The next weekend

Friday morning began as all the others that week had, as Mia sat behind her desk looking at the seats that would soon fill with students for the first period of the day. It was the end of the day that would be different. Being Friday, it meant that she and the others who had been caught in Jenna Micheals’ web of sexual slavery would be reporting to their mistress’ lake house for another weekend. Bethany and Elissa Cho entered the room and **** smiles onto their faces.

“Hello girls,” Mia said as she rose from her seat. If the rest of the week had been any indicator, their mistress would not be far behind them.

“Good morning, Miss Colby,” the two beautiful Asian twins said together. A few seconds later, the door opened again and Jenna walked into the room. Mia, Elissa, and Bethany all stood in front of Mia’s desk nervously. Jenna moved in front of Bethany, and without saying a word reached under her shirt, and caressed her breasts, satisfied that the first twin wore no bra. She did the same to Elissa, finding the same. She then stood in front of Mia and reached down through her shirt easily since the top two buttons were undone and again found that the enslaved teacher didn’t wear a bra as well.

“Mia, skirt up, Bethany and Elissa, pants down,” she ordered. A smile came to her face as the three quickly obeyed, exposing their clean-shaven pussies to their mistress. Jenna ran her hand over her slaves’ pussies finding them perfectly smooth as ordered, and savoring Bethany and Elissa’s reactions as they had only been her slaves for a week and had not yet gotten used to being inspected like this every morning before their classes began. “Good girls. Now I have your task for today,” Jenna said as she reached into her purse. She pulled out three small remote-controlled vibrators and a roll of athletic tape. “Put these in your pussies, and use tape to make sure they won’t fall out.”

Reluctantly the the enslaved teacher and the two pretty Asian teens each took one of the tiny pink vibrators and inserted them before placing two pieces of tape in an X pattern over them. Jenna began tapping on her phone and after a few seconds, all three gasped as the toys came to life inside of them.

“Oh, God,” Bethany moaned as she reached back and gripped the edge of Mia’s desk.

“No cumming, Bethany,” Jenna said as she gently gripped the twin’s chin. “That is your task for today, all of you. None of you is allowed to cum and those vibrators will tease you on and off all day,” Jenna said. Looks of horror came to the faces of her three slaves. “Oh, and they have a wonderful feature where they send me a text if one of you does cum. Enjoy your day ladies,” she added before leaving the room.

the day was pure **** for the three of them. The vibrators would come on and shut off again at random intervals. Class after class Mia tried to focus on teaching. As the day went on focusing on her job and not the toy lodge inside of her that she knew would come to life and tease her at any moment became increasingly difficult.

The same could be said for the twins. With each passing class it became harder and harder for the two honor students to focus on what their teachers were saying. By the time volleyball practice rolled around, both Elissa and Bethany were miserable. Each time they looked over at Jenna, they could tell she was fighting back laughter.

The pair quickly changed after practice and went to their shared car. “Remember what Miss Colby said, about what to do,” Bethany said as she slid into the driver’s seat.

“Yeah,” Elissa said with a sigh. She looked into the back seat making sure their journals were both still where they had left them.

They pulled up to their mistress’ lake house over an hour later and parked in the line of vehicles. Both got out of the car, quickly stripped naked, and grabbed their journals and collars before going to the porch. Elissa sighed before knocking on the door. Both twins knelt on the hardwood. They held their journals up in the palms of both hands with their collars on top of them as if presenting them.

The door opened, practically being ripped off of its hinges by Jenna. Their classmate had changed from the tee shirt and shorts she had worn to a red leather corset that showed off her shapely breasts, a pair of tight-fitting black leather pants, and a pair of black leather boots. '“What took you two so long?”

“We went home to finish our homework, Mistress,” Bethany said her voice shaking with fear. Jenna let out a frustrated growl.

“Get in here and from now on, you come straight here for our weekends of fun. Is that understood?”

“Yes, Mistress,” Elissa answered.

Jenna grabbed their collars and placed them around the twins' necks before taking their journals. “Get in here,” she ordered. The two began to stand keeping their gaze away from Jenna. “No, crawl.” The twins looked at one another as they slowly sank to their hands and knees and crawled into the lake house. They were greeted by the sight of their mistress’ other slaves, naked and kneeling. There was of course Mia, her blonde hair now hanging down freely to her mid-back as well as Diane and Melissa Howard the mother-daughter pair, Melissa back from her weekend of being rented out Their brown hair was in ponytails. Finally, there was a redhead with long flowing hair that they did not know or recognize, but they knew she had to be Lauren.

“Now that we’re all here, we can finally begin our fun,” Jenna said with a smile. “Are you all excited?”

