Former Playboy Playmates Part 3: Diane and Son by tw_holt

“Ok baby,” Diane mumbled back. She rolled over, and fell into his arms, resting her head on his shoulder. Her bare breasts pressed into his side, he was too drunk to notice.

“Head hurts,” He mumbled again, barely above a whisper. He started to drift off to sleep, hoping not to vomit, the room spinning in the dark.

Diane moaned, her own intoxication taking effect, “I want to suck your dick.” She nuzzled her forehead against Elliot’s shoulder. She sighed once more and fell asleep in his arms. Elliot thought he heard her speak but wasn’t sure.

********

“Hi sweety. You feeling ok?” Diane asked, meeting Elliot for breakfast a few minutes after he arrived in the lobby.

“Yeah, head is pounding though.”

“We’ll take it easy today. I’m sorry about last night.”

“Don’t be, we just drank too much,” He replied.

“Well, yes, but I just wanted us to have fun and I think the alcohol could’ve ruined that. I would never force you to drink or do anything you don’t want to do,” She said.

“It’s ok, mom, really. Let’s eat,” Elliot assured her.

The next two days were fairly tame. Diane was sweet as usual; holding hands, giving him pecks, but didn’t push anything. Elliot spoke to Valerie, letting her know they were having fun. Diane called her sister, Stephanie, confirming their plans to meet up that evening after she arrived.

Stephanie was Diane’s 48 year old, equally bombshell-like sister, who posed in Playboy a few years after Diane. She was always a joy to be around. She was fairly mild mannered, so Diane was a bit surprised she decided to attend this event. Her son-in-law, Patrick, was equally pleasant and entertaining. Diane and Elliot were caught off guard a bit when they saw her on Patrick’s arm at the airport.

Stephanie explained she didn’t want to come alone, her children weren’t interested, and so Patrick came along. He had a huge, silly grin on his face. Diane chuckled; knowing that based on conversations with Stephanie, Patrick probably had a crush on her, so he was very happy to be there.

The four of them had dinner together, followed by walking a little along the Strip downtown. Stephanie posed in front of various landmarks while Patrick took her picture. The short, balding, late 20’s man seemed genuinely enamored with her. Both Elliot and Diane picked up on it and were amused.

The four ended up at Diane and Elliot’s hotel room, watching TV, and chatting a bit. Later on Diane closed the door behind them, telling them they’ll see them tomorrow, and hopped in the bed with Elliot, not bothering to change out of her dress. They again fell asleep in each other’s arms.

The next day the four of them spent together. They decided to go hiking at a nearby National park. At their picnic lunch, Patrick spoke up.

“Why don’t you two ladies go skinny dipping over there in that pond,” He joked.

“I’m sure you’d love that, wouldn’t you Patrick?” Stephanie laughed, leaning her head on his shoulder. Elliot and Diane shared an amused look.

********

That evening after dinner, Diane was exhausted from the hike. “You’re going out tonight,” She told her son.

“What? Where?” he asked.

“A strip club,” She answered matter-of-factly.

“Uh, excuse me?”

“You heard me. Go to this one,” Diane handed him a card with an address on it. “I want you to have some fun, unwind, and just enjoy yourself. I’m too tired to go with you, I need to sleep.”

“Mom, I’m not sure about this.”

“Oh please! Go! Have fun, alright? Just sit and watch the ladies,” Diane said.

Elliot thought for a moment and sighed. “Alright, sure why not?” he shrugged. “Might be kind of fun.”

“It will, now off you go,” Diane smiled.

When he left she called her contact at the club, “So what is the girl’s name? Crystal? I see, ok great. So she’s pretty good? Alright. Yes. Sounds wonderful, I’m glad I called if she’s only in town this weekend. Yes Elliot is on the way, I gave you all the info I have, you should see him. I will be there a little later on.”

Diane ended the call and got dressed. She was going to have a bit of fun tonight.

********

“Oh momma! Oh momma!” Patrick cried, his body shaking underneath Stephanie’s.

“Give it to me big boy!” She ordered. Patrick squeezed her big breasts, looking up to her. “Right there!” she moaned.

“Here it comes, here it comes!” Patrick exclaimed.

“Mmmm give your mother-in-law what she needs young man!” Stephanie played along.

“Ahhhh!” Patrick shook and convulsed squirting semen deep into Stephanie’s womb.

“There it is! Thank you,” Stephanie leaned down and kissed his face, rolling off him.

“Ahh yes, yes,” he moaned, catching his breath, his skinny body going limp.

Stephanie used the bathroom, checked her hair in the mirror, and picked out a sexy dress to wear. She peeped back into the bedroom, seeing Patrick asleep, as she predicted.

“Good, momma’s got an itch to scratch. A secret itch,” She said to herself, getting ready to head to a strip club.


Chapter 10

Just as Elliot was feeling stupid for sitting alone at a strip club; a buxom, big breasted, brunette named Crystal approached him.

She had a thick southern accent and offered to give him not one, but two, lap dances back in the private rooms. Elliot sighed, shaking his head and smiling, “Sure. Why not? Crystal you said?”

“I sure did. Follow me!” She said, taking his hand, leading him through the crowd to the private area.

As she danced through the first song, he couldn’t help but notice how huge her breasts were. They were no doubt fake, but looked amazing. She slid and gyrated all around his lap. As the first song ended, she sat on his lap, and began to whisper in his ear.

“I’m only here for this weekend. So I’m going all out. My next dance will be a bit different. Are you ok with being blindfolded baby?” Crystal asked.

“Uh, well, ok?” Elliot asked himself allow. “Yeah sure,” he shrugged. Not once did he think of Cassie.

“Cool. Now relax, I’m not gonna hurt you,” She smiled placing the blindfold around his head. She stood up and smiled down at the blind folded Elliot. Just then Diane entered the private room, whispering for Crystal to wait outside. Van Halen’s “Hot For Teacher” started blaring through the speakers, a song Diane specifically requested of the DJ, who she has known for years.

Elliot felt a pair of large breasts on his face. He breathed in their scent. Diane squeezed them against his face, holding them there. She was wearing the same perfume as Crystal. They coordinated this quite well. She moved and gyrated her body against his erection, careful not to moan, her voice giving her away. Elliot sat there oblivious with his blindfold as this woman, went to her knees, dragging her tits across his crotch.

He gasped when he felt her start to unzip his pants, panic setting in, but quickly going away when he felt a hand resting gently on his chest, calming him. He started breathing easier when the woman’s hand patted his chest, while the other pulled his zipper down.

He was so hard and so horny. Elliot was going to take the advice he’s received lately and let it happen, even it was with a strange stripper – or so he thought.

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