It seems as though Kendall Jenner might be finding herself in dangerous territory with some of her new "Hollywood friends." Rumor has it that the aspiring super model is "obsessed" with rap's bad boy Chris Brown and is looking to even start a relationship with him, despite his sketchy past with his ex-girlfriends.

Kim Kardashian Talks Beyonce & Jay Z Divorce Rumors

Us Weekly's print edition on Wednesday reports that Jenner is supposedly infatuated with the rapper, even though he is currently dating model Karrueche Tran.

According to the Daily Mail, an inside source told the magazine that both Jenner and her sister Kylie are into "bad boys," much to their mother Kris Jenner's dismay. Also, Kendall supposedly hung out with Brown at his home after the MTV VMA's back in August and "hung out with friends until 5 a.m."

French Montana's Wife Reveals He Missed Son's Birthday After He Showered Khloe Kardashian With Jewelry & New Car

Just last month, it was being reported that Kendall's brother Brody Jenner was "fed up" with his sisters' antics and their overall bad behavior in the press.

According to Star Magazine back in August, Brody tried to confront his dad Bruce and stepmother Kris about his younger sisters, but it looks as though his concerns fell on deaf ears as the girls are still "out of control."

A source close to the Kardashian family said: "Brody laid it all out: the girls' hanging out with known drug users, the car accidents, all the attention-seeking online - he really tore Bruce and Kris apart and accused them of putting fame ahead of parenting."

The insider added that Brody feels that Khloe and Kim Kardashian are also responsible for Kylie and Kendall's behavior and that they apparently got an earful from him, too.