Henry hadn't been entirely truthful the other day when questioned about his wellbeing. It was just in his nature to act as if nothing was wrong, even when the truth was otherwise. The guilt over the divorce was hitting him harder than he cared to admit, and never being able to see Eileen again was weighing more heavily on him because of it.
He pushed all that aside as best he could as the driver he'd hired neared the Winchester mansion. This was an impressive place, and he couldn't suppress a whistle as the car pulled up. His own property was pretty big, but it was still hard for him to think of such a big place as his. The party had seemed pretty relaxed when Dean described it, so he hoped he wasn't under-dressed in his blue button-up, gray t-shirt, and blue jeans.
He tipped the driver, stepped out of the car, and took a minute to take a deep breath. He'd always been a little shy, especially in big groups, but he was trying to push past that. This party would be a chance for him to let go of the issues that were plaguing him, and he intended to have fun here. Of course, he was so busy with these thoughts that he almost forgot to grab the case of Guinness he'd brought with him before the taxi - he didn't know what they called them over here - drove off. Luckily, he rescued the beer in time, and then proceeded up to the front door and knocked twice.