"When I'm in class, I'll wish I was playing World of Warcraft."
So would it be better if he said "When I'm in class, I wish I was playing baseball" or "fishing" or "out working on my car"?
Being a 47-year old man myself, I'm not so old that I can't remember that wishing I wasn't doing whatever crappy thing I had to be doing isn't pretty much the ground-state of any adolescent.
"When I'm with a girl, I'll wish I was watching pornography, because I'll never get rejected."
Meh, I think porn is a symptom, not the cause. I'd say what he's observing is a thing, but is a transient result of a (historically) momentary discontinuity between sexualism and sexual availability.
We live in a society where womens' sexualization is complete: it's a (pardon the term) naked commodity, and in which its use as a lever for commercial exploitation is constant. The primal urge for sex in young men is, I suspect, unchanged from history, yet now they're like starving men walking down a street of bakeries, candy shops, and restaurants all taunting them with what they want. At the same time, REAL women (as opposed to the ones flaunting themselves for commercial gain - you don't think those girls in the Axe commercial are doing that because they really feel that way, do you?) are more empowered than ever to demand a level of respect and consideration in the relationship making the sexual negotiation ever more complex for a stupid, single-minded, priapistically-driven young man. Porn and masturbation are the only sexuality he can control, is it any wonder that sometimes he wishes it was as simple as the movies make it seem?
It's the old conundrum between offense and defense. At this time, one side has all the advantages, is it any wonder that sometimes the other side doesn't want to play as much?