I am still wondering how did he got independent from his step parents.
If I remember correctly, he made money with developing some sort of encryption code (or other computer stuff, I admit I do not know anything about programming... :| )
And now, my take on young DmC Vergil.
Now, what we know about Vergil's childhood from the games is this:
1- he had been a computer geek, for sure, as he states in Mission 18. And he used this as some sort of let out for when something went wrong.
2- he came from a rich foster family, as is said in both VD and Vergil's Chronicles.
3- he had some issues with Eva, and felt envious of Dante, who was stronger and had an outright personality ("He was always her favorite... The way she admired his impulsiveness, how he followed his heart").
Now, that given, I am given the following impressions:
1- he is insecure, and the issues with Eva surely played a role in that, but this can't be the whole tale, as we must consider that, in the years of his adolescence, he didn't remember her.
2- being smart as he is, he must have done pretty well in school in almost everything he did, from science to PE (he is nephilim, after all).
3- he is good looking, but white hair is not so common, which can be ground for being bullied or fawned over.
Now, all these things combined, I see potential for disaster or, on the opposite, for success, depending on how he behaves.
If he behaves shyly, then it's disaster, and this I can tell from personal experience: having good grades and being socially awkward calls for being hated for being a spoiled brat who thinks he's above anyone else. Maybe he didn't think so at the time (he didn't know he was not human), but his classmates didn't read his mind... Add the fact that his looks are strange (a perfect ground for being bullied), and that he's rich, and maybe you can grasp what I'm pointing at.
If, on the other hand, he behaves like the charismatic person we are shown in DmC, maybe things didn't turn out
that bad, and he could have charmed his way through school and college pretty easily.
But I don't imagine this second possibility to be the case. I think that, at least in his childhood and the first years of adolescence, he was insecure and shy (the geek!Vergil version is one I find both fascinating and cute), and when he had issues with his classmates because of that, he locked himself up and did his computer stuff. Why I think he was at first socially awkward? Well, again because of what is said in VD: Dante was a more impulsive person, which can be read as in Vergil was more closeted, had a more difficult time relating to other people. This is entirely possible, that Vergil was one of those people who don't instinctively know how to deal with others.
With time, he matured, and he started to recognize his successes and maybe making some good friends who boosetd his self esteem. This way, he was in the condition to develop the more charismatic aspects of his personality, which had at first remained somehow hidden; charisma that imo is given by the enthusiasm with how he speaks about his plans (I love the scene where he speaks of the Order to Dante).
But, deep down, his insecurities remain, waiting to explode once he is faced again with their greatest incarnation: his brother Dante besting him in battle.
Now, all of that said, if only I came across a geek Vergil in college... *ç*