“Yes, Mistress,” they said together with varying degrees of enthusiasm. Jenna only smiled at this, not seeming to care one way or the other. Jenna walked over to Melissa and gently stroked her hair as if she were a treasured pet.

“Natalie told me you were very well-behaved for her,” Jenna said as she looked down at Melissa with a smile.

“I tried my best, Mistress,” Melissa replied staying perfectly still.

“And I trust your mom has shared with you what we’re going to do next?”

“Yes, Mistress,” the mother/daughter pair replied together.

“In that case, go get ready and we’ll go into the living room and take our seats,” Jenna said as she began walking to the living room. “Come on girls.” Wordlessly Diane and Melissa stood and headed upstairs, everyone else followed Jenna into the living room.

Jenna and her slaves sat in a row of chairs taken from the dining room, and a few minutes later, Diane and Melissa walked back into the room. Melissa wore her schoolgirl uniform and black stiletto-heeled shoes. Diane was dressed in the clothes she had arrived in. A white button-down shirt, dark blue jeans, a brown leather belt, and white tennis shoes. The two knelt in front of their mistress.

“Mistress, we are ready to entertain you,” Diane said her voice shaking with nervousness.

“Begin,” Jenna said as she leaned back in her seat.

The two rose to their feet and turned to face one another. “Young lady, where have you been?” Diane asked, crossing her arms.

“Like it matters,” Melissa answered rolling her eyes.

“Young lady, it absolutely matters. You know that I have to keep you safe for when…” she paused in mid-sentence as if in thought. “Were you with that boy again?” she asked slowly fearing the answer.

“Yeah, Mom I was. Now what are you going to do about it?”

“Y-you two didn’t?”

“Fuck? Yeah Mom, and in case you’re wondering. Bobby has a nice big cock.”

“Oh, my God, oh my God,” Diane said as she began to pace.

“Like it’s a big deal, Mom, it happens every day.”

“Melissa Annette Howard! Your mistress was very specific about having you sent to her still a virgin.”

“So I’ll have a little experience when I go to live with the bitch,” Melissa said with a shrug of her shoulders. “I bet she’ll appreciate it.”

“No! No! No!” Diane said as she stopped pacing and shot daggers at Melissa with her eyes. “We are in debt young lady! If your mistress does not want to pay as much for you because you aren’t a virgin, it might not be enough to pay it off.” Diane grabbed Melissa’s wrist and led her over to a spare straight-backed chair, sat down, and pulled Melissa across her lap.

“What are you doing?” she asked in a panic.

“If your mistress still wants you since your not a virgin, she’ll take it out on my ass, so I’m going to take it out on yours first, young lady,” she said as she flipped up Melissa’s skirt. She let out a loud gasp as she stared at Melissa’s bare upturned ass.”Melissa, where are your panties?”

“At Bobby’s, and I’m too old for a spanking!”

“You’ll find out young lady that both your mistress and I disagree with you on that,” Diane said as she pressed her hand against Melissa’s ass. Without any further warning, Diane began to deliver painful swats to Melissa’s ass. The sound of her hand meeting her daughter’s fleshy globes echoed through the room and mixed with her cries of pain.

“Ow! Ow! Mom! Stop it! I’m too old!”

“No, you’re not!” Diane said emphasizing each word with a hard swat.

Knowing her cue, Jenna went over to the end table next to the couch and picked up the small wooden paddle that was lying on it along with the two black leather collars she had allowed Diane and Melissa to temporarily remove. She slid the collars into her waistband and walked passed her other slaves who were all enthralled with watching Diane spank her daughter.

“What is the meaning of this?” she asked in a stern tone.

Diane stopped mid-swat and gasped as she looked at Jenna. “Miss Micheals!” she said in shock. “I-My- Melissa, she had relations with a boy and…”

“I know,” she said sternly. For the money I promised to pay for her, I’ve had the little bitch followed.

“I-I know you promised a lot of money for her which is why I thought it would be appropriate to spank her for her bad behavior.”

“I know you must be worried about your debts, but don’t worry until know you’ve done well providing for my property.”

“Does that mean you’ll still pay my debts off, Miss Micheals?”

“I already have, however since I am not getting what I paid for,” she said as she pulled the collars from her waistband. “You’re going to join your pretty daughter in serving me. Put one around your neck, and the other around hers.”

“Yes, Mistress,” Diane said as she followed her orders.

“At least you show the proper respect,” Jenna said as she looked at the mother-daughter pair. “Now stand up, both of you.” The two women stood, Melissa, had tears slowly streaming down her face.

