Bet Your Sweet Ass
Copyright© 2017 by Mark Gander
Chapter 20
BDSM Sex Story: Chapter 20 - A disagreement with his sister Natalie over the upcoming Democratic Primary leads to a shockingly sexual bet between her and her twin brother Nathan, which brings on more bets, and things soon escalate between the twins and their significant others, all of whom are kinky enough in their own way and all of them eager to heat things up with each other.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Ma/Ma Mult Consensual BiSexual Humor Workplace Cuckold Sharing Slut Wife Wife Watching Incest Mother Son Brother Sister Father Daughter BDSM DomSub MaleDom FemaleDom Rough Spanking Gang Bang Group Sex Harem Orgy Polygamy/Polyamory Swinging Interracial Black Female White Male White Female Oriental Female Hispanic Female Anal Sex Analingus Cream Pie Exhibitionism Oral Sex Pegging Pregnancy Sex Toys Squirting Voyeurism Big Breasts Nudism Politics
“Do you, Flora, take this woman, Shelly, to be your lawfully wedded wife, to have and to hold from this day forward, for better or for worse, for rich or for poor, in sickness and health, to love, honor, and obey, until death do you part?” Dad asked Flora, who brightened at hearing those vows.
“Si, I do!” Flora blurted in an ardent mix of English and Spanish.
Flora had opted, to the extent that there was one between them, to assume more of the traditional, submissive role in their same-sex marriage, This included swearing to obey Shelly Simsar, taking her last name, and assuming the role of housewife. She was more comfortable acting that part rather than an independent, working woman, and it showed. She was positively glowing in her bridal gown as she took her wedding vows, which conspicuously (and thankfully) omitted any notion of “forsaking all others.” The fact that both Shelly and she wore strap-on dildos beneath their dresses with thigh harnesses and feel-do functions didn’t distract from this fact at all.
Neither did the fact that both of them were freshly fucked. My hot jizz still leaked from Shelly’s asshole, while Dad’s oozed down her thighs from her succulent snatch. Dennis’s cum was still fresh inside Flora’s twat, even as Aaron’s spunk dripped out of her pucker. We men of the family had done these fair ladies right, if I dared to say so myself. This was a home wedding, which made it a bit easier, to say the least, and we were all set to head out for our honeymoon cruise that very night. It was a fairly intimate business, small enough that the audience fit easily into the living room of our relatively new house.
Some of Shelly’s friends and a few of ours attended, but most didn’t. Only Shelly’s brother Tigran of her own family was present, along with his wife, Sally, who worked for the same real estate office. He was so welcome for this that I had belatedly presumed to invite him and his wife along for the honeymoon, which thrilled everyone. Sally in particular was curious about our lifestyle, openness, sharing, etc. Tigran was a bit shyer about asking such questions, though he was normally a more assertive and independent kind of man. There wasn’t a shy or reserved bone in Sally Wang’s body, of course. She hadn’t left repressive Singapore to stay demure, that was for sure.
“Do you, Shelly, take this woman, Flora, to be your lawfully wedded wife, to have and to hold from this day forward, for better or for worse, for rich or for poor, in sickness and health, to love, cherish, and protect, until death do you part?” Dad now asked Shelly, who licked her lips as she looked at her new bride.
“I so fucking do!” Shelly cussed in her absolute sincerity.
“Then, by the powers vested in me by the Commonwealth of Massachusetts, I now pronounce you wife and wife. You may kiss each other now,” Dad beamed as he formally pronounced them wed, their rings flashing everyone with their silvery glare.
Shelly grabbed Flora, dipped her low, and gave her a steamy French kiss that looked like it could melt a welder’s mask. There was certainly no shortage of tonsil hockey involved in that lesbian make-out session. Flora whispered something in Shelly’s ear and the latter giggled in response to the secret before replying with one of her own. Flora winked at me in particular and gave me a big thumbs-up sign. I blushed in spite of myself, truly curious as to what the nature of the gossip was and what it had to do with me.
