Since I did start the thread, I'm taking the head of the gang...

Picture:
Name: Max Prinara
Age: 58
Sexuality: Bi
History: Max was recruited in his thirties to be a part of the gang because he showed promise in handling money. He's good with the numbers coming in and out and he can bring in money like it's nothing. He's not so good on the political side of things. Max doesn't give off a good image, he has other people do that for him. Max inherited the gang when the person who founded it died of natural causes, in his sleep. Or at least that's the official story. Max may or may not have had a hand in the previous leader's death and some people see his leadership as illegitimate. Those people are easily silenced, though.
Personality: Max puts the gang before everything else. The existence and continuation of the gang his number one priority. Imagine what a laughing stock they would be to the other gangs around the world if they fell apart? Max would be a laughing stock as well since it happened on his watch.
He is protective of the slaves, but only to outsiders. To people in the gang, he allows them to do whatever they want as long as there is no death or permanent injury. He is firm with everyone in the gang, though. If they don't obey his words, there are consequences. With his slaves, he is fairly rough as well. It is better for them to fear him. Secretly he does want to be loved, but there's no way in hell that's going to happen with his position. Slaves certainly won't give it to him and neither will his gang members. Love is a weakness that is easy to exploit, Max knows this.
Appearance: He's getting older. Grey hair and wrinkles lining his face. He knows that people may start to see him as weak for his age, so he has to step it up.
Picture:Name: Jay Prinara
Age: 25
Sexuality: Gay
History (how he became a part of the gang): Jay is Max's grandchild, a generational member of the gang. Jay's parents tried to stay away from it and keep Jay away from the gang and what it was. They had moved away from New York to get away from the the gang. But Jay learned about the gang on his own. It wasn't easy to miss, they had been operating out in the open for awhile now, it was all over the internet. Jay contacted his grandfather on his own telling him he wanted in. Max sneaked Jay away from his family and Jay hasn't talked to them since. He had something of a fantasy of owning someone else and now he gets to live that fantasy.
Personality: Jay is actually rather violent at times. He's prone to mood swings where he yells at people and throws things. They can be caused by nothing in particular. He is especially protective of the slaves if he chooses to use one exclusively. Like if he decides that that one slave is his, than he'll get pissed and into fights if someone else tries to use that slave. He's been saving up to buy one for awhile, but hasn't been able to afford one since they are so expensive.
Appearance: Jay is young and so prettier than a lot of people in the gang. He does work out to stay in shape because he feels he needs to be in shape for the raids. He has blue eyes and dark black hair.
Picture:Name: Preston Spalding
Age: 16
Sexuality: Bi
History: Preston was taken while he was walking to the grocery store. He had only been gone from his house for twenty minutes when he was grabbed from the street and taken into being a slave. It had been late and he hadn't seen them coming for him.
Personality: Rebellious to a fault, whenever someone tries to use him, Preston attacks them however he can, kicking and scratching even though he knows it's just going to hurt him in the long run. He hates being a slave and will do anything to get out. He feels like getting fucked is surrendering his male self-image and he can't stand to do that. He feels like he's feminized from being fucked. Thus he rebels every chance he gets. As a consequence he's spent more time being punished than a lot of the other slaves. Most of the gang members know him as the problem slave.
Appearance: Dirty blonde hair with dark eyes. He often has welts on his body from being whipped, but nothing permanent. That is one of the rules, no permanent damage.