The second week of the trial of Karen Sypher, accused of extorting money and other things of value from Rick Pitino kicked off with some “kiss and tell” testimony.

An ex-husband and two ex-lovers, one of whom was Sypher’s attorney prior to her indictment in April 2009, gave testimony that could seriously derail her defense, according to Louisville’s courier-journal.com and the Lexington Herald Leader.

Sypher and Pitino had one night of sex in 2003, out of which came Sypher’s allegations of rape and subsequent alleged attempts at extortion for her silence about the University of Louisville men’s basketball coach.

Rick Pitino on the stand: sex with Sypher was brief and unfortunate

The saddest testimony came from her former lawyer, Dana R. Kolter who took his client’s word about the rape allegations and sought to work out a settlement with Pitino in order to avoid filing a civil lawsuit against him.

Kolter who crossed ethical boundaries by having sex with a client while representing her, said the suit he threatened to bring might not have been allowed by a court.

“I don’t know if I would have won that argument,” said Kolter on the stand Monday. He also testified that he tried to get her psychological counseling, because he thought, “…her eggs were scrambled.”

Tim Sypher calls ex-wife’s rape allegations, “craziness”

Another lover took the stand on Monday and told the jury that within days of her being charged with extortion, he met with Karen Sypher to ask about the situation.

Tyree Fields, a former basketball talent scout met Sypher in 2008 at which time they began an affair. She was still marreid to her latest ex-husband, Tim Sypher in 2008.

By the spring of 2009 they were merely friends and Fields’ testimony on Monday indicated Sypher knew what she had done. “Her response to me was that it was stupid, I shouldn’t have done it,” said Fields on the stand.

Rick Wise, a two-time ex-husband of Sypher’s (they divorced in 1984, remarried in 1986 and divorced again in 2002) testified on Monday. According to Wise, he declined to meet with her to discuss her money demands from Pitino prior to her arrest.

He told the court that once Karen was arrested, he suggested she take a plea deal to which she told him, ““If I am going down, I am going to take Pitino with me.’”

Testimony resumes on Tuesday.

Used with permission of the author.

Paula Duffy is a national sports columnist for Examiner.com and the Huffington Post and regularly comments on sports/legal matters for radio affiliates of ESPN and Fox Sports. She founded the sports information site, Incidental Contact, is the author of a line of audio books designed for sports novices and in her spare time practices law in Los Angeles. 

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