“Alright, now time for the next set of vows,” Dennis announced, taking over the officiator’s role from Dad, “who gives this woman to be married to this man?”
“Her mother and I do,” Dad spoke up as he took Natalie’s arm for her wedding to Aaron, Mom walking right behind them.
I stood as best man, of course, as Aaron was my close friend ... with strictly oral benefits by now. I should add that the oral was all very one-sided. Aaron sucked my cock. I didn’t suck his. That was an arrangement that suited both of us quite well. Aaron was honestly such an adorable subbie boy-toy that it wasn’t funny, but it was very cute. He was often and increasingly content to go last in terms of fucking the ladies, though he still enjoyed the act quite well. He also fluffed for all of the guys and gals, sucking, licking, and rimming as much as he could. He definitely ate a lot of creampie when it was juicy and slick from so many loads, including his own.
“In addition to wedding bands, Aaron and Natalie have opted to take a special step to show their mutual commitment, particularly his obedience and loyalty to his Goddess wife. My son has proposed, and she has consented to him becoming her cuckold husband in whatever sense might please her. Yes, he has taken that final step toward happy and willing cuckoldry at the hands of his Hot Wife. For this purpose, he has a particular request of his best man to take a spot next to Natalie and himself. He has a favor to ask of you, as does your sister, Nathan, formalizing a relationship that has been in the works for some time now,” Dennis’s bulge showed in spite of his obvious discomfort over this specific deal.
“Nathan, Master, we’ve already signed over ownership of our bodies to you, and quite proudly, my sweet brother. What we’re about to ask is a bit more ... extreme, but please agree to this. This is what Aaron wants and I admit that, while a bit jolting to me at first, it arouses and stimulates me more than a little. Perhaps because it’s a guilty pleasure or because I know how much fun we’ll all have ... and because you and I will especially benefit, but Aaron will also enjoy it.
“Please, become our Bull. Formally. Officially. Accept one of the two keys to Aaron’s cock cage, the other one being mine. Don’t worry, the cock cage was his surprise, his idea for us that I only recently accepted. He really wanted this, didn’t you, babe?” Natalie turned to her fiance, the groom, who blushed and grinned so widely that I knew that he actually wanted to be a proper cuck.
“What happened to not being into that kind of thing?” I asked them both, more than a little floored that Aaron even had a cock cage, let alone that Natalie and I would have keys to it.
“I ... thought that I wasn’t. And maybe back then, I wasn’t. But it’s grown on me. The more I thought about it, the more it’s excited me. It wouldn’t mean that I never get any action, of course. It would mean that I fuck whoever my keyholders permit me to fuck and no one else. Everyone else I fluff, mostly at the direction of others.
“And it would mean no more masturbation. I won’t be able to jerk off anymore, but I would, I trust, get regularly milkings and sometimes a ruined orgasm. I especially want to spend most of my honeymoon fluffing, watching, and eating my Goddess while she gets humped and taken any which way she can. She assured me that I would be rewarded with some pussy and ass from the ladies, herself included, and that is wonderful news to be sure. I don’t deny that I still have all of a man’s normal sexual urges in addition to my submissive kinks.
“The best reward, though, is knowing that my Natalie is satisfied as she should be. Especially by our Bull, by you, Master. I also hope to be pegged and sissified, made to wear ladies’ clothes, go naked at times while others are clothed, that kind of thing. Face it, Nathan. I’m a cuckold, a sissy, a voyeur, a sub, and a wimp ... and I’m happy to accept my true nature,” Aaron assured me as Natalie and he accepted my collars.
“With these collars, I accept your submission to me as my willing love and sex slaves, Aaron and Natalie. I require of you service, loyalty, and obedience, in return for my protection, guidance, and discipline. I am your Master now and you my slaves, but I love you all the more for it. I also accept this key as a token of your submission to me and to your bride, your Goddess, my sister, who is to be your Hot Wife, to whom you shall have the role of cuckold as well as husband.
