Dan's Story

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.

Frank drove off after shaking Dan and Richard's hand, then giving Sheila a hug and kiss. Dan and his parents walked into the house without speaking, with Sheila carrying her dress. Dan, in a daze, followed his parents into the living room, where Sheila had him sit beside her on the sofa, while Richard sat across from them in his recliner. Sheila did nothing to hide her naked, pierced tits, and Dan could not stop staring at them. He had never seen a live, naked female before, and his mom looked amazing. As he stared, Sheila kicked off her heels, then pushed her g-string down her legs and off. Lying against the arm rest, she spread her legs and ran a hand down to her bald pussy. Movement across the room caused Dan to look over, and he saw his dad standing and removing his clothes also. When Richard was naked, Dan couldn't help but notice how tiny his cock looked compared to Frank's monster. Dan blushed, knowing that his cock looked exactly like his dad's.

"Richard, why don't you go upstairs so Dan and I can talk," Sheila said to her husband. Richard nodded and went out of the room. Sheila turned back to her son. "If you want to hear my story, take your clothes off."

Dan was trembling, as much from being turned on as from nervousness. He could see his mom's hand rubbing her pussy, but was too embarrassed to stare there. Her tits, on the other hand, commanded his attention. He had jerked off thinking of his mom many times, mainly because he had seen her in sexy outfits and bikinis his entire life. She was thirty eight, but could pass for mid-twenties. She didn't say anything as his mind raced. Finally he gulped and stood up, quickly kicking his shoes off, then pushing his pants and underwear off, followed by his button up shirt. He sat back down and covered his hard penis with his hand.

"It's OK, Dan. I know you have an erection. You look so much like your father, even there." She smiled at him, and he could see a bit of pity in her smile. "You can still find love, you know, but don't be surprised if you marry a woman like me."

"What do you mean, mom?" Dan whispered.

"Like Frank told you, I was two months pregnant when your father and I met him. A week later, he hired your father to be the head of operations for Atlas in Billington. Frank would have hired Richard whether he fucked me or not, but by the time he offered Richard the job I was desperate to give myself to Frank."

Dan could feel his little cock throbbing, and looked from his mother's face to her pierced nipples, then down to her spread legs. He could see her fingers stroking her clit, and as he stared she moved her hand so he could see her long, dangling pussy lips and the open hole of her pussy.

"Your father is a cuckold, Dan. A naturally submissive man, who loves knowing that his wife craves other men's cocks. I didn't know I was a slut until I met Frank. I was a happy, loving, twenty-year-old pregnant wife. I thought my sex life was good, if not great, but I was content. Then Frank came along and showed me what I was missing. He didn't force me. Over the course of that first week he got to know Richard and I, and talked to us a lot, both together and separately. By the third day, I was wet from the time he got here until he left. He knew it, and he told me he knew it. He told me he was going to offer Richard the job, and he told me if I wanted him to fuck me, I was going to have to ask him in front of Richard."

Dan was now staring at him mother's pussy as she played with it. She would tease her clit, then use both hands to pull her long, thick lips apart, exposing her wet, pink inner meat. He could see her juice pooling at the base of her pussy, and she would dip a finger into the ooze and smear it across her bald lips and clit.

"I worked 8 AM until noon at that time, and when I got home I would change into shorts and a t-shirt. When Frank came over on Monday, he asked me to put on something nicer, so I changed into a cute sundress. He liked it. On Tuesday, I was wearing a short skirt and top when he arrived. He kissed my cheek when he arrived and when he left. On Wednesday, he asked Richard permission to take me to lunch. He picked me up at 2 PM, and my skirt was shorter and my top tighter. He kissed me on the lips when he arrived. He brought me back home and we talked all afternoon until Richard got home. He and Richard were still deep in conversation at 9 PM when he suggested I get dressed for bed. I had always slept naked, but I did have some lingerie I liked to wear for special occasions, so I put on my most conservative outfit. It was a dark red lace nightgown that came down to mid-thigh. It wasn't completely sheer, just showing the outline of my nipples and my black panties. When he kissed me goodbye, I could feel my pussy drooling. On Thursday, he brought lunch to our house, and asked me to put on my nightclothes after we ate. I was wearing a light blue sheer lace camisole and matching g-string when Richard got home. Frank had not touched me except for the hug and kiss when he arrived, but my pussy was so wet my panties were soaked."