“Mistress, I am so sorry. I-I was just so horny and Bobby,” Melissa said only to be cut off by Jenna as she slapped her across the face.

“Never mention his name to me again!” Jenna shouted.

“I’m sorry, Mistress,” Melissa said looking down at her feet.

“Now since you had a severe lapse of judgment in giving what was mine to take away, and you weren’t attentive enough to prevent it, I am going to paddle both of you.” Jenna moved to the chair Diane had been sitting in and sat down.

“Oh, please, Mistress, have mercy,” Diane said looking pleadingly at the younger woman.

“You, kneel there so you can get a good look at your mommy’s face while I punish her, and keep in mind your next,” she said as she looked at Melissa and then pointed to a spot on the floor to her left.

“Yes, Mistress,” Melissa said as she knelt at her mistress’ left side, facing her.

“You, get your pants and panties down and get across my lap now,” Jenna said keeping her tone stern as she looked at Diane and motioned over her lap with the paddle.

Diane gave a slight whine as she bared her ass and lay across the younger woman’s lap. “Diane you keep your eyes on Melissa, and Melissa don’t you dare look away. This is all your fault.”

“Yes, Mistress,” they said together.

Jenna began to slowly drag the paddle across Diane’s ass. The wood felt cool and smooth against her flesh, and Jenna never seemed to tire of watching another woman’s ass quiver in anticipation of being spanked.

“Are you ready for the paddle, Diane?” she asked.

“Yes, Mistress,” Diane said through gritted teeth.

The first smack of the paddle echoed through the room, like a gunshot and both mother and daughter winced. As the spanking continued, Diane winced, grunted, and even kicked with each stinging swat. Tears coated Melissa’s cheeks as she watched the woman who gave birth to her from a world of hurt all because of her bad choice. Diane's ass was on fire as Jenna finally released her grip on her hips.

“Stand up get your clothes off, and go stand in that corner. No touching your ass,” she said as Diane slowly lifted herself off of Jenna’s lap, sobbing heavily.

“Y-Yes, M-M-Mistress,” she sobbed as she quickly stripped her clothes off. Once she was naked she went to the corner and stood there, still as stone.

“Melissa, it’s your turn to be paddled. Get across my lap.” Melissa said nothing as she crawled around Jenna and climbed over her Mistress’ lap, dreading the pain she would be feeling in her already sore ass.

Once again the room filled with the loud cracks of the paddle against tender flesh and the cries of pain that came with them. Jenna had to use her legs to capture Melissa in a tight leg lock to keep her from kicking and squirming.

“Ow! Ow! Ow! Oh God!” Melissa screamed as painful swat after painful swat landed on her rapidly bruising ass.

“Was that boy's cock worth it, Melissa?” Jenna asked as she continued to spank her with the paddle.

“No, Mistress! No! I’m sorry I gave away what was yours! I’m sorry! I’m sorry! Please no more, Mistress!” Melissa screamed as her ass felt like it was on fire.

“Good, I’m glad to hear that. Now stand up and join your mommy in the corner.” Sobbing heavily, but saying nothing, Melissa rose from Jenna's lap. She began to walk toward the corner but stopped when Jenna grabbed her arm. "Get those clothes off, you naughty girl."

"Yes, Mistress," she replied through her sobs. Melissa quickly stripped naked and joined her mother in the corner, not daring to touch her burning backside.

This is where the scenario that Diane had written the previous weekend had ended, but Jenna decided to improvise a different conclusion. She looked at her other slaves. All of them had enjoyed the show, as evident by their hardened nipples. Even the Cho Twins showed signs of arousal, although they looked away when Jenna looked at them.

"Lauren," Jenna said, her gaze falling on the redheaded bank executive.

"Yes, Mistress?"

"Go up to my room, and bring me the strap-on from my dresser."

"Yes, Mistress," Lauren replied. She stood from her seat, curtsied to Jenna, then turned to exit the room.

Diane's breath seemed to hitch every time she heard the soft click of Lauren's heels against the hardwood floor. Her heart pounded as her thoughts ran a million miles an hour through her head.

"I thought she liked what I came up with! I hope she isn't going to take Melissa's anal virginity and make me watch," she thought as her body trembled with fear.

All too soon for Diane’s liking she heard the faint clicking of Lauren’s heels as she made her way back to the living room. As she got closer, the click-clack of the redhead’s heels sounded like the beats of a giant drum to the fit forty-two tear old MILF. “The strap-on, you wanted, Mistress,” Lauren said as she handed the strap-on to Jenna.

