I hope you enjoy these adventures with Mistress Rachel and her blackmailed housewives. If you have suggestions, or want to read more about Annie, Jackie, Leah, and Alex, send me an email. mistress.rachel@mail.com

 

As the school year neared its end, Rachel solidified her dominance over her mommy pets. She had the three of them – Jackie, Leah, and Annie – all under her control. There was hardly a day where at least one of them wasn't being tended to by Rachel. She enjoyed keeping them on edge with devious schemes, but Rachel was beginning to feel that they were getting more than she could handle alone. Then Rachel had found a solution.

Cassandra or "Cassie" as everyone called her – was a friend of Rachel's from the country club where they both played tennis together. Cassie had no idea about the harem that Rachel had developed, and was increasingly disappointed with the fewer and fewer number of matches they were playing. Cassie is the widow of an Army major who was killed in Afghanistan 5 years ago. Their son is best friends with Rachel's son, and so the two mothers became friends since neither of them had husbands to deal with.

One evening at the club, Rachel, Cassie and their boys, were having dinner together. The two teenaged boys being non-stop, hormone driven, chow hounds quickly ate and rushed off to check out the girls at the pool. That allowed Cassie some time to catch up with her friend.

"Soooo...Rach. What has been keeping you so tied up that you can't come out for some tennis?" Cassie smiled as she held her wine glass out for the waiter to pour her another one.

"Cassie, you know I'm the one that likes doing the tying" teased Rachel "and you have no idea how true that is."

They both laughed at the comment, but Rachel was probing to see her reaction. There was an awkward pause as the waiter blushed and excused himself which made them laugh even more.

"Rach...you're serious, aren't you?" Cassie looked at her friend and could see the smirk on her face. "Don't tell me you found another man."

"Oh, hell no! I don't have the patience for that. Besides, after the divorce I've sworn off men. They're all nothing but pathetic dogs."

"Good. I was worried that you'd gone over to the other side. I love you as a friend, and I'd hate to see you get messed up with another guy." Cassie took Rachel's hand.

They both felt close to each other, and knew that eventually they could become more than just friends. Cassie looked into Rachel's eyes, and could see the fire burning in her. She saw the spark of excitement, and fulfillment that had been missing for so long. Cassie wanted that for herself as well.

Rachel leaned in and whispered to her friend, "You must promise me that you will never reveal my secret. I have four women who would do anything for me. They serve me in every way, and keep me entertained."

Cassie nodded, and squeezed Rachel's hand. "Of course, Rach...I will. You seem to be so much happier – fulfilled than before. I think you should tell me more...after all, I get lonely too." They both laughed because they knew how each other felt.

 

Chapter 2

The two friends talked about what it's like having four "ladies in waiting" for the rest of the evening. As they went on their separate ways, Rachel had already made some plans to start including Cassie as a partner in her kinky fun. It was the following Monday – Annie's play day – that Rachel invited Cassie to join them at the house. Annie was due for a hard session since the others had taken some of the responsibilities for keeping up Rachel's equipment and toys.
The middle-aged Korean arrived at the appointed hour, and was sent to the guest room to change into her uniform. She put on the black satin stay-up stockings, the dreadfully short maid's outfit that showed off her bare ass, the cincher that pushed up her A-cup breasts, and the six-inch stilettoes which she dutifully locked around each of her ankles. Annie then found the collar, wrist and ankle cuffs and locked them into place. Once Annie was done, she returned to the formal living room to kneel before Rachel who was seated on the sofa.

"Annie, you are a very good girl." Rachel looked down on her slave, and began to gently stroke the jet black strands of hair that framed Annie's face. "Today, I want you to be extra good for me. It will be a hard day for you my pet, but I know you can handle it."

"I try for you, Mistress Rachel. I do anything you want me do." Annie bowed her head.

She knew she would do whatever Rachel had in mind too. Annie loved Rachel and all that she did to her. Through all the spankings, tight restraints, gags, and being shared with her sister slaves – Annie proved herself to be Rachel's favorite. It was for that reason Rachel decided to use Annie to introduce Cassie as a new mistress.

"I know you will, Annie. You trust me to be a good Mistress to you. So, I have to ask you something before we go on today."

Annie looked up into Rachel's eyes. She could see the concern Rachel had for her.

"We have had our little arrangement for 3 years Annie, and I have added some more friends for us to play with. Training all of you has gotten hard for me, and you are my best pet. So I have arranged for a close friend of mine to come to learn how to be a good Mistress. I will show her what we do and she will need to practice what I have taught her."

Rachel held Annie's chin up and smiled down at her.

"So my question to you Annie is would you like to help me teach her?"

"Yes Mistress Rachel. I help you." Annie was afraid, but she knew that there was no chance of changing Rachel's mind.

Rachel picked up her iPhone and soon had Cassie on the line. "We're good, Cassie. Come on over, and let yourself in."

The new mistress was on her way, and Annie's mind began to wonder what she might be in for. Rachel produced a panel gag that had a 3 inch ball and began fastening the straps over and around Annie's head. The ball completely filled her mouth, and the leather panel ensured that it remained in place. This was one of the strictest gags that Annie had ever worn, and one of her most hated. She could barely manage an "mmph" with it on.

Once the gag was locked in place, Rachel pulled Annie's arms behind her back. She slid a single sleeve armbinder up Annie's arms and crisscrossed the shoulder straps over her chest. Once the straps were buckled in place, Rachel began the process of tightening the laces of the armbinder – forcing Annie's elbows together. The final strap was buckled around the wrists to further prevent any means of escaping. The effect of the armbinder throws the wearer's chest out and renders her completely unable to use her hands and arms.