Dan could see that retelling her story was turning his mom on. She had two fingers in her pussy now, fucking them slowly. Her juice was thick on her fingers, and it had overrun her pussy and was running down between her ass cheeks.

"On Friday, Frank texted Richard and I, asking us to meet him at his hotel for dinner and drinks. He said he had a room reserved for us so we would not have to worry about going home. I packed a bag for Richard and I, and as soon as he got home we left to meet Frank. I was wearing a little black dress that showed off the inner slopes of my braless tits. It was short enough to show most of my thighs. We had a nice dinner. Of course, I sat next to Frank, with Richard across from us. After dinner he showed Richard his offer. The salary was more than twice his current one, and it included stock options. Richard was floored, and then he actually asked the question I wasn't expecting."

Sheila paused and looked at Dan. Her cunt was now splayed open, fresh juice oozing constantly out of her slick hole as she teased her clit.

"What did dad ask Frank, mom?" Dan asked. He could feel his heartbeat in his cock, as turned on from the story as watching his mother play with herself.

"Richard asked if the offer was contingent upon me sleeping with Frank. When Richard asked, Frank smiled at me, then got a serious look on his face. He told Richard that he wouldn't risk his company over a cunt, no matter how good it was. It embarrassed me, hearing him say that, but it also let me know that he was confident Richard would be an asset to his company. I excused myself and went to the ladies room. While I was there I took my panties off and threw them away. They were soaked. When I went back to the table Frank and Richard each had a glass of bourbon, and I watched Richard sign the contract. I sat next to Frank and put his hand on my thigh. He immediately slid it up, pushing my dress out of the way. When he reached my naked pussy, he stopped and looked at me. I was about to cum I was so turned on, but I was also incredibly nervous. Here I was, married for less than a year, two months pregnant, and about to ask my husband's new boss to fuck me. I took a deep breath and looked at my husband, then turned to Frank. I know my voice shook when I said, 'Frank, please take me to your room and fuck me. I will do anything you want, for as long as you want.'

When we got to Frank's room, he had your father strip and sit in a chair in the corner, and for the next four hours he showed me that what I had considered good sex was a shadow of what sex should be. His cock was beautiful, easily twice the size of your fathers, and he knew how to use it. I came so many times I passed out. I licked and sucked on his cock until my jaw ached. I could only fit half of him in my mouth, but he assured me I would learn to deepthroat him. At some point he sent your father into the adjoining room alone, then pulled me against him. I slept for a while, then was awakened by his cock pushing into my pussy. I was half asleep, yet my pussy was instantly wet, and he fucked me to two more orgasms before cumming in me. When your father and I got home the next day we had a long talk. He realized that a part of me now belonged to Frank. He confessed he jerked off twice while sitting in the chair watching Frank turn me into his fuck toy.

From that day on my body belonged to Frank Scanlin. I still love your father, but Frank does things to me that I never knew I craved until he showed me. Frank loved playing with my pregnant body, and he loved showing me off to his friends. The first person he shared me with was George Simpson, the father of his fraternity brother who had suggested that Frank interview your father for the job. George was sixty-eight, and I was twenty, with an obvious baby bump. Richard had been working in his new job for about a month, so I was almost four months pregnant with you. I was still working mornings, and on that day Frank had texted me telling me that a friend would be visiting me at 3 PM and that I was to greet him wearing the blue camisole and panties I had worn the first week he and I had met. I had no idea who was to visit, but I knew that I was to do whatever he wanted. I had never met Mr. Simpson, but the look in his eyes when he saw my outfit as I answered the door gave me chills. He asked me about my pregnancy as we sat on the couch, then his hands started to roam all over my body. By the time your father got home at 6 PM that evening I had swallowed a big load of cum, then sucked him back to another erection. Mr. Simpson's cock was average sized, but still bigger than your father. We were both naked in the master bedroom when your father walked in and stood in the doorway. I was riding Mr. Simpson's cock as he played with my small tits and pregnant belly. I had cum at least four times, and as Mr. Simpson filled my pussy with his cum I had another orgasm. I then smiled at Richard before leading Mr. Simpson into the bathroom and taking a shower with him. Your father was sitting on the couch in the living room when we came out. I was still naked, but Mr. Simpson had dressed, and he gave your father a big smile and shook his hand before he left."