“Thank you, Lauren,” Jenna said before kissing Lauren’s cheek and taking the strap-on. She didn’t bother to remove her boots or pants, she simply stepped into the harness and adjusted it until it fit snugly in place. “Melissa, Diane, turn around.”

The fit forty-two-year-old, and the pretty nineteen-year-old both took a deep breath before turning around to see Jenna standing there with a large red rubber cock between her legs. Diane’s heart picked up its pace as she wondered how or even if she could watch her precious daughter suffer the indignity of having the dildo between their mistress’ legs shoved up her ass.

“Please, please don’t make me watch this,” Diane thought but dared not speak.

“Melissa, what position did this Bobby boy fuck you in?” Jenna asked as she caressed Melissa’s breasts.

“On my back, Mistress.”

“Then get on your back,” Jenna ordered pointing at the floor.

“H-here, Mistress?”

“Mmmhmm, I’m going to fuck you right here in front of all my other slaves, including your mother.”

Melissa played on the floor and spread her legs. Shivers of anticipation went up and down her spine as she watched Jenna slowly stroke the red rubber cock with a lustful smirk on her face. Jenna knelt between Melissa’s legs and began rubbing the head of the strap-on along her glistening slit. Slowly she pushed the strap-on into Melissa’s pussy. The pretty brunette moaned loudly as Jenna pushed inch after inch into her until the tip of the dildo pressed against her cervix. Jenna began to slowly rock her hips fucking Melissa, and Melissa arched her back, and let it fall in time with Jenna’s gentle thrusts.

“I can’t watch this, I can’t watch this,” Diane thought as she looked away.

“Diane! Eyes on your daughter!” Jenna barked when she noticed the older woman looking away. Diane gasped in fright and **** herself to look at what was happening in front of her. Satisfied that the older woman was looking, Jenna lowered herself to Melissa and began to kiss her passionately as she began to move her hips faster and faster. She looked up at Diane and scowled. “Keep your eyes on your daughter if I have to tell you again, I’ll put a posture collar on you and fuck Melissa’s ass.”

“Yes, Mistress,” she said meekly. Jenna smirked as she slid her hands under Melissa’s shoulders before gripping them for added leverage. Melissa wrapped her legs around Jenna, as Jenna began to hammer her pussy with the strap-on. Melissa shrieked in pleasure each time the head of the dildo hit her cervix.

“You like that don’t you, Melissa!”

“Oh, God! Yes, Mistress! I love it when you fuck me hard!”

Jenna slowed her pace to a crawl, making Melissa whine in need. “Whose cock is better, Melissa, mine, or that Bobby boy’s?”

“Yours Mistress! Yours is so much bigger and better! Oh God! Mistress it-it feels so good! It’s in so deep! May I cum Mistress? May I please cum?!”

Again, Jenna tortured Melissa by slowing her pace. “Did Bobby make you cum?”

“No Mistress! He didn’t make me cum! Please, Mistress! Your cock is so good and I’m so fucking horny! Please may I cum?”

“Get on all fours and look at your mommy,” she ordered. Without a moment's hesitation, Melissa let her legs fall to the floor as Jenna pulled the strap-on out of her. She rolled onto her stomach, then lifted herself onto all fours. Jenna took a squatting position being Melissa, lined the strap-on up, and plunged back into her pussy. She grabbed Melissa’s long brown hair and pulled back as she began slamming her hips into Melissa’s. Pleasure and pain mixed each time Jenna’s pelvis slammed into her freshly paddled ass, and the strap-on seemingly hit every sensitive spot all at once. “Look at your mommy and tell her when you’re cumming!”

Diane’s eyes were wide as she watched her daughter get fucked like she was nothing more than a piece of meat. Melissa's eyes met hers, and they were filled with lust and desire. "Oh, God! Oh God! Mommy! Mommy! I-I'm cumming!” Melissa’s body convulsed in pleasure as an intense orgasm ripped through her body.

“Good girl,” Jenna whispered in Melissa’s ear before softly kissing her neck and tasting the salty tang of her sweat. “Uh-oh, looks like you made a mess on Mistress’ floor,” she said teasingly. “Lauren, take Melissa up to the spare room to rest. Diane, come use your tongue to clean up your daughter’s mess,” she said smirking at Diane as she removed the strap-on and tossed it in one of the many bins she kept around her lake house for toys in need of cleaning.

Lauren helped the spent Melissa to her feet and led her upstairs to the guest room.

“F-fine, Mistress,” Diane said as she slowly got on her hands and knees, and began to lick up every drop of her own daughter’s juices.

“What to do next?” Jenna asked as she stroked Bethany’s hair. “After all, our weekend of fun is just beginning,” she added now stroking Elisa’s hair.