Tyga
Rapper Tyga was arrested in Las Vegas due to an outstanding bench warrant. The offenses included driving without a license, registration violations, and unlawful acts of financial responsibility. This was around the same time of rumors about his relationship with then-underage Kylie Jenner.
Tupac Shakur
Tupac Shakur was arrested for being involved with the sexual assault of a 19-year-old woman he met at a New York nightclub. He was sentenced to four and a half years in prison but received an early release after serving nine months. He always denied the accusations for his own involvement.