This really hits close to home to me. Especially because my name is also Will, and less a few details, you described my entire childhood. I'll share a little bit about what I experienced and what I'd expect for him. Fair warning: mini-autobiography ahead.
My parents had a really, really rough divorce. Dad won custody, but my worthless mother (a story for another time) fought him in court and through me for 15 years. I was so emotionally unstable that I used to cry hysterically the second I ever heard anything negative. "Will is a poop!" would have sent me into an emotional breakdown.
I never had friends. I'd hang around school 'til 6, when my dad would pick me up. From there, I'd go to his office (he has always worked 10~12 hour days) and he'd force me to study. In my free time, I played video games, alone. Even my dad's social life was so nonexistent that we never had people over.
This trend continued into high school for the most part. Combine that with puberty and listening to all the fun people were having at parties / dating / having sex, the loneliness and angst really set in. I was still playing video games alone - they had always been an escape for me - but my interest had been waning. I knew I was severely depressed when my games felt like a chore.
I started asking girls out. I was not a sociable kid and I couldn't relate to anyone. Combine that with being a huge nerd at a preppy school and I came off a little creepy. I never got a single date, and after several years of trying, I was ready to give up on everything, including life.
I seriously considered suicide for several months. I could grab a gun and blow my head off. Quick, but messy, and I'd scar my dad. I could drive up to the mountains, get drunk off my ass, and drive off a cliff without a seatbelt. It would look like an accident. I had plenty more ideas, but not enough willpower to go do them.
At one point, my high school removed me from the campus and said I wasn't welcome back until a psychiatrist vouched for me that I wouldn't cause myself harm. The last thing a suicidal teen needs is to be told "if you're going to kill yourself, you can't be a student here". This was a religious and very prestigious private school that kept its records and press squeaky-clean.
Other than taking a stupid questionnaire at one session with a psychiatrist, I never received therapy. I had gone through it for years (with different people) when I was younger and it only made me feel worse about my life.
I was hanging on a very fine thread for a long time.
What eventually kept me from suicide was complete apathy. Not caring at all about life led to not caring about anything that happened in life. My problems no longer bothered me after I "snapped", as I say. For my last year of high school, I was completely joyless, but I also wasn't depressed.
I didn't really feel any emotions until my sophomore year of college. I had given up on dating and socializing, but a couple of other gamers invited me to dinner during their freshman orientation (I worked IT so I was there earlier than everyone else). I accepted, since I didn't really have an excuse to avoid it, and there were 5 of us that night - 4 men and 1 woman.
My first thought when I saw her was "I wonder if I'll ever date anyone as gorgeous as she is". She was dead quiet all night. I think she felt out of place, since she wasn't a gamer at all; she just played billiards once with one of the other guys.
To avoid a tl;dr side story for this, the two of us ended up dating. We were both in our first relationship, and she got me back in touch with what it means to be a regular human being. 7 years later, we're happily married, and the depressed /u/MotherFuckin-Oedipus is long dead.
And for those of you who were worried, games are no longer a chore for me. Even though I work 60 hours per week and have a wife, you can find me on PSN / Steam / Smash for around 5 hours every night.
tl;dr - /u/mus_maximus nearly described my life to a 'T'. I staved off suicide long enough to meet my wife, who ultimately saved my life.