(Monkey claims its actual usage is much higher, in the millions.) It's particularly popular among teens and young adults.According to App Annie, Monkey was the number-one app downloaded by 13-to-24 year-olds in April, and has remained in the top 10 ever since.
By 12, he was hacking his friends' TV cable boxes to remove any parental blocks.
"I started reverse-engineering how it worked," he said.
That may be one reason why the app has taken off among the younger set: In April, it was the top i OS app downloaded, according to analytics firm App Annie.
The app was meant to be an updated version of random video-chat site Chatroulette for today's teens, but without the sexually explicit content.
"Whenever they [parents] would put parental controls, I would turn off in a few hours." His most notorious hack to date was when he found a security flaw in Yo, the viral app that let you send a simple message -- "Yo" -- to your friends.
He managed to get a push notification that said "#Yo Been Hacked" to its users. He dropped out of high school at 15 to take the opportunity.
"To clarify, however, the machine learning and human monitoring kicks in when a user is reported.
The activity is monitored and then if the inappropriate content is confirmed, the user is banned.
If you make a connection, you could have a friend on social media, which can be as important as real life.
"I think people, adults especially, there's a real disconnect realizing Internet friends are just as important to teens as real world friends," Monkey co-founder Isaiah Turner said.
Among the 25 users CNBC chatted with, one was engaging in a sexually explicit act while another was showing off his genitals.