The Challenge 5: Lisa’s Family - Sex Stories

The Challenge 5: Lisa’s Family

... he’s my brother.” The driver’s mouth dropped, watching Angela and Lenny walk away, holding hands. “We’re going to have so much fun. I can’t wait to get in a hot tub or lay on the beach. Mom’s boss was so kind to send us on vacation here. It’s a shame she’s too busy to join us!” Angela said, holding Lenny’s hand as they walked to their room. He had no idea what was going on with his sister, she was always nice to him, but never this nice. He didn’t care, soaking up the attention as best he could. ***** The resort was an immaculate, newly renovated, vacation spot. It had its own staff and the rooms were basically villas – each having their own back courtyard with a bubbling hot tub. “Oh wow, this is amazing, Lenny!” Angela placed her bag on the bed, and checked out the bathroom. The shower was huge. Her first thought was that it could easily fit her and her brother in there. “Look out here! Oh my…” Angela looked into the small courtyard, noticing the hot tub. Lenny stood next to her. Angela moved in front of him, grabbing his arms, wrapping them around her, placing his hands on her tummy. She arched her back slightly, jutting her butt into Lenny’s crotch. “I am so glad to be here. I’m glad to be able to spend some time with my little brother,” Angela said. She flexed her glute muscles a few times against, what she thought was, an erection, smiled and made her way back into the bedroom. Angela went back to her bag, leaving Lenny behind to blush. “I’m changing into my bikini ...

... and then we’ll hit the beach.” A few moments later, Angela emerged from the bathroom wearing a black, tiny, thong bikini. It was one she wore on an Elite Magazine photo shoot. Lenny instantly blushed, recognizing the bikini in several of the pictures of his sister that he jacked off to. “Well do you like it?” She asked her brother, laughing as his mouth dropped open. She approached him, grabbing his hands and placing them on her waist. “Do you think it’s sexy?” Angela asked. He nodded, glancing down at her cleavage. “Do you think I’m sexy?” “I do,” Lenny answered, looking away, embarrassed. “Good,” Angela caressed his face, bringing his gaze to meet hers. Lenny stood, looking into her eyes, paralyzed. “Let’s have a relaxing day. We better, because we have a busy night ahead of us,” Angela kissed his cheek and walked away, her hourglass figure and nearly bare ass hypnotizing Lenny. His heart was thumping, his mind racing, thinking maybe his wildest fantasy would come true. Chapter 18 Angela had it all planned out. There would be no ongoing games of seduction. She would spend the day with Lenny, sunning by the pool, maybe playing in the water some, they would go to dinner, go back to the room and have sex. She didn’t ask him about sex, she didn’t ask her brother about what experience he did have, she didn’t care. When dinner was over, Angela quickly led him by the hand back to their room, ignoring his questions about why she was walking so fast. She had $20 million to earn that ...