"Um, did you and Mr. Simpson, um, do it again?" Dan stuttered out. He could smell his mother's arousal as she kept stroking her swollen pussy.

"Did Mr. Simpson fuck me again? Oh, yes. He couldn't get enough of my pregnant body, and Frank was happy to let him play with me. He also had a couple of friends his age that were allowed to use me with Frank's permission. At that time Frank was still working out of state, coming here from Thursday night until Sunday night, so Mr. Simpson came over every Wednesday for about two months. Sometimes he was alone, and sometimes he would have friends with him. One of his regular friends was Jonas White, a seventy-five-year-old black gentleman who loved my little tits. By the time I was six months pregnant they had gone from barely an A to a solid B cup, and Mr. White sucked them for hours every time he was with me. He sucked them so much that my milk was coming in right at the beginning of my third trimester. Mr. White also loved to fuck my ass. He was the first to fuck it, and he and Mr. Simpson taught me how good a cock in my pussy and a cock in my ass felt."

"Are Mr. Simpson and Mr. White, um." Dan was adding up their ages in his head.

"They both died several years ago." Sheila answered his unspoken question. "Frank had me visit them every Monday morning at the nursing home where they were roommates. George had dementia, but he still got hard when I sucked his cock, and after I swallowed his cum he had a smile on his face as he fell asleep. Jonas' mind was sharp up to the end, but he had a stroke and was paralyzed from the waist down. His beautiful, coal black cock still got hard though, and he was always happy for me to suck him hard, then ride him with his cock in my ass. I miss both of them."

Dan felt his cock throbbing as his mom talked about being used by much older men. "Um, what about dad? I mean, was he OK with you being with different guys?"

"Your father quickly realized that what he wanted regarding my body didn't matter. After my third weekend with Frank, the only time your father was allowed to cum in my pussy was after it was already full of another man's cum. I was usually so full of cum and stretched out, that by the time your father got his turn I couldn't even feel his cock. Lucky for him, he loved feeling my cunt loose and messy, and he never lasted more than a minute once he slid into my soupy snatch."

Dan felt his mother reach for and grip the base of his cock between her thumb and finger. He moved forward and felt the hot, wet mouth of her pussy engulf his cock. He shivered at the sensation. Her pussy wasn't tight around his cock, but it felt like he had dipped his cock into a vat of hot wax. He could feel her slick, soft pussy lips mashed against his nearly hairless crotch.

"Ohhhh, Mom!" Dan had never felt anything as good as his mom's pussy surrounding his cock.

"Do you like the feel of your mommy's pussy, sweetie? I can barely feel you. Just like your father." Sheila whispered in her son's ear. "You know I got pregnant right after you were born. Richard and I were planning on waiting a couple of years, but Frank liked me pregnant, so I didn't go back on birth control. Frank was the only one to fuck my pussy until he knocked me up."

Dan felt his balls clench and he came inside his mother's pussy. He sagged against her, his mind racing as he absorbed what she had said. His sister, Samantha, was less than a year younger than him, and she looked nothing like his dad. Instead, she was tall, dark, and athletic. Just like Frank Scanlin.

"Does Samantha know?" Dan whispered.

"Oh, honey, Samantha has known for years." Sheila reached up and stroked her son's cheek, "Girls are a lot more observant than boys. I noticed her giving me knowing looks for months before she outright asked me. Remember when she went to volleyball camp in New Haven just before her freshman year?"