“I also present her with this anklet as a gift in that same vein. This is my surprise. I knew that she was to be a Hot Wife, of course, just not about the outright cuckoldry. So be it. I accept the role of Bull to you, with the condition that I alone have final say about all things concerning your sex lives and marriage. Natalie, my love, attach your key to the anklet. As from this moment, your bodies are mine to do with as I choose, and I am pleased to see two of my slaves get married,” I smiled at the couple, making Natalie in particular blush at the “my love” part.
I finally admitted to myself and others that I felt a dark excitement and pleasure in owning another man and his wife so absolutely. This was especially true when said wife was also my twin sister. I would own the fuck out of Natalie, that much was clear. She was my slut now, just as she was my sister and Aaron’s wife (or would be soon). I knew that I would be a good and sensible Bull and Master, letting Aaron enjoy a lot of time free of the cage, but when I wanted him caged, he would be caged and remain so until I was ready to liberate him. I trusted Natalie not to release him contrary to my wishes, though she was free to do so otherwise.
“Let me see the cock cage,” I insisted, even as it was brought to me.
“The moment that you say ‘I do,’ Aaron, I’m going to slip this cock cage on you and lock it, so bear that in mind as you take your vows to my sister. Drop your pants so that we can all see your prick ourselves, all of us, and there won’t be a barrier or obstacle to caging your cock. Ready?” I tested Aaron’s sincerity.
Sure enough he dropped his pants to expose his dick to my gaze and that of others. Natalie kissed the top of Aaron’s head and lowered herself to kiss the head of his prick, too, in obvious delight. She knew what a big deal it was for him to finally surrender to his true sexuality and turn over control of his sexual pleasure to her and me. It wasn’t the easiest thing in the world to confess to all and sundry that he was a willing and happy cuckold, a servant to his wife and her brother in this case. She knew that he knew that the odds of him physically siring most of the children became slimmer the more that I fucked her and the less that he did. That was no small sacrifice on his part.
Dennis cleared his throat and turned to the happy couple, “Please exchange the rings.”
“With this ring, I thee wed and take thee to my troth,” Aaron put the wedding band on Natalie’s finger as she fought back tears of joy (and so did Mom ... and Lizzie).
“With this ring, I thee wed and take thee to my troth,” Natalie repeated as she slid the ring onto Aaron’s left hand ... she caressed his palm as she did so as a special token of her affection for him.
“Do you, Natalie, take this man, Aaron, to be your lawfully wedded husband, to have and to hold from this day forward, for better or for worse, for rich or for poor, in sickness and health, to love, cherish, and cuckold, until death do you part?” Dennis recited the slightly altered vows that were supposedly quite legal.
“Gladly!” Natalie puckered her lips as if to kiss Aaron and even caressed his fleshy face, “how could I refuse a chubby sweetheart like him?”
Aaron blushed a bit and his boner was still quite impressive for such an obvious beta or cuck.
“Do you, Aaron, take this woman, Natalie, to be your lawfully wedded Hot Wife, to have and to hold from this day forward, for better or for worse, for rich or for poor, in sickness and health, to love, serve, and obey, until death do you part?” Dennis asked his son, who was misty at the chance to publicly declare his true feelings about my sister, his bride.
“I motherfucking do!” Aaron winked at Natalie as I slapped that cock cage on him, not even trying to protest as I locked up his prick at last.
Instead, Aaron pulled up his pants and zipped them as if there was nothing odd or remarkable about there being a cock cage under his tuxedo and boxers. Natalie winked at him and put her hands down the back of his trousers to rub his cheeks a little. Both of them had goofy grins on their faces as the finality of Aaron’s new cuckold status hit them. This was a far cry from our initial bet and boy, had that wager taken all of us down real rabbit hole into a very different kind of Wonderland! Natalie winked at me now as she attached the other key to her new Hot Wife anklet that I had given her as a wedding present.
