I think that the question I would ask is "What have you got to win by going?"
It seems from your post that you feel kind of lost and disillusioned with the working world, and you enjoy school. If I'm wrong, please correct me. I think a lot of people attend grad school for similar reasons, but much of the time it's just a delay tactic. In two years or so, you will be back in the same place with a very expensive degree. If on the other hand you aspire to a career in academia or you want a professional degree, then grad school is not only a wise choice but a necessary one.
Yeah, I think this post is pretty much key.
Grad school is a big commitment of time and money. Personally - and this is just me personally - I don't think it's quite enough to decide to go back because you're disillusioned with the work world and you like studying. There should probably be more of a goal to it than that.
I have a bachelors degree (English lit) and I was very seriously considering doing a masters. It's odd in a way because I am the only member of my family (that is, my parents and my older brother) who doesn't have a masters. And if you ask anyone, they would probably say that in many ways I am the most academically inclined of the family. My brother did a fantastic job of his grad degree and his thesis, but in a way I don't think he was that invested in it. I think he just did it for the accomplishment and because he could (he's very talented) and because it...amused him, in a way.
I actually think part of the reason I DIDN'T do a grad degree is because deep down I am fairly practical-minded. I would definitely have done a masters in English, because literature is definitely my number one passion and nothing else interested me enough. But in many ways a masters in English is a stepping stone to a PhD, and not much else. My brother, for instance, is a very successful freelance journalist, but I think he could have become that with just the bachelors (he also studied English lit.) I was seriously thinking of doing a masters in English with a speciality in Arthurian literature as it was my main passion when I was about 20. But seriously, what use would that have been except to become a professor with a speciality in Arthurian/medieval lit? And I just never felt like I really wanted to do that.
I have thought occasionally of doing a masters in journalism or publishing, which might open up some more doors to me. But the fact is, I now have a job with partly an admin focus and partly a literary/cultural focus, which is about as close to ideal for me as anything I can think of. Not that there aren't things I dislike about it, but there is more than enough I like about it. And I got that with a combination of experience and having a bachelors degree. I don't see many jobs that I'm interested in which require a masters degree.
So yeah, sorry for the long ramble, but I would just think about it carefully and your reasons for it, and see if you can see a clear career path (or better yet, several possibilities) from it. I really wouldn't do it if it's mainly a sort of delay/avoiding thing, even if you would really enjoy it.
I hope it all works out whatever you decide!
