He had explored for a little bit with Lucille, and the way that she spoke to him and looked at him made his heart thump every single time he even thought about it. Their paths had split as she headed home, and Winchester found himself longing once again for company. It was a lonesome life, the life that he led, and he hadn't known just how crushing that feeling could be. He had tried once, with the wanderers, to find some group that would take him in but let him wander. Not many had showed and after a few moments of idle chat, the boy had gone, in search of something else. He constantly contended with the fact that he may never find his 'something else,' the one thing that he was looking for, because the boy didn't quite know what it even was.
For now, he had stuck around the fields, preferring the winter weather here to some other places that were much colder or snowier or generally unpleasant. Winchester hadn't quite made a home for himself anywhere else, sleeping usually beneath the wide-open skies, but for winter he'd crafted some sort of gnarled-root den with a couple of ratty furs on the edges of the fields near the treeline. It was from here that he emerged, peering out at the snowflakes that had just begun to fall. He leapt forward, a squirrel chittering angrily in the tree above him. But it was not the snow that had caused him excitement. It was the peculiar, familiar, grey form of a wolf trotting through his wintertime haunt. His mismatched eyes narrowed-- it couldn't be. But was it?
Winchester began to lope in the direction of the figure, his long and lanky legs eating up the distance between them. While his sister may have become a beautiful young lady in her absence, her brother had become quite tall, willowy and languid. His movements were graceful, and upon losing most of his puppy chub, his features were narrow and defined. Though perhaps a bit oddly-proportioned, the young man had grown into himself much the same way as his father might have. As he drew closer and the form began to materialize into something more recognizable, Winchester couldn't help but let out a bark of excitement. His family had always been... excitable, and he was no different, despite however he tended to present himself.
When he was close enough, he leapt at her, aiming to place his wide paws upon her back before bouncing away again and loping in a large circle around her.