“Then, by the powers vested in me by the Commonwealth of Massachusetts, I now pronounce you cuckold and Hot Wife. You may kiss the bride, as may her Bull,” Dennis concluded with the adjustments that we requested, fighting the urge to delight and gloat too much about the idea of humping his son’s wife in front of him soon on their wedding night.
Naturally, as the legal husband, Aaron got the first kiss in and it was truly passionate from both ends. Natalie was extremely grateful to have such a sweet and submissive hubby who freed her to completely submit to her own brother. When I planted a lip lock on Natalie, she greedily accepted my tongue down her throat and made it abundantly clear that she adored me equally, but differently, from Aaron. She loved him as much as me in her own way, but the reverse was also true. She was the protective, dominant Goddess, governess, babysitter type with him, whereas she was the submissive sister and sex slave with me. The pecking order was well established between us by now.
“And now, for the final wedding for you youngsters,” Mom teased us younger folk.
Mom officiated our nuptials as Flora and Shelly took the roles of mother and father respectively, the latter standing in for Flora’s late husband. They all watched with real fascination as I collared sweet Bianca, taking her as my slave bride at last. My Latin cutie was about to become mine in every sense of the word and she took pride in the fact. I looked forward to the wedding night, among others, including to the inevitable threesomes where I would fuck them in turns as Aaron fluffed for us. Then, of course, I would let Aaron out of his cock cage to consummate his marriage and get a turn with Bianca as well. I also grinned at the image of the ladies pegging the fuck out of the little cuck.
“With this ring, I thee wed and take thee to my troth,” I slid the band onto Bianca’s finger as she looked at me with teary delight, as if at last daring to believe that it had happened.
“With this ring, I thee wed and take thee to my troth,” Bianca repeated, adding, “I will be, everyday of my life, your abject slave and yet the princess that you love to pamper so much. I will never let you down. I swear.”
“Nor will I, babe. You’ve become my partner in crime in so many ways,” I teased her, but I was in deadly earnest ... Bianca was so steadfastly loyal that she really would hide bodies for me, I was convinced of it.
“Do you, Bianca, take this man, Nathan, to be your lawfully wedded husband, to have and to hold from this day forward, for better or for worse, for rich or for poor, in sickness and health, to love, honor, and obey, until death do you part?” Mom recited the far more traditional vows in our case, as I would truly dominate my wife unlike Aaron and some other men.
“Si, I am His ... I do!” Bianca shouted, though it wasn’t clear in her case if she meant “si” in Italian or Spanish, since both were part of her heritage (and she was fluent in both).
“Do you, Nathan, take this woman, Bianca, to be your lawfully wedded wife, to have and to hold from this day forward, for better or for worse, for rich or for poor, in sickness and health, to love, cherish, and protect, until death do you part?” Mom asked me in turn.
“Hell, yes!” I grinned as I stroked Bianca’s hair and realized for the thousandth time that my Latin bride was stunningly beautiful.
“Then, by the powers vested in me by the Commonwealth of Massachusetts, I now pronounce you man and wife. You may kiss the bride,” Mom declared as I took Bianca in my arms and made out with her so passionately that she probably could smell last night’s dinner.
When I finally came up for air, Bianca pressed her head to my shoulder and rested it there as I held her tight. I heard throats being cleared, so we stopped after a moment. For that moment, however, I let Bianca know that she was safe, she was mine, and that she would always have a home with me. I let her know, in case of any doubts, that she was my bride and part of me as surely as Natalie and my family were. In fact, she was now definitely part of the family, as her surname was now Sikorsky.
It was now time for Dennis and Lizzie to tie the knot again, this time as an open marriage, followed by Mom and Dad renewing their vows. Neither of those were unusual in character, and they both took a bit less time. Little was said. Little needed to be said. Everything that could be said among those couples had been spoken in the past. I officiated for Mom and Dad, while Aaron did the same for his folks, none of us commenting about the way that his cock strained against its steel cage in his pants.