The Challenge 5: Lisa’s Family - Sex Stories

The Challenge 5: Lisa’s Family

... thanks, but I don’t have a – ” “Date? I’ve arranged that as well,” Bob winked. “Your new gown will be delivered to the spa. The lucky gentleman will pick you up from there and you’ll have a wonderful night.” Before either of them could reply, Bob handed Alice a credit card and keys to one of his Corvettes and ushered them off. His driver picked Lisa up and Alice sped off in the other direction toward the upscale shopping area Bob directed her to – with assistance from the GPS device in the car. Bob watched them leave. He then clutched his chest, attempting to breathe slowly; hoping whatever was happening would pass like it did last time. ***** A few hours later, Alice turned around, looking at herself in the full body mirror in Bob’s master bedroom. He welcomed her back and directed her to his room to get ready for the evening. She saw his huge king size bed, fireplace, bathroom with huge shower and tub. The dress was dark blue, short, and sexy, but not inappropriate for dinner. She purchased pearl earrings to go with the ensemble. Her hair was curled into long, wavy locks flowing down her back. At that same moment, Lisa stood outside of the luxury spa waiting to be picked up by her date. She was wearing long black dress, Bob had gotten her. An Escalade pulled up, lowering the windows. Lisa chuckled and got in. “So you’re my date tonight?” She asked. “Yes Miss Lisa. Bob requested I show you a good time,” Fat Rob replied. Lisa figured out Bob’s plan. He wanted her gone ...

... all night. “Well,” Lisa said, bending over to the driver’s side, unbuttoning and unzipping Fat Rob’s pants, fishing out his cock. “We can go to the theater, or straight back to your place.” Fat Rob moaned as Lisa worked on the tip of his cock, “I think you know my answer. When do you need to be back at Bob’s?” Lisa removed his cock from her mouth with a loud pop. “This mommy doesn’t have a curfew. So, tomorrow morning,” the millionaire winked at Fat Rob before engulfing his cock again. “You are a naughty mommy,” Fat Rob said, driving away while his cock was being sucked. “Very,” Lisa replied. Fat Rob considered for a second, knowing how naughty Lisa was, inviting Jules to join them, but decided against it. He wanted to savor Lisa all for himself that night. ***** Alice nearly forgot all about why she was spending time with Bob. He had her laughing most of the time in the car and at the restaurant. “You look incredible, Alice,” Bob said, taking her hand, slow dancing with her as the orchestral arrangement played in the background. “Thank you,” She smiled. “So tall too. You don’t have a boyfriend?” “No, I haven’t had much luck in that department.” “That’s a pity. I have a theory that sometimes, women as beautiful as you might have trouble dating. I think some men are intimidated by someone as lovely as you, so they don’t even bother asking you out.” “I don’t know about that,” Alice blushed. “It’s just a theory. But who knows?” Bob chuckled. They continued dancing. “Are you a ...