Disable your Ad Blocker! Thanks :)
Chapter 20
by
ghostwriter53
Who will Sydney choose?
Two doms, one
After dominating Sydney what remained of the day passed without much excitement. Kennedy had worked on the side project her computer programming firm allowed her to have. Carson was curious about it. Especially since Kennedy had told him he would love it.
Josslyn was at a late showing and wasn't expected back until around 8:00 P.M. Everyone was hoping that she could sell the house. If she did it would bring her a six figure commission on top of her salaried base pay. A sale like that would go a long way in getting her career to the next level.
With some encouragement from Carson, Sydney had agreed to enroll in some online psychology classes. She wanted to know what it was that drove her to be submissive and hoped that psychology classes would give her a window into her own mind. She had spent most of the afternoon diving into the online texts and lab activities.
Carson himself had spent most of the day sitting by the pool working on the beginnings of a book. He had always loved writing and had done readings of his own short stories at open-mic nights. Usually to much acclaim from the audience, but, thus far his trademark good luck had thus far failed him in getting anything published. Now he had a fortune and could easily publish his project himself, even if it was nothing more than a vanity project.
Carson had made a point of making sure everyone stayed to welcome Josslyn home and to share his decision on the offer made from The Paradise Club's offer. If nothing else it would be a wonderful weekend for him and the girls. They would be flown from LAX by private helicopter to a vineyard in Napa Valley where a a formal party would be held Friday night, Saturday could be spent doing whatever activities you'd like, and Saturday Evening would bring the **** auction, and everyone would return home on Sunday.
"Oh hey everyone!" Josslyn said excitedly as she walked into the dining room.
"How'd it go?" Kennedy asked.
"I sold the house!"
"Congratulations!" everyone said before sharing a series of hugs.
"So not to steal your thunder, but, I've come to a decision about The Paradise Club's offer," Carson said as he broke his hug with her. He had waited to hug her last so he wouldn't totally crowd her announcement.
"What is it Master?" Sydney asked with a smile.
"We'll be attending, whether or not you'll participate in the auction will be up to each of you to decide. Josslyn have you eaten yet?"
"No Master."
"There are left overs in the fridge. Sydney have you thought about who else you'd like to share my bed with tonight?"
"Yes Master, I'd like to submit to you and Miss Kennedy."
"Very well, Kennedy, until morning you may call me Carson. Sydney for tonight you will address her as 'Mistress,'" Carson said with a smile.
"As you wish Master," she said as Kennedy clipped a leash to her collar.
"Carson, would you like to take her upstairs? I'd like to get changed."
"Sure," Carson laughed as he took hold of the leash and began to lead Sydney up to his bedroom.
A few minutes later, Kennedy entered the bedroom now dressed in a black and red leather corset with a tiny red g-string and knee high black leather boots, with her long blonde hair pulled into a high ponytail. She stopped in front of Carson and Sydney.
He had removed his shirt, shoes and socks. He kept a stern look on his face as he kept a tight grip on Sydney's leash.
Sydney knelt down in front of Carson with back to him, facing the door. She had stripped naked, her clothes folded neatly off to one side. Her hands were cuffed behind her back in a pair of soft black leather cuffs, and a bright red ball gag hung loosely around her neck.
"Mmm somebody's excited," Kennedy said with a smile when she noticed how hard and pointed the younger girls nipples were and shortly after, got the briefest glimpse of her glistening pussy. She crouched down and lightly manipulated the red-head's nipples with her finger tips drawing a long low moan from her. "Do you like having your nipples played with, you little slut?"
"Mistress my nipples are very sensitive. The masters and mistresses at The Paradise Club would always tease them or clamp them to motivate me," Sydney obediently answered. Kennedy said nothing in response. She only looked around Carson to the foot of the bed where he had arranged an assortment of items for them to use on the young, submissive red-head.
"Well then," Kennedy began as she selected four wooden dowels about the size of drumsticks and four small rubber bands from the bed. "We'll just have to take advantage of that," she continued as she held one of Sydney's nipples between two of the dowels then put two rubber bands on them, one on each side of the dowels. She then did the same to the other nipple leaving the sensitive nubs pinched painfully between the sets of dowels.
"Thank you for clamping my tits Mistress," Sydney said as she looked up at Kennedy with a smile.
"Such a well mannered little whore," Carson laughed as he pulled Sydney to her feet. Once standing the teen wordlessly spread her feet shoulder width apart and looked straight ahead at her mistress. Reaching down between her legs, Carson began to furiously rub her clit. At the same time Kennedy began flicking the dowels.
"No cumming until we say so. You don't want us to punish you do you?" Kennedy asked, knowing from experience just how quickly Carson could make a woman cum just from rubbing her clit.
"No Mistress, I'll be a good girl," Sydney said through an air-y moaned. Pleasure and pain mixed into a heavenly bliss for her.
"Of course Kennedy we could always **** her to disobey and punis her anyway," Carson said before picking up the pace of his rubbing.
"Oh fuck, Master, Mistress, may I please cum?"
"NO!" Both answered. Sydney smiled to herself. She knew what this was. It had been done to her at The Paradise Club during her initial training there. The only way now to be a good ****, was to be a bad ****. She would cum without permission as her master and mistresses clearly wanted, then take her punishment.
"Please Master, please Mistress," she pleaded again, only to be denied once more. She kept pleading and kept being denied release until her knees buckled and she screamed in pleasure.
