Film director Traviss, 35, attacked the fashion designer, a friend of five years, after she got so drunk that she could not stand, it was alleged.
Traviss and the woman had been drinking at three bars in London on December 30 last year before going to his home on Marylebone High Street. There she alleges that she twice fell asleep to wake up with him raping her, reported Daily Mail.
Traviss had been in a relationship with Winehouse from early 2010 and they were planning to marry when she died of alcohol poisoning in July 2011 aged 27.
Kate Lumsdon, prosecuting, said that the complainant remembered Traviss asking her if she wanted to stay at his place and she assumed she had said yes.
"His asking that question was the last thing she remembers that evening until woken in his bed because of a sharp pain. She realised he had penetrated her. She asked what he was doing and told him to stop. He stopped. She was very shocked. He offered her a drink. She accepted and remembers it was more alcohol, wine," Lumsdon said.
The prosecutor said the pair had a conversation in which Traviss asked her if she just wanted to stay friends with him.
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"She said, 'Yeah.' They chatted for about half an hour and she relaxed again. She could not process what had happened and could hardly believe it. He was acting as if nothing had happened at all," Lumsdon added.
Lumsdon said the complainant felt extremely weak and suffered from a blood sugar level condition.
She said that Traviss asked if she wanted to go back to sleep, which she did, but woke up to find him raping her again.
"I had this blurry understanding of what was happening and I couldn't understand if it was happening or a bad dream and I just passed out," the complainant told the court.
"I can't understand how somebody so nice and gentlemanly could do something like that," she said.
Traviss has denied the charges.