A Family Affair
Copyright© 2022 by Master Jonathan
Chapter 16
Romantic Sex Story: Chapter 16 - 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
“Oh God, Tommy! Oh God, I’m going to cum! Please, baby, please make your dirty slut cum! Make me cum all over that fat, beautiful, incredible cock! Please! Oh God, please!” she cried out loudly.
Jenny was not prepared or equipped for such intense stimulation and Tommy knew it. But he had to hurry things along – he needed to get her home before Mom got worried, and he wanted to talk to them all when he did. So he tried to get his little shower slut to reach her end.
He grabbed her throat again, still fingering her pussy as he fucked her. “Then cum slut ... cum for me NOW!” she said.
“OHHHFFFUUUCCKKK YESSS!” she screamed out, so loud it hurt his ears. But cum she did – by the bucketful! She poured herself out letting her very soul go down the drain with her juices.
Jenny slumped down onto his leg again but this time he eased her on down until she was kneeling on the floor in front of him. He was ready to cum too and had decided that his little slut was a bit too clean!
“Look at me, slut ... look at me and accept my gift to you!” he said.
As she looked up through her haze, Tommy was stroking his cock furiously. Open your mouth, I want you to taste what you have become!” he said. She opened her mouth like a little bird waiting to be fed.
And he fed her. He shot the first rope of his cum straight into her mouth. He intentionally moved a bit to the side so his second spurt landed on her face. The third he parked right across her tits “feeding the girls” and the rest of the cum he landed back in her mouth. Then he thrust his cock in her mouth and she dutifully sucked and licked him clean.
He let her swallow his load then help her to stand steadying her a bit until she had her legs under her again. Then he pulled her to him and kissed her deeply. “Well that was fun, but we still need to get you home. So shower quickly and get dressed so we can go,” he said. Jenny nodded her head and Tommy stepped out of the shower to let her clean up.
Once she was dressed, she came into the living room where Tommy waited for her. She still wore the same dress she went to the Prom in and she still looked amazing in it. Tommy looked at her with the same wonder and awe as he did last night. “Damn, you sure make that dress look incredible Jenny!” he said.
“Thank you,” she beamed.
“Only one thing ... I need your panties,” he said.
“My panties?”
“Yes ... they are my trophy – a reminder of the night I made you my girl ... my woman.”
Jenny smiled broadly and stepped up to him. “Claim your trophy then, Tommy!” she said softly. Tommy knelt down and reached under her dress to slip the flimsy panties down her legs. She steadied herself on his shoulder and she stepped out of them and he stood up again.
“Mmm, I hope they never lose this scent!” he said inhaling them.
“Well if they do, just let me know and I’ll ‘refresh’ them for you!” she giggled.
The pair drove back over to Mom’s house and Tommy walked Jenny up to the door with her clinging to his arm and beaming proudly.
“Well, there you two are! I thought maybe you’d run off and got hitched or something!” Mom laughed.
“No, not hitched exactly. But we do need to have a family meeting though. Jenny, why don’t you go get changed out of that beautiful dress. We don’t want it getting wrinkled or anything,” Tommy said.
Jenny left to go to her room the get changed. “What’s this about a family meeting?” Carol asked.
“I’ll explain everything when we’re all here. Where’s Diane?” he asked.
“She’s in her room ... listening to her music, I think.” Tommy went to call her to the meeting as well. When all three of them were in the living room, Tommy sat down with all three girls at the dining room table.
“Okay, girls, as you know, yesterday was Jenny’s Prom and I took her there because Jimmy Nichols decided to show his ass and dump her right before her big night. We had a wonderful time last night and I made sure Jenny had a Prom to remember.
“As the evening was drawing to a close and we got ready to come home, Jenny told me she’d had such a good time that she didn’t want it to end. She asked if we could go back to my place to spend a little more time together. Of course, I said sure, thinking we’d sit and talk and she could tell me what a great time she’d had and what her girlfriends had said about us.
“However, when we got to my place, I found out there was more to this than just wanting to talk. Jenny told me a couple very interesting things. First off, I learned that I was more than just a brother to her.
“To hear her tell it, I was her surrogate Daddy. She said that because Jack was always working or drunk – we all know what he was like – he wasn’t much of a father to look up to. So Jenny here started looking to the only other man in her life for her father figure.
“She told me I was more of a Daddy to her than Jack ever was and that was why she used to follow me around all the time – she wanted to be as close to her ‘Daddy’ as she could be.
“That was an eye-opener to be sure, but not as much as what came next! Jenny then confided in me that she was a virgin, which in and of itself was no surprise. However, she then told me her plan for the evening was to have Jimmy take her cherry.
