According to the complaint, Mr Combs asked the boy how committed he was to pursuing his dream and the boy replied that he would “do anything”.
During the meeting, a third person gave the boy a soda that made him feel “funny”, but at the time, the plaintiff thought the feelings were from happiness over the meeting, the lawsuit states.
The rapper is then accused of disrobing and ordering the boy to perform a sex act.
When the boy resisted, Mr Combs allegedly assaulted him. The plaintiff says in the complaint that he lost consciousness and woke up in pain with his pants undone.
Mr Combs told him if he told anyone he would hurt his parents, according to the lawsuit.
In the second lawsuit, an unnamed male alleges he was sexually assaulted by Mr Combs in 2008.
The plaintiff was 17 when he was auditioning for the MTV reality competition Mr Combs produced.
During various rounds of the audition process, Mr Combs allegedly asked the plaintiff how he would handle situations involving sexual pressure.
He and his bodyguard went on to force the teen into sexual acts, the lawsuit states.
Mr Combs is currently being held at the Metropolitan Detention Center in Brooklyn, New York following his September arrest on federal charges.
He was denied bail and will remain in custody until his trial in May.
He has denied all the allegations against him.
“Mr Combs and his legal team have full confidence in the facts and the integrity of the judicial process,” his representatives said.
If convicted of racketeering, he could face life in prison.