1. The Challenge 6: Making Amends


    Date: 10/23/2017, Categories: Fiction, Body modification, Consensual Sex, Incest, Job/Place-of-work, Male / Females, Male / Older Female, Author: tw_holt, Rating: 90, Source: sexstories.com

    Author’s note: Like the other Challenge stories, it is a stand-alone story and takes place in the same year as the other ones. The bulk of this story starts in February. There aren’t any cameos from previous chapters in this one, aside from Bob and the Bahamas. The Challenge 6: Making Amends Chapter 1 “Bob? You wanted to see me?” Janet, Bob’s executive assistant knocked on the huge double doors of his office. He surprised her by opening the door, smiling, waving her in. “Yes!” Bob was rarely in the office anymore these days. His age and the fact he was a multi-millionaire who dabbled in side projects, kept him at home mostly. What work he did do, Janet helped, organizing his meetings, phone calls, paperwork and so on. The 52-year-old, dark red haired, beauty entered his office, taking her seat across from his desk. “So? What can I do for you?” Janet asked. “Mmm, Janet. I love it when you ask that,” Bob moaned. “I can’t tell you how many erections you’ve given me over the years.” “That’s very sweet of you Bob,” Janet ignored her boss’s sexual forwardness. She’s worked for his company for over 20 years, fully aware that Bob knew of her wild exploits with clients and other employees. Janet had calmed down in recent years, maturing even, to focus on her husband, Harvey. She purposefully requested a demotion to secretary in order to remove herself from an environment where she could easily sleep with every coworker, client, or model at the various magazines the company published. ...
    Bob respected her choice, however still flirted with her relentlessly. Janet didn’t care, since Bob never mistreated her in any way; she never felt the need to file for sexual harassment, because to her, it was in good fun. “How’s Harvey?” Bob asked. “Good. His kidneys are working fine. We’re getting all good reports from his doctor checkups,” Janet answered. “That’s great! Maybe you can invite me over for dinner and he and I can take you to bed,” Bob suggested. “Sure,” Janet rolled her eyes. “Forgive me. I’m old, I’m dirty, and I don’t care anymore. On a serious note, you know how grateful I am for you. You know how much I appreciate you,” Bob said. “I know,” Janet smiled. “I’d love it if you spent the weekend with me. But that’s your call,” Bob said. “I think your fiancée would have a problem with that. Don’t you think?” Janet asked. Bob shrugged. “She wouldn’t know.” “Bob, why did you want to see me?” “I’m going to write you a check for $1000 for every scrap of information you can provide to me about something,” Bob said. Janet thought for a moment. She had no inside information about competitors. Even if she did, Bob was so far removed from most business deals he wouldn’t be someone she’d tell that to – a vice president, yes. “Well, alright. I’ll do my best.” “Great. Take as long as you need to tell me everything you know. I want names, history, locations, relationships, everything.” “Fine,” Janet said, confused. “What is this about? What do you want to know?” “I want to ...
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