"Bad girl!" Kennedy yelled as she roughly tweaked Sydney's nipples, still clamped between the dowels.
"Looks like we need to punish you," Carson said as he held up his hand so hos palm was close to Sydney's mouth. "Clean up your mess naughty girl."
"Yes Master," Sydney said before licking her juices off of his hand.
Once his hand was cleaned the placed Sydney on her back on the bed. They used four sets of cuffs to secure her to the bed post. "Kennedy, straddle her face. Let's see if this little bitch can make her mistress cum," Carson said as he finished tightening Sydney's cuffs.
Kennedy smiled as she dropped her g-string and lowered herself over Sydney's face and was pleased when the teen began to eat her out. While this was going on, Carson undid the improvised clamps on her tits. When each of them came off she whimpered loudly into Kennedy's pussy as the blood flow into her tits caused a fresh wave of pain.
Instantly he began to suck gently on one of her tits while using his fingers to fuck her at a furious pace. Before long, Sydney was moaning loudly into Kennedy's pussy as she continued to obediently lick and suck at the blonde's tasty pussy. Just before she could cum Carson stopped, causing the red-head to whimper.
"Stay focused on pleasing me slut, this is a punishment for you," Kennedy said twisting the red-head's free nipple.
"Yes Mistress."
Time went on for Sydney but it was ultimately meaningless to her. Eventually Kennedy had orgasmed loudly, but that was some time ago. After her orgasm she and Carson had worked in shifts teasing and tormenting her. Pushing her right to the edge of an orgasm just to deny her the sweet release.
When they began she could still see light out of the sliding glass door that led to the balcony, now she could plainly see moon light shining in brightly. The had bottle fed her two glasses of orange juice to keep her fluids and sugars up, but, resumed the **** right after.
"Please Mistress, please may I cum?!" she pleaded desperately.
"What do you think Carson, has this little bitch learned her lesson?" Kennedy asked as she looked at Carson, slowing the pace of her finger fucking as not to push Kennedy over the forbidden edge.
"I think so, but, now it's time for us to really use her," Carson said with a smile as he held up a ring gag in one hand, and a strap-on in the other. Kennedy smiled as she took the strap-on and began putting it on. Carson held the gag up to Sydney's mouth.
"Open up slut," he commanded. Sydney obediently opened her mouth and Carson inserted the gag and buckled it on place. He then undid her bondage. "On all fours!"
"Es Aser," Sydney mumbled through her gag. Carson stripped naked and laid on the bed with his hard cock pointed up towards Sydney's wide open mouth.
"Suck my cock while your mistress fucks you, and Sydney I hope you like it rough because your mistress fucks little whores like you hard."
"Es Aser," she said again before slowly lowering her head down and guiding her master's hard cock through her gag. An instant latter, Kennedy took a firm grip on her long red hair and buried the strap-on harness deep in her aching, dripping pussy. She moaned loudly around her master's cock before Kennedy delivered a swat to her ass.
"You may cum bitch, but keep focus on your master's cock," Kennedy said as she began delivering hard fast thrusts. Sydney only have a moaning reply as she worked her master's cock deep into her mouth. "That's it Sydney, enjoy that cock in your little whore mouth," Kennedy laughed before giving the girl another swat on the ass.
A few minutes later, the damn burst and Sydney began having orgasm after orgasm. Each scream of pleasure sent waves of vibrations over Carson's cock and filled Kennedy with pride knowing she had helped turn another woman into a screaming, quivering orgasmic mess. All the while, pushing herself closer and closer with each thrust thanks to the small ball on the inside of the strap-on harness hitting her clit with each thrust.
"FFFFFUUUUUUCCCKKKK!!!!!" Carson yelled as he grabbed Sydney's head, through his head back, and shot his hips off of the mattress.
"YES! YES! YE! CUM DOWN HER THROAT!" Kennedy screamed as her own orgasm hit her like a sledge hammer. "Did you enjoy yourself Sydney?" she asked after several long minutes after the three came down and she removed the red-head's gag.
"Yes Mistress, thank you. You are a wonderful mistress and our master is so great."
"I'm glad you enjoyed yourself," Kennedy laughed as she guided the teen down to Carson's right side, before she slid in on his left side. "Tomorrow when we wake up you and I are going to be required to give the master a sloppy blowjob to stat his day. Just the way he likes."
"Mmm I can't wait to have your cock in my mouth again Master," Sydney said snuggling into Carson's side.
"I look forward to it too girls. Now good night, and be thinking about what color collars you want to wear when we go to The Paradise Club next weekend.
"Yes Master."
Carson and the girls will soon be going to The Paradise Club for a weekend of fun. When it comes to the **** auction, what color of collar, or collars will they wear? Red, not participating. Blue, interested in men only. Pink, interested in women only. Or black, interested in men and women. Answer in Comments.
Kennedy: Red, Blue, Pink, or Black
Josslyn: Red, Blue, Pink, or Black
Ellie: Red, Blue, Pink, or Black
Sydney: Red, Blue, Pink, or Black
What color(s) of collar will the girls wear?
Disable your Ad Blocker! Thanks :)
Twins In Bondage
By Ghostwriter53
A very lucky man enters into a relationship with two submissive twins
Updated on Apr 16, 2026
by ghostwriter53
Created on Oct 13, 2021
by ghostwriter53
- All Comments
- Chapter Comments