I can relate to Will.
I am a single guy and almost 40. I don't have many friends, because all my friends have gotten married, and it seems like a rule that, once you get married, you no longer want to hang out with your single "loser" friends. No, as a married person, it seems that you have to go to weddings and meet other couples and talk about families all the time. How boring!
It used to bother me being single, but now I enjoy it. My money is my own, my time is my own, I can go out with whomever I want, and I am not "tied down" at all. I also enjoy my own company, and can fill my day.
It seems to me that being single bothers other people, because it is like they are saying: "Look, I thought marriage had something to offer, but I was conned. Now, you're going to get married, and be as miserable and bored as me".
I am different from Will, however, in that I work for the family business, and go to sporting events with my brothers. My family is really close, so I see my parents and siblings all the time.
If someone is single, they are not a "freak" or a second-class citizen. It seems to me too many people don't "get" that not everyone finds it easy to find that person. I find that a lot of women these days are "career-oriented" and don't really want to marry and have a family. The ones who do often cave to family pressures, so that their parents can have "grandchildren".