Chapter 13 - Bourbons and Cigars
The Summit, Pool Deck - 8:00 pm
Dinner was Mediterranean, Donald and Mildred took Jason and Charlene to this little hole in the wall restaurant between Panama City Beach and Rosemary Beach. The food was by far the best Charlene and Jason had ever experienced. The service however left much to be desired. The restaurant was a family owned business, the cook was the father, the wife was the manager and bartender, and the daughter was everything else. Both mother and daughter seemed to be in competition to see which was the bitchiest, and they both cussed at the father while he cussed back! All and all, unsettling but the food was good.
Donald made up for it by purchasing six bottles of wine which everyone drank over the course of two hours. With each consecutive bottle Charlene and Jason got friskier and friskier, and it seemed that Donald and Mildred did as well. However, not with each other, the friskier they got the more obvious Donald flirted with Charlene, and the more touchy feeling Mildred became with Jason.
As the night progressed Donald slipped his hand between Charlene's thighs, and she panicked for a moment and looked over to see if Jason noticed. When he didn't, she took the opportunity to shift on her seat, spreading her thighs and forced her cocktail dress to crawl up her hips until it flipped up over her buttocks baring her legs and her pantiless pussy. When she settled herself Donald quickly delved his fingers into her labia and began rubbing slow circles around her clitoris...
Somehow, during her...adjustment, her breasts fell out of her royal-blue cocktail dress and it wasn't until the waitress noticed and said something that she blushed and smiled as she covered herself...
Amid the exhibition, the following conversations everyone shared stories about 'Oopsies' like Charlene's as they drank more wine. It was during a tale from Donald about a certain client, that Mildred slipped her hand between Jason's thighs and roamed up until she found his dick. Very determinedly, she moved up his pants until she found his zipper, and upon finding it, unzipped him. She shoved her hand into his pants and found the flap of his underwear and delved deeper until her hand wrapped around his dick and pulled it out...
He had gotten hard just by her trying to extract his dick, and when she slowly began masturbating him he felt like he was going to cum instantly, but as Charlene and Donald talked about work or shared stories the world seemed to slow down as Mildred ran her small hand up his dick to cup his swollen bell shaped head, pressed her palm into his dick-lips, and slowly scraped her nails across his glands. His breath caught in his throat, and his eyes pleaded with her to not do what she was going to do. With a small sadistic smile curling the corners of her lips, Milly relented and slowly stroked her hand down his dick all the way to his base. Once there she tightened her grip on him and pushed his dick down until he could feel blood gorging him until it swelled up until he felt like his head was going to explode. Again, Milly relented and slowly fucked her hand up his dick. He could feel how swollen he was, and how every vein was popping out of his thin penile skin, and he could feel how Milly's hand moved over him. She ran her hand up his dick until she was caught on the wide flaring edge of his head, and then she took her fingers and slowly rubbed around the edge until her fingers met at his glands. She ran her finger up the line from his glands to his urethra and she spread his lips apart and pushed her nail inside him...
Jason did the best he could to pay attention to Donald and Charlene while sending desperate, pleading glances at Milly. With an almost evil, self satisfied smile, she curled her hand over his head again and rubbed the top with palm while softly scratching her nails over his glands. Seconds turned into minutes for Jason, and minutes seemed like hours as he laughed nervously at something he didn't really hear and took a swig of his wine. He felt his testicles tingling. Then they felt like they were boiling. He tried not to gasp when they sucked up close to his body when Milly suddenly dug her fingers into his glands and pushed his dick down so he swelled up. She squeezed his head in her cupped hand as his come hit his prostate and like liquid fire blasted into Milly's hand and filled her up until his sperm was dripping into the carpet!
"I think I need to use the restroom," Charlene said suddenly and excused herself.
"Um, Now that she mentions it, I think the wine has caught up to me," Donald said, excusing himself as well.
As soon as they left Jason glared at Milly and hissed, "What the fuck Milly?!"
She smiled as he slowly finished coming in her hand and she withdrew. Bringing her hand up above the table she opened it to show him all the cum smeared in it and piled up on her palm, "I just wanted to repay you for this afternoon," She purred as she scraped all of his cum into her wine glass.
He watched his sperm move in a slow gelatinous slide down the side of Milly's glass until it sank into her wine, causing bubbles as the wine interacted with it. Then to his amazement, Milly picked up her glass, swirled her sperm/wine around in the glass, sniffed it and moaned, "Now that smells good," and drank her wine and his cum down in a single gulp!
Donald caught up to Charlene as she reached the ladies room and hissed, "I need you right now!"
Charlene didn't need any more invitation than that. Turning around she grabbed him by the shirt and pulled him in as she lifted up on the balls of her feet and kissed him as he slid his hands under her dress and grabbed her breasts. Noise from the kitchen interrupted them and she pulled back and led Donald into the ladies room. She closed the door, locked it, and pulled her cocktail dress up and off. She was completely naked now except for her matching heels. Donald unbuckled and zipped his pants and pushed them down to his knees as Charlene leaned back against the sink countertop. Donald grabbed her legs just behind her knees and spread her open as Charlene smiled up at him as his dick pressed into her pussy-lips and sank into the depths of her vagina. Donald fucked her hard and fast as she reached out and pulled him down for a kiss, but as his climax swelled up his dick inside her he pulled back so that he could watch how her breasts heaved and jiggled, and how her pussy ate up his dick as he withdrew only to slam inside her again.
"Oh shit," She hissed as her eyes crossed and bit her lip as her climax filled her with euphoria. Her vagina clamped down on Donald and he grunted as he suddenly exploded his sperm inside her womb...
When Charlene and Donald came back to the table, Mildred noticed that Charlene was glowing, and she immediately reached under the table and began masturbating Jason again. As the night became more and more awkward, it was Jason that finally suggested that they head back to the condo. Everyone was in agreement, and since Jason was the most sober, he drove back to the Summit. Donald sat in the passenger seat, and Mildred and Charlene sat in the back, each of them carrying a bottle of wine home for the after party. Donald led the way to the elevators, and as they rode up to the thirteenth floor, he asked, "So what's next Milly?"
"Mmm," Mildred hummed, her eyes half closed, "Skinny dipping!"
"What," He asked.
"Oh...I mean...hot tubbing," She answered.
"Oh...okay," He agreed with a nod.