Former Playboy Playmates Part 3: Diane and Son by tw_holt

Elliot chuckled, “Ok well let’s head back, I think a shark swam past my leg,” he joked, trying to break the tension he couldn’t help but notice. They held hands, walking back to their spot on the beach.

Back at his mother’s house a few miles away, they discussed their evening plans, before Elliot left. He’d be back in a few hours to pick her up for dinner. His heart raced once more when Diane turned around, her back toward him, removed her bikini top and headed back to her bedroom to shower. He could see the sides of her large breasts from behind.

“Whoa,” He thought on the way home. “This has got to be some sort of phase or something. She really seemed flirtatious and sexual today. Weird.”

As soon as he arrived home, Cassie handed him a list of things to do. He had a few hours, but he figured he could get them done and shower in time to pick up his mother. He told Cassie of his plans and she didn’t seem to have an issue with it. Elliot figured she’d be asleep by 9pm anyway. He watched her petite, small frame walk away from him down the hallway, leaving him with his list of chores, mainly moving furniture, taking stuff to the dump, and so on. The image of his mother’s nearly nude body walking away from him, with her hourglass figure and large breasts visible from behind popped into his head in the place of Cassie. He cleared his throat and shook the image from his head, going about his chores.

Chapter 3

At dinner Elliot was a nervous wreck. He clumsily complemented his mother on her dress, a tight, dark red number, with breasts nearly spilling out of it. He gulped and eked out a “hair too” nervously glancing away. Her shoulder length blonde locks looked professionally styled. He felt embarrassed that he wasn’t wearing a suit, looking to his shoes past his khaki pants and tucked in shirt.

Diane hugged her son, kissing his check, wiping away lipstick. “I’m glad to be having dinner with such a nice looking man.”

Elliot couldn’t believe he felt this way, this nervousness, and this awkwardness around her. He couldn’t explain it. Yes she was attractive, yes she was acting differently around him, but the butterflies in his stomach couldn’t yet be explained. As they chatted at dinner, he felt even more foolish when she started playing footsy with him.

“I’m a grown man, why is this affecting me so much?” He asked himself.

When his mother reached across the table, placing her hand on his and began to speak, he found his heart rate slowing a bit. “I wasn’t always the best mother. I was out a lot, your step father and I had problems, but things are better now. The past few months I’ve been hoping you and I would become closer. We’re both adults now, so I figured we could enjoy each other’s company more often.”

“Yes,” Elliot agreed. “I’d like that.”

“Good. I want you to come to Las Vegas with me in a few weeks. There’s a Playboy reunion of sorts, for the girls that posed within a five year period that I did, and I’d love to go,” Diane said.

“Um, well I have work, and – ” Elliot answered.

“I know, it’s during Labor Day weekend. That’s over a month away. Do you think you could ask off for a week and come out there with me? I’d really love it,” Diane said, smiling sweetly at Elliot, her hand caressing his.

“Well, I suppose, I could ask off of work. That’s not too short of notice for a week off request,” He said.

“Great! We’ll go out there for a week. We’ll have so much fun! I can tell all the ladies that you are my boyfriend!” Diane laughed.

Elliot’s mouth dropped causing more laughter. “It’s ok! None of them know you, and plus, I’ll feel young and sexy to have such a nice looking younger man there with me.”

“Heh, yeah, I guess,” Elliot chuckled. They once again shared a brief gaze to one another, before Elliot glanced at her generous cleavage, and then to his nearly finished meal.

“Your Aunt Stephanie may attend too. She mentioned that she’d like to go. I haven’t seen her since before she moved back to Minnesota,” Diane added, while sipping some wine. “She posed a few years after I did. I know you always had a crush on her.”

“Mom, I – ” Elliot tried to say. He did have a crush on her in his younger years; he had a crush on all his Aunts.

“You probably had a crush on all your Aunts,” Diane said, knowing him too well. “I know you wanted Alyssa to be your girlfriend when you were a kid,” Diane laughed, referring to her youngest sister who was 7 years older than Elliot.

“Mom please,” Elliot pleaded, blushing again.

“She had a pair of boobs. Big, round, areolas,” Diane said.

Elliot shook his head, mortified.

“I miss her. I hope she’s well, wherever she is,” Diane said. She hadn’t seen her youngest sister in several years.

They concluded their meal without too much more embarrassment.

********

She insisted he come inside when he took her home. Pouring a glass of wine, sitting next to him on the couch, Diane put her arm around her son, smiling warmly as she sipped from her glass.

“So your wife doesn’t mind that you’re out with another woman tonight?” She jokingly asked.

“Nah, she’s probably asleep by now. She doesn’t mind or care,” Elliot pointed out.

“Awww. How is your sex life with her?” Diane asked.

“Mom!” Elliot cried.

“What? I’m just curious if that girl is properly taking care of her man,” Diane said.

Elliot sighed, “It’s, well, it could be better.” He took another sip of his wine.

“That’s a pity,” Diane said, leaning over to kiss his cheek, “she should be making love to you every night. I would.” Diane stroked her index finger across his chin, “If I were your wife I mean,” she added, sensing that she may have made him feel even more uncomfortable than he already did.

Elliot nodded and smiled, sipping occasionally from his glass.

“Did you know,” Diane said, placing her empty glass on the coffee table, “I used to be a stripper?”

“Sandee mentioned something about it a long time ago,” Elliott replied, referring to his older sister, who left home at 18 to be a stripper in Los Angeles.

“I kept it a secret as best I could. But I really loved doing it. I met a wonderful older man who I became great friends with. I figured we could visit him on our way to Las Vegas. He’s in Atlanta, so we’ll drive there and stay a night or two there before we fly out. Is that ok?”

“Yeah that’d be ok.”

“We can visit your Aunt Tiffanie while we’re there too. Though to be honest, my friend, Bob, will probably want to take me out. Like I said we’re great friends,” Diane explained.

“I see, well then that’s fine,” Elliot downed the rest of his wine. “I can hang out with Tiffanie. She has big – ” Elliot stopped himself.

“Boobs like me?” Diane asked, assuming that’s what he was going to say. Elliot chuckled and nodded his head.

“It’s settled then. I’m looking forward to this!” Diane hugged Elliot pressing herself hard into him. Afterward she rested her hand on his thigh, just like she did that one night earlier in the summer. “You know what happens in Vegas, stays in Vegas,” She winked at him, standing to head to the kitchen.

Elliot’s heart rate increased again. Glancing over his shoulder, watching his mother in her tight red dress, stand on her tip toes in the kitchen; reaching to put the wine away in a top cabinet, he noticed her shapely backside too.

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