A Family Affair - Cover

A Family Affair

Copyright© 2022 by Master Jonathan

Chapter 3

Romantic Sex Story: Chapter 3 - A divorced woman is doubting her value since the divorce. With three kids, she knows that finding love will be next to impossible. But she doesn't realize love is right there beside her - in the form of her son. He shows her that she has worth and value and when her two daughters learn what's going on they want the same sense of belonging their mother has!

Caution: This Romantic Sex Story contains strong sexual content, including Mult   Consensual   Romantic   BiSexual   Heterosexual   Fiction   Sharing   Incest   Mother   Son   Brother   Sister   Daughter   BDSM   MaleDom   Rough   Spanking   Harem   Polygamy/Polyamory   Anal Sex   Analingus   Exhibitionism   First   Masturbation   Oral Sex   Sex Toys   Squirting   Voyeurism  

Tommy relented and stood up behind his mother. “Hold those ass cheeks apart, I want to see where I’m going!” he said. Carol obeyed immediately, reaching back to pull her cheeks wide apart and show him her pink interior, now glistening with her juices and his saliva.

Tommy gripped the base of his cock and ran the tip around in her slickness to lubricate it a bit before settling in place at her entrance. He began slowly pressing forward marveling at how his cock was opening her wider as he disappeared inside her.

“Oh fuck, Tommy! Oh, baby, I love your big, fat cock soooo much!” she moaned as she felt him begin the long journey into her womb. He pushed deeper and deeper into her as she groaned feeling her pussy walls move aside and open up for him.

Tommy was not only longer than anything she’d had before, but he was bigger around as well so she was being stretched in both directions as Tommy’s cock continued to burrow into her.

Carol went through the whole range of feelings – from being filled to being stuffed, then to being worried he was going too deep, to finally having more cock in her than she thought possible.

After what seemed like forever, she finally felt his balls bump up against her ass and she knew that she had taken him fully. He rested there for a couple moments to let her revel in the feeling and get accustomed to him as well. Once he felt her walls relaxing he knew it was time.

“Okay slut better find something to hang on to!” he said. Carol gripped the edges of the table and called back “Okay baby I’m ready! Now knock a hole in this pussy!”

Tommy pulled back until just his cockhead remained inside her tunnel. He gathered himself and then he pushed into her. Not fast like a stabbing thrust but fast enough that it still made her gasp.

“Oh FUCK Tommy! Oh my God, yes! Yes, baby, that’s what I needed!” she cried out. Tommy began pistoning in and out of her at a breakneck pace, not stopping between and not giving her any chance to catch her breath or rest.

“Fuck me, Tommy! Fuck me with that amazing, wonderful cock! Give it to me, give it all to me! Fuck your slut mother and make me scream your name, baby! Oh fuck, your cock feels soo good ... soo deep in me!”

Carol had gotten used to the dirty talk Tommy wanted her to use. At first she felt a little silly talking like some porn star, but Tommy made sure he gave her plenty of “inspiration” and “motivation” and soon it was almost normal to talk like that. Tommy couldn’t be happier – his mother was coming along better than he ever dreamed she would – he had his very own porn slut!

Tommy gave her everything she wanted and more, pounding into her with all he had fucking her like he was mad at her. It wasn’t long before his merciless savage fucking took its toll on her.

Tommy was young, strong, and he had sex fairly regularly. The same could not be said for his mother (although as of late she’d been getting it a lot more!). So she was the first of the two to reach the top of Mt. Orgasm. As she felt her end coming on, her cries became more urgent, more desperate.

“Oh please Tommy ... please I need to cum, baby! I need to cum so much! Please make me cum, please! Make me cum baby ... pleeease!” she implored him.

“So my dirty slut mommy wants to cum, does she? You want me to make you cum slut?” he teased.

“Oh yes! Yes, baby, please! I need to cum so much ... please make me cum...” she cried again.

“Well, what will you do for me if I make you cum?”

“Anything! I’ll do anything you want, I swear! Please, Tommy, I need to cum! Please make me cum!” she cried, nearly in tears now.

“I’m going to hold you to that promise slut,” he said. Then he set about giving his mother an orgasm she would remember for quite a while!

But this time once she reached her orgasm, Tommy kept on fucking her, all the way through her orgasm and beyond ... until he also got his release.


Tommy and Carol had been meeting in secret for their sexual adventures for a few months when one day Tommy was off work and enjoying a rare day of rest and relaxation at home. Suddenly the phone rang and he picked it up wondering who could be calling him.

“Hello?”

“Hi, Tommy. I was wondering if you could come over ... if you aren’t busy, that is.”

The voice sounded like his mother’s and she had told him she would have the day off so he agreed and headed over to his mother’s house, thinking he was going to have a little fun.

The girls must be out doing something he thought or Mom wouldn’t have asked me to come over. She still hadn’t said anything to either of them about her and Tommy “hooking up” and was keeping everything hush-hush.

At least that’s what Tommy believed. But he would soon find out things had changed somewhat and his belief was outdated!

Tommy pulled up into his mother’s driveway and noticed the car was gone. That’s strange ... maybe the car is in the shop or something. he thought. He went ahead and went inside and that’s when he was met by his sister Diane.