“But since he backed out, she wanted me to do it. She said she always wanted me to take it anyway but I wasn’t her original date. And this Prom thing was her one chance to make that happen. She asked me to take her cherry and make a woman out of her.
“Oh God, Tommy, no! Please, son, tell me you didn’t!” Mom gasped.
“Yes I did, Mom. After we’d had such a good time and her telling that stuff about being more of a Daddy than Jack was, I couldn’t just ignore this request. Besides, had I refused her, she would have just had some other asshole do it and probably gotten her heart broken again because of it. So I took her cherry and made her the woman she wanted to be.
“The story doesn’t end there, though. After we’d done the deed and I had made her the woman she wanted to be, she asked me for one more favor. She asked to be MY woman!
“She said she knew about you and Denise and me and she wanted to be one of Tommy’s Girls too. She said she followed you one day over to my place. Mom and peeked through the bedroom door to see us fucking. Then she went to confront Diane and tell her, only to find out she was doing it with me too.
“So she asked me to make her a Tommy’s Girl too. I didn’t want to tell her no and deny her the same opportunity you two had – the poor girl has had enough heartbreak already.
“So I’m sitting here to tell you that I now have three beautiful sexy ladies as Tommy’s Girls and there isn’t a doubt in my mind that I am the luckiest man in the world. And before any of you get the idea to ask me who I like the best or who is better in bed, let me just sidestep that minefield right now!
“Each of you are beautiful, sexy, and amazing women, and each of you brings something different and equally exciting to the table. Mom, you are older and more experienced. You have had your share of heartaches so you can appreciate when a guy really wants to show you he loves you.
“And I do – I love all of you more than you’ll ever know. You are a very sexy MILF, Mom, and you also like to experiment and try new things. I love that about you too.
“Diane, you are around my age so you and I can communicate on that level. And while you are also very sexy and beautiful, you are still a little leery and cautious around men. Understandable, considering what you’ve been through.
“But I consider it a challenge to continue to win you over and I can see a lot of very fun potential in you sweetheart. You’ve already shown me you can be very passionate when the right buttons are pushed and I am going to keep hitting those buttons as often as I can.
“Finally there’s you Jenny, my most recent acquisition. You are brand new to all of this so you have the unique position of not having to ‘unlearn’ anything before I teach you my ways. You are a clean slate ... an open book just waiting to be written. And I want to help you write it. You tell me that you are willing to do anything I ask and I want to show you the world, my dear.
“All three of you are my treasure and my prized possessions. And I am so honored and privileged to be that one who you have chosen to give yourselves to. Now that I have told you what you bring to this relationship, let me tell you what I am offering...
“Ladies, as I said, I love each one of you with all I am and I promise you, as God is my witness, that I will never ever do anything to hurt any of you – physically, mentally, or emotionally. I will do everything in my power to protect and guard you against anyone else doing it too.
Now I do have a path for us and I want you to know that we will be exploring and enjoying a wide variety of sexual adventures. I ask that you trust my judgment and my decisions. Many of these adventures will be things we enjoy and things that thrill and excite us, but there may be things I ask of you that are less ... exciting than others.
I just want to let you know that nothing I will ever ask of you will cause any permanent damage, will get you in trouble with the law, or will in any way cause you to lose standing with your friends or the community. I understand you have jobs and school and nothing we will do will interfere with them. I want this to be a fun sexy and thoroughly enjoyable experience for all of us,” he said.
“What kinds of things?” Jenny asked.
“Just the normal kinds of things mostly. You know ... oral, anal, straight sex. A little bondage, spanking, tit and nipple play, teasing – a lot of teasing, things like that. There won’t be any squirrels or mayonnaise in our games, I assure you!
“There will be some masturbation, some voyeurism and exhibitionism, threesomes, and all four of us. I might ask two of you, or maybe all three of you play while I watch. You may be made to watch while I play with another of you.
“We will be playing here in the house mostly, but we may play in other places – discretely of course. I will never ask you to fuck another guy, but I may ask you to pay for a pizza or give him a ‘tip’ by blowing the pizza delivery guy or something like that.
“I am sure as we grow and evolve in this relationship there may be other things we want to try and we can face them as they come up. But I want you to know if there is ever something that you are absolutely against, some line that you just won’t cross no matter what, we will sit down and discuss what that is and why you might be so set in stone about it. Perhaps I can alleviate your concern. Perhaps not, and I will just have to move on. I only ask that you give me a chance to help you overcome whatever it is causing this refusal.
“Since I am now going to be the head of the household, I have a few rules that I want to institute. Some of them you two know already, but for Jenny’s benefit, I’ll go back over them. First off, our names. When we are home here I prefer to be called Sir although I will answer to Tommy or something else like honey sweetheart or the like. But I prefer Sir.
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