I have a few kids you may or may not be interested in playing with. I have four characters total, one of which is being retired at the end of this school year and being exchanged for one of my old characters. I'll just give you two to contemplate, both of which I know will be sticking around - hehe.

First, I have a fifth year Slytherin - Devon (link to bio is in my CT to the left) - she's in his house and just a year older than him, so there is a chance they may have rubbed elbows at one point or another. She is definitely a person who thrives on attention and collects gossip, so she may be a useful person to know (at least in terms of your fourth bullet point). Frankly, she tends to be more interested in exciting people, so unless he came under her radar for a very good reason, she'd probably just ignore him.  She does have a squib in her recent lineage, though she wouldn't necessarily be sympathetic, even if she knew. She's pretty muggle-phobic.

Then, I have a fourth year Hufflepuff - Lindsay (link to the bio is also in the CT) - she's in his year, so same thing goes. She is a fairly shy perfectionist who is far from perfect. She works herself to the very bone, and gets embarrassed very, very easily. She's very health-conscious and very maternal. Right now she's fairly busy trying to figure out what to do with her newly acquired boyfriend and obsessing over schoolwork, as usual.

Feel free to give me a poke on Y!M - I'm Invadergir567 and I'm usually around during the day. We're happy to have you on the board!