Diane was the older of Tommy’s two sisters but, at 18 years old she was still 3 years younger than him. She recently graduated high school and had found a job as a receptionist at a small dentistry office.

She had planned on going to college but that dream too was shattered with the divorce. Tommy found a good job with a good company right out of high school, and Carol found some solace in the fact that all her children had remained close by.

“Hi Sis, what are you doing here?” Tommy asked, surprised to see his sister home.

“I live here silly!” she giggled. “Mom had to go to the store and pay a couple bills on the way home.”

“That’s weird ... Mom called and wanted to talk to me,” he said.

“Actually, she didn’t ... I called you,” Diane said, looking down.

“You? But why?” he asked.

“I wanted to talk to you ... without Mom around. And this was my only chance – while she was out shopping and running errands and Jenny was at school,” Diane said.

“You want to talk to me? What about?” he asked. Diane and Tommy had always had a tense relationship – they didn’t hate each other, but they weren’t the best of friends either.

Tommy and Diane had different interests and likes and unless the whole family was doing something together, they went their own ways most of the time. So when Diane said she wanted to talk to Tommy privately, it made him wary.

“Tommy, I know about you and Mom. I know you have been fucking her. I know she goes over to your place a lot and when me and Jen aren’t here, you do it in Mom’s bed. I know all about it,” she said.

“What? How?” Tommy was shocked – he thought they’d been discrete!

“Mom told me. I’ve noticed she’s a lot happier these days, smiling and laughing. She has a spring in her step and a glow about her that only comes from when you are getting it regularly.

“I confronted her about it the other day in her room. Jenny was listening to her music and I went in while Mom was folding clothes and we talked. You do know that girls gossip and talk and Mom is definitely a girl. She told me what you two have been up to,” Diane said.

“Well, you can’t tell anyone else, Diane. Not any of your girlfriends, not even Jenny. This has to be kept totally secret, understand?” Tommy said.

“I know. Mom said the same thing. But the thing is that I want to play too. Mom told me how good you are ... how good you make her feel and I want that too. I don’t have a boyfriend and I miss it. I haven’t had sex since Billy moved away and that was almost a year ago now!”

“You want to have sex ... with me?” Tommy asked incredulously. This just kept getting stranger and stranger! First, his sister, who he barely talks to, calls him up and pretends to be Mom. She tricks him into coming over and then lays out that she knows he is having sex with their mother! Now she wants in on the sex too! It was almost too crazy to be believed!

“I know it will be weird at first ... you and I aren’t exactly besties. We haven’t been much more than roommates for several years. It’s neither of our faults, we just like different things.

“But you seem to make Mom really happy and if you do have the magic cock she feels you do, maybe it can somehow bring us closer together. I mean what have we got to lose?” she said.

Tommy stood there for a minute, processing the whole idea. On the surface, it sounded like it could be fun. I mean Tommy’s sister was certainly an attractive girl and she was offering herself to him.

But this was his sister and he remembered a few of her antics growing up – she used to love to trick him and get him in trouble ... what if this was just another ruse? What if she was using what she knew about him and Mom to lure him into a trap just to see him in trouble again? He would have to watch her and be very careful about what he agreed to!

“How do I know this isn’t another one of your tricks Diane? You weren’t exactly the most sincere and honest person I ever met growing up!” he said, skeptically.

“I know Tommy. I was a terrible sister growing up with you. But I’m older now and I’m sorry for the way I treated you. I want to make it up to you ... I want to show you I’ve changed. Please, Tommy, fuck me like you fuck Mom. I want to feel what makes her so happy these days!” she said.

“Does Mom know about this?” he asked.

“Mom and I talked and she told me that you and her have sex, but she doesn’t know I’m asking you,” Diane admitted.

“Well, that will be the first step. I have to tell Mom and get her okay on this. Even though I have taken over as head of this house, I still want her to know so she doesn’t feel like I’m cheating on her ... she’s already been down that road!” he said.

“Yeah...” Diane said. She knew exactly who Tommy was talking about!

There was an uncomfortable silence for a few moments before Diane spoke up again.

“Well I hope Mom says it’s okay ... I’m getting pretty tired of taking care of things myself!” she admitted, blushing and looking down at her hands.

“Mom knows what it’s like to have to take matters into your own hands like that. I’m sure she will see that we aren’t doing this to be sick or perverted.”

“So why are you doing this Tommy?” she asked.

“Well in Mom’s case, I was tired of seeing her hurting. She didn’t have anyone to love her like she should be loved and she didn’t feel she deserved to be loved that way. She felt she wasn’t beautiful or desirable or sexy. She didn’t think of herself as a woman. So I showed her just how wrong she was.

“Now how about you, Sis – why are you coming to me with this? You could have your choice of guys if you just put a little effort into it,” he said.

“I don’t know. I mean I don’t date much and I don’t have a boyfriend or anything. I guess after seeing what Mom went through and how the divorce tore her up, I just didn’t want that kind of pain. And hearing about all the breakups and cheating and stuff that went on in high school ... I just decided to avoid all that,” Diane said, a sad tone to her voice.

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