OK, I'm new, so bear with me. I want to throw out theories Deena might be one of the " .... bitter enemies out of the shadows ..." hinted at on the back cover of Captivated By You, the enemies lured out into the open by Gideon's love for Eva. Unlike other "brunette threats" that tried to end the relationship, Deena doesn't love Gideon, so "winning" isn't getting Gideon - it's getting even.
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She was bent on revenge even though she's still hot for him. I think she hates him for treating her like a w h o r e (her word) during their one night stand at the f-pad. We don't know how long ago the one night stand happened, only that it must have happened before early June, when he met Eva.
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In June, he made sure everyone knew Eva was his serious girlfriend. Deanna thought he did it just to make Corrine jealous. In July, he and his ex-fiancée were "back together." Is that what finally set Deanna off by mid-summer, the thought of him getting married? So Deanna hatched a revenge plot to paint Gideon as a violent abuser?
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In early August, Deena ambushed Eva, and we know all the awful things Deena said. Though we don't know what Deena said to Magdalene, we know Deena went after that "ex" too. Deanna had no way of knowing Magdalene and Gideon were strictly platonic - she probably thought Magdalene had been a full-fledged girlfriend he cheated on all the time and then dumped for Eva. We also know Deena went after Corrine, showing Corrine pictures from Times Square proving Gideon was reconnecting with Eva.
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By the end of Entwined With You, Gideon got lulled into a sense of security about Deena. He believed Deena accepted his apology. He felt she did him a favor by warning him about the sex tape, but I think the real reason she told him was to try to get him to reject Eva. Finally, when he told Deanna he was going to marry Eva, he thought he'd neutralized Deena with the promise of money Deena could make with exclusive access to his wedding pictures.
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He thinks he's got Deanna under control. Does he? Or is Deanna still plotting and soon is going to go nuts when she finds out Gideon already secretly married Eva? Maybe Deanna would get so mad the money won't matter anymore. Revenge would be to hurt Gideon by tabloid stories his socialite wife used to be a Brett Kline groupie. Even though Gideon made sure the actual video footage itself never gets out, the fact remains it exists, and Deanna is among the people who knows it.
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So is Deanna now plotting revenge by reporting about the sex tape herself or leaking the story to some sleazy journalists she knows? In Bared To You, Gideon said he would destroy any reporter who hurt Eva. Would he destroy Deena? Or would "new Gideon" changed for the better by Eva's love rise above it?