The deposition was the same in which he also admitted to obtaining Quaaludes to give to young women who he pursued for sex.
The New York Times first reported details from the 1,000-page transcript of the deposition, which the paper said it had obtained through a court reporting service where it was publicly available.
Earlier this month, a federal judge unsealed a 62-page memorandum of law in the case, which Cosby and his accuser, former Temple University employee Andrea Constand, settled in 2006 for an undisclosed sum.
The Times report presents a damning picture of the entertainer who admitted to sexual liaisons with many women, some as young as 19. "I think I'm a pretty decent reader of people and their emotions in these romantic sexual things, whatever you want to call them," he said in the deposition.
In the case of a model named Beth Ferrier, whom he met in the 1980s, Cosby recalled asking about her professional life and her recently deceased father. "Did you ask her those questions because you wanted to have sexual contact with her?" asked Constand's attorney, Dolores Troiani.
"Yes," Cosby replied.
The entertainer described his romantic pursuit of Constand, whom he met in the early 2000s at his alma mater, Temple University, in this way: "Inviting her to my house, talking to her about personal situations dealing with her life, growth, education."
Though he said he offered Constand advice about her interest in pursuing sports broadcasting and described himself as a "mentor" to her, he also invited her to dine alone in his Philadelphia home and pursued a sexual relationship with her over the course of several years.
Cosby said that sexual intercourse "is something that I feel the woman will succumb to more of a romance and more of a feeling, not love, but it's deeper than a playful situation." In the case of Constand, he said the two were "playing sex, we're playing, petting, we're playing."
It was during one such encounter that Constand said the entertainer drugged her and then molested her -- prompting her lawsuit. In his deposition, Cosby said he gave her one and a half tablets of Benadryl before they had sexual contact. Her lawyer argued that he had given her a more potent drug.
Elsewhere in the deposition, Cosby admitted to obtaining Quaaludes to give to women in his efforts to have sex with them. "What was happening at that time was that that was -- Quaaludes happen to be the drug that kids, young people were using to party with and there were times when I wanted to have them just in case," he said.
But Cosby noted that he never took the sedatives himself because they made him too sleepy.
"Why didn't you ever take the Quaaludes?" Constand's lawyer asked.
"Because I used them," he replied.
"For what?" she asked.
"The same as a person say would have a drink," he said.
At several places in the deposition, Cosby described efforts he made to keep the knowledge of his extramarital pursuits from Camille, his wife since 1964.
He admitted that he made a payment to another woman, Therese Serignese, who also claimed that Cosby drugged her and had sex with her during a 1976 encounter in Las Vegas when she was 19 and he was around 39 or 40.
He also testified that his William Morris agent at the time, the late Tom Illus, sent Serignese $5,000 and that he reimbursed Illus from his personal account as opposed to his business account in order to disguise the payment from his wife.
Representatives for Cosby and Constand have not yet responded to calls for comment.
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