The Challenge 5: Lisa’s Family - Sex Stories

The Challenge 5: Lisa’s Family

... smiled. “Not only that, but if she wins all this money by completing my challenge she will, in turn, win something far more precious than millions of dollars.” “What?” Bob didn’t answer for a moment, reaching to caress Alice’s cheek, “Think about it.” It took Alice a moment before she realized Bob meant a loving, sexual, perfect relationship with her family. “Well why me? Why did you suggest me to help her?” “Due to the buyout you also happen to work for me.” “Yeah but Angela is a model for Elite Magazine, you own the publishing company, so she sort of works for you too, right?” “Watch this,” Bob nodded to his laptop, bringing up folders and files. “Ready?” he asked before opening a video file. Alice nodded. The video footage was of Angela having sex in a bathroom stall with one of the male models for the magazine. He was behind her, slamming into her, shaking the stall. Alice winced and looked away; Bob closed the file and opened another one. It was of Angela on all fours, on the desk of a photographer. He was behind her slamming into her, her ass rippling from the impact. He pulled out and tapped his cock on her ass cheeks a few times. “Do I need to open another one?” Bob asked. “No! Please, no, I get the idea. She sleeps around.” Bob opened another file. This was video footage of Alice in the new office building she had to move to. She was alone, adjusting her makeup. The next file showed her sitting alone, in a cafeteria, eating her salad. Another showed her alone, ...

... walking down the hall to a copy machine. “Notice a difference?” Bob asked. “I’m alone.” “I could’ve easily suggested Angela to help, but when I look at you there, I see a quiet sadness. I see someone who’s lonely, I see a woman who may have higher standards than Angela, but is missing out on so much fun. This challenge could introduce you to a love that’s greater to any sort of romantic or lust-filled love.” “Bob, I – ” she said, tears welling up. He had a point, she didn’t like the men Angela hung out with, but deep down there were jealousy issues toward Angela’s social life. Bob clicked a few times and brought up a window with a live feed video playing. The footage was of her, sitting on Bob’s lap. “There you are. Gorgeous,” Bob moaned. “Here I am asking you to help out your mother and experience the most amazing love imaginable. There you are sitting on my lap, not alone. Will you help her?” Bob asked. “I don’t know,” She fought to keep tears from flowing. “It’s wrong.” Bob opened another file. It was of Lisa, slowly riding and grinding Bob’s cock in that very same chair he and Alice now sat in. Alice stared at Lisa’s breasts moving, her head thrown back, “So much money,” Bob whispered. “She needs your help.” ***** Bob’s double master bedroom door swung open. Bob and Alice entered, kissing passionately, moving backward toward his huge bed. He was undoing and removing his tie, she was unbuttoning his shirt. Alice, constantly kissing him, managed to slide her dress over her ...