1. The Challenge 4: Origins and Revelations


    Date: 4/20/2015, Categories: Fiction, Cheating, Female solo, Hardcore, Incest, Interracial, Male / Females, Older Male / Female, Pregnant, Prostitution, Reluctance, Threesome, Author: tw_holt, Rating: 80, Source: sexstories.com

    happily showed him around town. She showed him various restaurants, places she remembers from her childhood, and the elementary school she went to before moving to Tampa Bay. They stopped for lunch after their sight-seeing tour, Bob asking her to pick some place nice. Sitting across from he couldn't believe how gorgeous was. "So, your husband; you and him aren't -- " "I've never been faithful, if you were wondering," Diane blurted out, after taking a sip of tea. "It's just one of those things," she shrugged. Bob decided not to press the subject further, deep down not really caring. "How many children do you have? I'm sorry, I'm not trying to be too personal," Bob said. "No, no, it's fine. You just paid me $10,000 to spend the night and day with me. You can ask me anything you want. I have three kids. I got pregnant at age 17, 19, and finally at 22. That was my first husband. We married after high school. It didn't last long. I remarried shortly after. We stayed in Tampa Bay up until last year." Bob listened for the next hour as Diane talked about her three children, Bob's grandkids. The oldest, Sandee, moved out to Los Angeles when she turned 18 and dances at a few clubs there. The other two are still in Charleston with Diane and their stepfather. Bob asked about their interests, schooling, and general appearance. He treaded dangerously close to the line between a wealthy stranger paying for a night of sex and a relative wanting to know about his kin. So he backed off, ...
    talking more about the area, avoiding questions about her personal life and family. Bob learned she did stripping on the side, lying to her husband about it, and thoroughly enjoyed it. Diane informed him that some clubs she worked at in the past allowed patrons to pay extra for sex, it was all illegal of course, but it excited Diane. Bob never asked about Playboy, thinking that maybe she may find it an odd coincident that he brought it up. Seeing where she grew up brought about more sadness in his heart. The house was a decent size, but nothing compared to what he could provide now. He imagined living there, raising her and her siblings, making love to their mother, his mother, Karen. Bob imagined Aunt Cori stopping by to say hello and to make love. He was shaken from his daydream with Diane pointed out the undeveloped land near the beach. She informed him several land developers were bidding for it, wanting to turn it into a neighborhood. Bob nodded, an idea forming in his head. On the way back to Diane's house, she sucked his cock while he drove. Sitting in her driveway, he thanked her for a lovely night and day, asking her if it'd be ok to check in on her and say hello every once in awhile. Diane caressed his face and nodded, before giving him a soft kiss on the lips. After dropping her off, Bob rushed to find out more about the property. His heart was racing, wanting to buy it, wanting to build a compound or a neighborhood for his children, and perhaps other families too. He ...
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