The Challenge 5: Lisa’s Family - Sex Stories

The Challenge 5: Lisa’s Family

... that lined the hallways. In the distance he saw someone standing at the balcony that over looked the swimming pool. As Lenny got closer to the figure, he could see it was Alice, wearing a bath robe, enjoying the summer night air. “Hey,” Lenny said, slightly startling Alice. She turned around, “Oh, hi, Lenny.” “Can’t sleep either?” Lenny asked. “Not really. A lot of amazing things have happened lately,” Alice admitted. “Yeah I know. It’s pretty crazy,” Lenny said, standing next to his sister, looking out onto the pool with her. “Hey, um, Angela and mom told me everything. They told me you were going to try to uh, seduce me first.” “Oh, heh, yeah, I had trouble doing it,” Alice shrugged. Lenny cleared his throat, “Well, I didn’t realize it at the time. I guess now I’m able to put the pieces together.” Alice said nothing, nodding her head. “If I had known back then,” Lenny said. “Then what?” Alice asked, turning to face him. “Well, it’s just they said you had trouble flirting and everything. I guess if I had known why you were doing it, maybe I could’ve, you know, gone through with it better.” “Well Lenny, you told me you had a huge crush on Angela.” “I know. But you, you are gorgeous too,” Lenny said, taking a step closer to Alice, caressing her face. “The only real reason I had a crush on Angela, was because we hung out more, she seemed interested in being friendly and getting to know me over the years.” Alice lowered her eyes, “I’m sorry.” He tipped her chin with his finger, ...

... “Alice.” He smiled warmly at her, “I’ve always thought you were beautiful.” “Lenny, it’s ok, I – ” Alice was interrupted with a soft kiss on the lips. Lenny caressed her face again, without saying another word, his hands lowered to her robe, slowly pulling it part. Alice brought her hands to his, stopping their movement. Looking into his eyes, she completed the task of removing her robe, letting it fall to the floor, standing naked before her brother. Lenny pulled his boxers off, grabbed her hand, “Let’s go for a swim.” “I’d love that,” Alice followed him into the pool. The played, they splashed, they kissed, and then made their way to the shallow end. Alice rode his cock hard, splashing water out of the pool, just like with Angela. After she came, he stood, taking her with him, holding her hand. He dried her off with her robe, took her inside, found an empty bedroom, and took her to bed. They made sweet, slow, love for hours. Lenny licked and kissed every inch of her body. When he was ready to cum, he took his time, bringing her another orgasm, telling her he loved her, how beautiful she was, before blasting her insides with semen. At breakfast the next morning, Bob joked that he wasn’t paying them anymore money for their little show in the pool; he had already given the family enough. Chapter 21 “Hi Devin,” Lisa said on the phone before lunch. “You busy tonight?” “Oh hey. No, want me to spy on someone again?” Devin giggled. “No, actually I want you to have sex with my son ...