For those who have been reading the Young Couple/Older Neighbor series, this story traces Dan Boykin's years from the time he turned eighteen until he and Callie married five years later. It is not necessary to read the other story first.
Once again my thanks go to AlphaBetaCajun for his editing expertise.
Please note that all characters in this story who are engaging in sexual activities are eighteen years of age or older.
On the day of his eighteenth birthday, Dan Boykin's parents told him they were taking him out for his traditional birthday dinner. His younger sister Samantha had texted him earlier in the day. She was across the country, spending her senior year of high school at a prep school in Palo Alto. She had already accepted a full scholarship to Stanford to play volleyball. When they left the house Dan saw that his father's business partner, Frank Scanlin, was waiting for them in the driveway.
"Mr. Scanlin is joining us for dinner," Dan's dad, Richard, explained. "You ride up front with him."
Dan had known Frank Scanlin all of his life. He owned Atlas Consolidated, and his dad was the president of the company. Frank was a regular visitor to their home, and Dan's mom, Sheila, had joined Frank and Richard on many business trips. Dan and his sister, Samantha, loved their weekends at their grandparents' house. In the summer they got to spend two weeks at the beach, with Frank driving over to stay a few nights. Dan could remember many weeknights at home, seeing his mom dressed in a short dress and heels, serving Frank beer while the two men discussed business at the dining room table.
The four were seated at a table near the back of the restaurant. Dan and Richard on one side, with Frank and Sheila across from them. His mom was wearing a sundress that had a deep enough neckline to show the insides of her small but pert boobs. Dan noticed that Frank had ordered for both his mom and dad, and both of his parents looked nervous. Frank was his usual outgoing self, asking Dan about his college plans, teasing about girlfriends, and congratulating him on his exceptional SAT score. When they left the restaurant, Frank gave the keys to his Cadillac SUV to Richard, then motioned for Dan to get in the back seat. Frank opened the back door opposite Dan. Sheila climbed in, scooting to the middle, while Frank slid in beside her. Nothing was said as Dan's dad started the car and pulled onto the road. Dan could see Frank's big hand on Sheila's thigh, rubbing it as it slid along her leg, pushing her short skirt up with it.
"I met your parents when Sheila was two months pregnant with you, Dan," Frank said as he made a motion with his hand. Sheila took a deep breath, looking at the back of Richard's head as he drove, then over at Dan. As Frank continued speaking, Sheila unbuttoned her sundress, then shrugged it off, leaving her in just her tiny panties and heels. Her braless tits were still firm, and Dan gawked when he saw the barbells piercing her nipples. "I was expanding my company and needed someone to run the operation here. The father of one of my fraternity brothers was on the local economic development board, and he had heard a lot of good things about Richard."
Dan was trying to listen to Frank, but seeing his nearly naked mom had his head swimming. When she reached over and unzipped Frank's pants, reaching in and pulling out his thick cock before leaning over and engulfing it in her mouth, Dan gasped. Sheila was on her knees on the wide seat, her ass facing Dan. He looked and saw the light blue g-string disappear between her asscheeks, then he noticed the butt plug. He had seen jeweled butt plugs advertised on porn sites, but the base of this one was dark blue, and looked much bigger than the ones he had seen. Below the plug he could see her bald pussy lips barely covered by the panties.
"I met your dad to see if I thought he was a good candidate for the job, and I was impressed with his knowledge and resume. The next day I invited him and Sheila to dinner, and the moment I saw her I knew I was going to have her." He patted Sheila's head, bringing out a low moan from her as she slobbered over his now hard cock. "How long did you know me before I fucked that sweet little cunt of yours, Sheila?"
Sheila pulled her mouth from Frank's cock with a liquid slurp. She had one hand gripping the base, and as she looked up at Frank she ran the wet knob of his cock across her cheek. "I met you on Monday, and on Friday you fucked me all night long while Richard watched."
Frank laid his hand on the back of Sheila's head, and she obediently shoved her face back onto his cock.
"Your mother will answer any questions you have," Frank looked over at Dan. "Now that you are eighteen, you are entitled to know."
For the rest of the ride home Dan watched as his mom sucked Frank's cock. It was impossible not to notice how big his cock was, or how much Sheila loved sucking it. She moaned and drooled all over it. She pulled it out of her mouth and smeared the slimy shaft all over her face, then took it down her throat, her face buried in his crotch for long seconds while the sounds of her gulping filled the car. Just before they arrived home, Frank knotted his hand in Sheila's hair and slammed her face up and down his cock, arching up from his seat before holding her down and groaning as he emptied his balls straight down her throat. When he let go of her hair, she raised up and lovingly licked his cock clean before tucking it back into his pants. Her face was shiny wet from her own drool and Frank's precum, and her eyes were watering from the brutal skull fucking, but she had a satisfied smile on her face.