Former Playboy Playmates Part 3: Diane and Son - Sex Stories

Former Playboy Playmates Part 3: Diane and Son

... more often, she would invite him over for dinner more, she would text him, send him cute emails and since she apparently confided in his sister that she wanted to have a closer relationship with him – it made sense now. “Yeah. She has mentioned to me several times about how you and her weren’t super close and she wants to change that, so you need to go over to her house and spend more time with her. I want her to forget about this sleaze ball she’s seeing!” “Why would she dump some guy just because her son is around more often?” Elliot asked. “Well they aren’t boyfriend/girlfriend, so there would be no dumping. Trust me, if you spend more time with her, like taking her to the beach, or to dinner or whatever – based on how she’s talked about you, she’ll forget all about Ronnie,” Valerie explained. “I don’t know,” Elliot trailed off. There was something else about his mother that made him feel uncomfortable. The silly texts, emails, and phone calls were fine, but when they did see each other every once in awhile, Diane seemed different. She was more affectionate, giving longer, stronger hugs, lingering kisses on the cheek, occasional pecks on the lips. It wasn’t horrible, by any means, just not something Elliot was used to. Stopping by her home a few weeks ago, Elliot was visibly uncomfortable sitting next to Diane on the couch. When Cassie was in the bathroom, Diane would chat with him about his weekend, rubbing his thigh slowly, almost seductively, abruptly stopping with ...

... Cassie entered the living room from the hallway. Little things like that caused him to feel weird. It didn’t help matters that his mother, a 52 year old, blonde bombshell and former playboy playmate, still looked incredible. Yes she dyed her hair, constantly watched what she ate, exercised almost daily, but still looked amazing with only slight wrinkles around her mouth, eyes, and forehead. Elliot couldn’t deny, if asked, that she was a beautiful older woman. When he and his wife left her house that day to head home, Diane slapped Elliot’s butt as he walking out her front door, causing him to smile awkwardly back at her beaming face. Getting into his car, he waved at her, glancing briefly at her huge breasts when he drove by, noticing the large amount of cleavage on display from her pink pajama tank top. Shaking the memory from his head, Elliot drifted back to the present, where his sister was still going on and on about Ronnie. He hadn’t been paying attention and when he tuned back into the conversation he immediately felt uncomfortable again. “Her house was a mess. A total mess. Her bedroom was in shambles. There’s no telling how long and hard her and Ronnie were going at it and I – ” Valerie was saying. “Ok! Ok! I get the picture. Too much info!” Elliot said; he’d had enough of this. “Alright, I’ll stop by and see her and we’ll figure this out, ok? Satisfied?” “Yes, I think this’ll be great. For both of you,” Valerie answered. “I’ll stop by later tonight. Cassie will no doubt ...