(WHAS11) -- Erotic pictures, prescription pills and sexual allegations… we're learning more about Karen Cunagin Sypher as her extortion trial begins Monday.
But WHAS11 News has also learned that some of the information we found, looking through public records, may never be heard by the jury.
We've discovered that during the past decade, Karen Sypher has filed three civil lawsuits, asked for two emergency protection orders and had her most recent ex-husband arrested.
She also was named as a defendant in a foreclosure action involving a $600,000 house deeded to her by an ex-boyfriend.
But there's one case in particular that federal prosecutors hope jurors will hear about next week at her trial... a sexual harassment suit Sypher filed against her former employer.
Karen Sypher's allegation that she was raped and impregnated by Rick Pitino was not the first time she has allegedly made those types of claims.
In a 2001 civil lawsuit, Sypher claimed her former employer Leonard LeGrande made unwanted sexual advances.
She specifically talked about a business trip she took with LeGrande to Atlanta in which Sypher said "he approached himself upon me and I told him to get off. And that did scare me"
She said LeGrande tried to kiss her several times, but says she fought him off.
But LeGrande told a much different story in his deposition.
He said Sypher told him "We're both consenting adults here. It doesn't matter what happens."
LeGrande said, "She wore this real skimpy see-through nighty." Like those found at Fredrick's of Hollywood.
Then he said they had a one-time sexual encounter.
LeGrand said after he broke off the relationship, Sypher asked him to meet her at Waterfront Park where she allegedly told him she was pregnant.
LeGrande said Sypher said "I've got some pill I can take, but I want to make sure it's over with before I take this seven day pill."
The lawsuit was eventually settled .
LeGrande died from cancer a short time later.
But U.S. Attorneys hope to use his deposition in court.
“That's gonna be an extremely important issue in the case,” former federal prosecutor Kent Wicker said, who is serving as a legal consultant for WHAS-TV in the case. “Juries tend to focus on the past actions of the defendant, if she has done something like this in the past that may be all they need to hear.”
The civil case file also contains copies of multiple prescriptions Sypher obtained for painkillers like Codeine and Oxycontin.
Sypher said in her deposition that she took those drugs for several years for headaches and back pain.
And a copy of an alleged "business card" Sypher gave out to customers of Autoglass and More with Sypher in a bikini.
Sypher said in her deposition that she had them made as part of her longtime work as a model at bars and trade-shows.
