The Challenge 5: Lisa’s Family - Sex Stories

The Challenge 5: Lisa’s Family

... went to bed. “I’ll share a bed with you,” Alice told Lisa, hoping Lenny would hear. Alice headed down the hallway, Lisa right behind her, playfully slapping her ass. They undressed again, changing into pajamas, trading glances at each other’s bodies. Lisa curled into Alice’s arms, using a breast for a pillow. “Are you still going on your single’s cruise in July?” Lisa asked. “Yep, might as well. Even if things work out with this challenge.” “Well there’s no pressure on you. If you are able to seduce him, then so be it. If not, we’ve already won a lot of money.” “I know mom, but Bob really opened my eyes to things.” “He is pretty good in bed, isn’t he?” Lisa grinned. “Yes he is,” Alice replied, holding her mother close, smiling. Lisa rose up, kissing Alice goodnight on the cheek, both falling asleep in minutes after a long day of travel. Chapter 13 It was an absolute failure. Alice felt nothing but foolishness every time she flirted with her brother. She even jokingly suggested he dump his prom date and take her instead. He gave a fake laugh, shaking his head against that idea. “It’s ok, sweetie. Spend time with me instead,” Lisa comforted her daughter; snuggling up to Alice on the couch after Lenny went to the prom. Alice held her mother close, feeling disappointment in her attempts to get closer to Lenny fading. Lisa didn’t have it much better. She often wore scantily clad clothing, including yoga shorts and sports bras for exercising. Lenny only gave a glance here and ...

... there. Lisa even tried changing in front of him, as if he wasn’t there, only to be met by a “geez mom” or a “don’t you have a bedroom to change in?” Lisa thought it was somewhat amusing, but seeing Alice get down on herself made her feel bad. Lenny seemed immune to Alice and Lisa’s flirts. At Lenny’s high school graduation, Alice felt even more foolish clinging onto Lenny’s arm like she was a love sick girlfriend. Lenny even politely had to withdraw his arm from Alice’s grasp. Nothing was working. That night when Lenny was at a graduation party at a friend’s house, saying “no thanks” to Alice’s offer to accompany him, Alice found herself once again holding her little mother on the couch. She was like a teddy bear to cuddle with. Alice felt better each moment she held her. Lisa would kiss her cheek when she left the couch for something and kiss it again when she returned. Mother’s Day arrived. Alice spent the day with her mother, after Lenny presented her with a card that morning. They went shopping, Alice buying her mother some jewelry, Lisa buying her daughter some lingerie. “Gosh, you are one sexy woman, Alice,” Lisa complimented her daughter when Alice tried on the lingerie for her in the changing room. “Well, it takes one to know one, mom,” Alice smiled, giving her mother a peck on the lips. That evening after dinner with Lenny, Alice all but giving up on flirting with him, mother and daughter found themselves in Lisa’s bathtub. It wasn’t as spacious as Bob’s, but they both ...