TV spot before anyone even knew who Dog the bounty hunter was. However John turned them down, he knew keeping a low profile was the way to go. He got called in for cases in thirty six of the fifty states and by three branches of the government. The man was good and wouldn't be where he was if not for his family.
No, Dean drinking wasn't a new thing to anyone in their close circle. It was when Cas found himself drinking that things were new. In all the years Cas' had never drank with Dean. However he did in time work with Dean and John. In time meaning a year and three months after Dean had started. In retrospect John really should have seen that coming. In all the years the boys had been friends they'd never spent as much time together as they had that year.
So Cas started working with the Winchesters on some cases, then all of them. At first only doing the paper work, helping find cases, and doing research but that only lasted about six months before Cas insisted they 'stop leaving him at home like a good wife'. So the boys buckled and let him come on a few cases. Mostly stake outs at first or having Cas as the look out. It was on one of those very cases that Cas helped in the chase for the first time.
Cas was the look out while the boys infiltrated the perp's girlfriends house. Dean had gone in through that attic window while John went right through the front door. They never would have seen the guy climb through the bathroom window of the second floor. Never would have been able to catch him even if they had. That was when Cas had decided to stop just being a look out.
Cas took off after the perp from his spot in a near tree. Cas shimmied to the end of the branch he was on and got onto the roof of the neighbor's house. From there he quickly and quietly stalked the perp. He waited for him at the end of the house and when the guy tried to round the corner into that back yard Cas leapt. He land square on the guy and when he began to fight, Cas 'helped' him eat dirt. Cas scared the shit out of John and Dean, when he jumped from the roof, the guy had, had a gun his girlfriend had told them. Cas had quickly wrestled that away thought and when it was all over he broke the guys nose and left arm.
John swore Cas was always welcome on the team after that. He had even tried to give Cas a piece of the pay after that case, but no way was Cas taking from their table. So Dean had John call Michael (Cas' oldest brother) and get the ok for Cas to stay over. Michael couldn't tell John no so when Dena had come into the living room with a rated R movie and two beers Cas didn't fight him.
That was how Cas drank for the first time, with Dean that night. Turns out Cas could drink, A lot. It was only after Dean had pulled out the good stuff and Cas had six shots and three beers did he start 'feeling something'. Dean was really impressed since he had been drunk for some time trying to keep up with Cas. Yeah, Cas was getting the hang of falling.