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Placing a gob of KY on her asshole, to which she said was cold, I slowly began entering my middle finger. Always asking if she was okay I gradually had my finger all the way in and began sliding it in and out. Satisfied that her ass was well lubed I pulled my finger out and reached for the KY to place some on my cock. Debbie turned her head back and watched my get my hard cock slick. She told me to be careful and go slowly. I placed the head of my cock against her asshole and very slowly penetrated her virgin ass. Having about two inches in her I again asked if she was okay. She said yes but I could tell she wasn’t totally comfortable. Leaning over her back, I reached for her pussy and began lightly rubbing her clit as my cock went in a little deeper. I slid my cock in and out a few times and could tell she was starting to enjoy her ass fucking. A few more thrusts and soon my cock was buried in her ass. She made no complaints as my hand played with her cunt I slowly withdrew my cock. Cynthia sat down on the sofa. She kept her knees together primly. Her fingers continued to toy with her hair. ‘What have you heard?’ she asked. ‘Well, several people have told me they think you’ve been acting depressed lately. Is that true?’ he asked. Cynthia, staring at her knees, nodded. ‘Can you tell me what’s making you depressed?’ Ben asked. ‘It’s…it’s nothing,’ Cynthia said, reddening. She continued to stare vacantly at the floor in front of her. Ben got up, walked to the sofa, and knelt in front of Cynthia. He took her chin gently in his hand and lifted her face so he could look at her. ‘Cynthia, I know something is upsetting you,’ he said softly. ‘Please, tell me what it is. I’d like to be able to help you.’ ‘I…I don’t know. I…’ the girl stammered. Her eyes began to fill with tears. She took a deep breath. ‘It’s…I, look, I just realized I’m not really worth much, you know?’ ‘Cynthia, how can you say that?’ Ben asked. It looked like what he’d been told was true. Even bright,.
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