Sydney

Sydney followed behind the young couple that had purchased her. The woman, a tall brunette with shoulder-length hair held her leash. The man was tall with short dark hair and a neatly trimmed goatee. They led her through the main house, down into the wine cellar, and finally, down a hidden staircase. Sydney knew where they were going: the estate's dungeon.

She had been there several times. Every submissive member of the club had been at one time or another. Most commonly those being trained to serve dominant members were brought here for punishment. However, it was discovered that if one of them enjoyed being tied down and toyed with more than others, he or she might be taken to the dungeon as a treat. The man turned to her, undid the red silk robe she had been given after the auction, and let it fall to the cobblestone-patterned linoleum floor. "Do you know why you're here girl?" he asked as he placed the side of his index finger under her chin.

"Uh-uh," she grunted into the red ballgag in her mouth.

"We're here to have some fun," the woman said as she undid the gag. "Would you like that?"

"Yes Ma'am," Sydney said with a smile.

"That's a good girl," the woman said before kissing her. "Before we go any further, I am Mistress Elizabeth, and he is Master Tony."

"Mistress Elizabeth, Master Tony, I promise I'll do my best to please you."

"I'm sure you will," Tony said as he squeezed her breasts.

"Although, it does irritate me that your pussy is off limits," Elizabeth said as she wrapped her arms around Sydney's waist from behind and gave her three gentle swats on her pussy. "I'd love a chance to tear your pussy up with a strap-on."

"I'm sorry Mistress Elizabeth, I guess you're just going to have to punish me."

"Don't worry sweetie," Elizabeth said before nibbling on Sydney's ear. "We're going too." Without another word, the couple led the young submissive over to a St. Andrew's Cross and quickly cuffed her two it facing outward. "No peaking," Elizabeth laughed as she covered Sydney's eyes with a blindfold.

With Sydney secured, Elizabeth gently sucked on nipples getting them hard and pointed. Tony came back to her side carrying a Hitachi wand in one hand, and a simple black riding crop in the other. "Here you are dear," he said as he handed her the powerful vibrator.

"Thanks, honey," she said as she turned the vibrator on. "No cumming naughty girl," she added as she pressed the vibrator against Sydney's pussy.

THWACK! THWACK! Sydney half-moaned and half-whined when the pleasure from the vibrator mixed with the pain of the riding crop striking her bare breasts. Tony kept a steady pace as he repeatedly struck Sydney's breasts with the riding crop turning the fleshy globes a lovely shade of pink. All the while Elizabeth kept moving the vibrator along Sydney's slit.

"Uh, uh, uh," she chided in a singsong tone when she pulled the vibrator away just before she went over the forbidden edge of release. "You don't get to cum yet," she said as she stood and began to Kiss Sydney passionately. As soon as she felt the other woman's soft lips on her own she began to eagerly kiss her back. She pressed the vibrator against her own pussy and moaned into the younger girl's mouth.

"You like kissing my wife don't you, you little slut?" Tony asked running a finger through her long red hair.

"Yes, Master Tony," she answered between kisses, "Mistress Elizabeth has very soft lips." Suddenly, Elizabeth moaned loudly.

"I get to cum all I want, and you, only get to cum when we say so."

"Yes, Mistress Elizabeth," Sydney said as Elizabeth pressed the head of the vibrator back against Sydney's pussy again. THWACK! THWACK! Tony again began to strike Sydney's breasts until she neared a forbidden orgasm and he stopped as soon as Elizabeth pulled the vibrator away.

Just like before, Elizabeth stood, began to kiss Sydney once more, and used the vibrator on her own pussy. Just like before she passionately made out with Sydney until the vibrator brought her to a second orgasm. With a smile, Elizabeth sank down once again to use the vibrator on Sydney.

The process repeated again, and again, and again until Sydney was absolutely **** to cum. "Please, Mistress Elizabeth, Please Master Tony. Please let me cum!" she pled.

"Ready baby?" she asked looking over her shoulder at Tony. He had stripped himself naked and as gently covered his cock in lube.

"Yeah, I'm ready," he said with a smile.

"Tell me Sydney, do you know why we picked you?" Elizabeth asked before taking a hard and pointed nipple in her mouth and beginning to suck.

"I thought it was because you thought I was cute," Sydney answered through a moan.

"Well, that is part of it," she said before kissing her again, "but no. We chose you because Tony likes to fuck little whores in the ass. I however don't care for anal, but, I do find it oddly hot watching my husband fuck little whores like you."

"Would you like to take my cock up your ass Sydney," he asked as he removed her blindfold. Sydney's eyes went wide with shock and desire. Tony's cock was comparable in size and girth to Carson's.

"If it pleases you Master Toney, and if you'd enjoy seeing it Mistress Elizabeth.

"It would," she said with a laugh as she sat on a large leather couch on the far side of the dungeon. Tony then began to undo the cuffs that kept Sydney secured to the cross.

"Down on your knees," he said sternly as he took hold of her hair. Sydney quickly obeyed and went to her knees. "Crawl," he ordered as he kept a grip on her hair and led her over to Elizabeth. "Eat your mistress whore!" he said as he pushed Sydney's face between his wife's spread legs and she obediently began to lap away at the neatly trimmed pussy.

"Fuck this little whore good babe," she said as Tony moved behind her.

"A nice, tight, young ass like this," he said before giving Sydney a swat on the ass. "No problem," he added as he knelt down and slowly started pushing his lube-covered cock up Syney's asshole making the redhead moan and grunt as he slowly worked his cock up her ass inch by inch until he was balls deep in her ass.

"Ready sweetie?" Elizabeth asked as she ran her fingers through Sdney's hair.

"Yes Mistress Elizabeth," she answered before resuming eating her temporary mistress' pussy. Elizabeth looked at Tony and gave a nod.

"Fuck her ass baby," she laughed.

He gently grabbed her shoulders and began pumping his hips in and out of Sydney's tight back door slowly picking up his pace each time he felt her relax. Before long he was experiencing pure bliss as he constantly groaned at the feeling of Sydney's tight hot colon around his throbbing cock.

"My fucking God, she's so tight," he said as he tilted his head back in pleasure and Sydney herself moaned into Elizabeth's pussy.

"I don't know who's loving this more, you, or this little whore," Elizabeth laughed as she enjoyed the combined feelings of Sydney's lips, and tongue on her pussy, and the sensation of the vibrations of her moans reverberating in her pussy. "Can you cum from getting fucked in the ass Sydney?"

"I...I'll try Mistress Elizabeth," she moaned.

"I want you to cum when Master Tony cums."

"Yes, Mistress Elizabeth."

For the next few minutes, Tony continued to fuck Sydney's ass with increasing speed. With each thrust, he bottomed out in her tight hole, his balls would swing forward and hit her clit adding to the young redhead's pleasure. "Here it cum! Here it cums! FFFFFUUUUUUCCKK!" he roared as he flooded her ass with cum. Her ass constricted around his cock as her own orgasm hit as soon as she felt the first hot thick rope of his cum coat her innards. Her scream of bliss pushed Elizabeth over the edge once more.

"Good girl, good girl," she said breathlessly as she patted Sydney's head.

Who will we follow next? Answer in comments.

A) Ellie in the suite of the man that purchased her

B) Ellie in a themed room. What theme? How is she dressed?

C) Penny in the suite of the woman who purchased her

D) Penny in a themed room. What theme? How is she dressed?

E) Skip to the next morning.