Rapper Yung Filly, whose real name is Andres Felipe Valencia Barrientos, has pleaded not guilty to six counts of sexually penetrating a 20-year-old woman without consent in a Perth hotel room in September 2024.
The 30-year-old also denies impeding the woman's breathing by applying pressure to her neck and three counts of assault occasioning bodily harm.
His trial on Friday heard the woman he allegedly attacked had earlier in the night repeatedly requested entrance to a VIP area in a nightclub where Barrientos was performing.
Bar1 owner Malcolm Pages said the woman approached him in person multiple times to gain access to the area where the entertainer could be seen before and after his show.
"She came down and asked me how she could get into the VIP," he told the West Australian District Court.
"As the night went on, there would have been another four or five times.
"My reply every time was, 'You have to wait until you're green-lit.'"
Mr Pages said the woman then started sending direct messages to the club's Instagram account, also asking for access to the area.
"It was getting too much," he said.
He said the woman was permitted to enter the area, which contained 30 to 40 people, after Barrientos had performed.
"I did a walk-through one or two times ... and I saw her interacting with the artist," Mr Pages said.
The pair were socialising, he said.
A video played in the court showed Barrientos leave the club in the early hours of the morning.
He walked to a waiting minivan and was later followed by the woman, who could be seen on the video talking to the vehicle's occupants before she got in.
Prosecutors say the rapper turned violent while the pair were having consensual sex.
The woman allegedly suffered multiple injuries during the assault, including extensive bruising to her face and neck and a bite wound on her right breast.
The woman, who cannot be named for legal reasons, claims she was invited into a VIP area after the musician's set ended.
She told the court that once there, Barrientos put both his hands down her pants and touched her breast while the pair were talking.
She said he told her: "You're coming home with me tonight".
The trial continues.