Cassie was heard knocking on the front door as she walked into the foyer. The clicking of her stilettoed heels on the marble floor echoed through the hallway. When Cassie arrived in the living room, she was greeted by Rachel with a hug and a kiss on the cheek. Cassie's long honey blonde hair hung down her back between her shoulders, and her bright blue eyes gave her that "all-American girl" look. Rachel stepped back to admire her friend's outfit. A crisp Ralph Lauren blouse, that was fitted perfectly to accent her 36 D breasts, was unbuttoned to just above them. She wore a knee length grey wool pencil skirt, and black stockings.

Rachel had gotten out a heavy leather leash to attach to Annie's collar and handed it to her friend.

"Go ahead and clip it to her collar, Cassie. She will be yours to play with today."

Cassie walked up to Annie, looked her over, admiring the outfit and the restraints, and then reached up to attach the leash to the D-ring under her chin.

"Rachel tells me that you like these games. Is that true, Annie?" Cassie purred.

Annie nodded her head and grunted "Mm, mmm." She was trying to say `Yes Ma'am' but the gag wouldn't allow it.

Rachel stepped behind Annie and pushed her face to the floor. "Go ahead and thank Mistress Cassie for coming to play with us today."

All Annie could manage was more grunts that were supposed to sound like `Thank you Mistress Cassie", and she began giving Cassie's shoes gag kisses.

"Oh how cute!" Cassie exclaimed.

 

Chapter 3

Rachel led her guests up to the loft. Cassie led Annie with the leash attached to her collar. Once there, Rachel had her friend bring Annie to the spanking bench. Annie knew she was going to straddle the bench, but waited for Cassie to give the order.

"Tell her to get on, and give her a little tug. That way she knows what you want." Rachel smiled at Cassie.

"It's a lot like having a dog. Right Rach?"

Annie didn't like being compared to a dog, and didn't climb onto the bench the first time Cassie tugged on her leash. Rachel saw this and filed that in the back of her mind.

Once she was on the bench, Annie's leash was removed and her collar was fastened with a clip to the front of the bench. This forced her to remain face down and ass up. Cassie helped Rachel secure their slave's ankles to the rear legs of the bench. The final piece was for Rachel to run a length of rope through the d-ring at the bottom of Annie's armbinder and tie it to an eye bolt above them. This strappado position made it very hard for Annie to breathe, let alone move.

"Okay. Cassie, I'm going to show you a few of my toys. Annie is used to all of them, so don't be too worried." Rachel pulled out an assortment of floggers, single-tail whips, crops, and paddles. As she laid them on the back of the leather sofa, Cassie looked them over.

"Let's start with a little warm-up. This is good to start with." Rachel held out a pair of floggers. "These get the blood flowing, and bring a nice blush to her cheeks."

Cassie picked out one of the whips and tried swooshing it in the air. Rachel laughed and then she showed her how to hold it properly.

"See...this way...like you're taking a backhand swing...like holding your racquet." Rachel demonstrated with a light stroke to Annie's ass.

Within a few short strokes to their slave's upturned ass, Cassie caught on quickly. She soon had Annie grunting hard into her gag, and even brought a bright pink glow to her cheeks.

"Wow! This is why you have gotten so good at the club. What a nice way to work on your swing." Cassie rubbed her fingers over the stripes she placed on Annie's backside. "Oooh. Her butt's so hot."

"That's not the only thing that's hot. Check out her pussy. It's soaked." Rachel pointed out. "She's such a pain slut."

Cassie ran her fingers up and down Annie's slick folds, which caused the middle-aged Asian to moan into her gag. She then slid her index finger into the dewy pussy. It made Annie buck and tug on the rope that pulled her bound arms up higher. Cassie saw the reaction, and smiled as she realized how much they both were enjoying this. Annie moaned again in disappointment when Cassie removed her fingers to turn to see what other instruments Rachel wanted to show her.

Rachel traded the floggers for a couple riding crops. One of them has a heart shaped popper, and that was the one Cassie picked. First, Rachel showed her friend and pupil how to hold the crop, gave a test swat through the air, and then a few pointers on placement of strokes.

"The beauty of the crop is that you can be more accurate with where you want to strike. Right? THWACK Annie? THWACK"

Rachel landed a solid swat on each of Annie's ass cheeks. This had the bound slave wriggling her ass in pain. Several more swats from Rachel's crop soon produced a series of dark pink stripes up and down her slave's ass and thighs. Cassie took a few turns using the heart shaped crop. She worked her way up the inner thigh on each of Annie's legs, and Annie was getting even more wet.

The next items Rachel produced were a wooden paddle and her favorite thin paddle she used on Jackie and Leah. The wood paddle was her ex-husband's old pledge paddle that she kept after the divorce. Rachel handed the pledge paddle to Cassie, and began to run her thin paddle over the fresh marks made by the crops they had just used. Annie started breathing harder and was trying to avoid what she knew was coming.

Rachel showed that when using a paddle, its best to start slow and work up to a full swing. She tapped her paddle on Annie's left cheek a few times, and then gave her a solid swat. Annie screamed into her gag and started crying softly. Cassie used the same technique on the other ass cheek. Once again, Annie screamed and began shaking her head. Rachel laughed and patted her paddle on Annie's reddened ass.

After a few more strokes, the two mistresses stopped to admire their work. Annie's ass had collected several painful beet red marks. Cassie checked Annie's pussy saturation level again. She began gently stroking Annie's clit with two fingers which brought the juices back to life. The moans coming from behind her gag betrayed how Annie really felt about the session so far. Rachel went to retrieve a few more items for their final round.

"Here Cassie, try this." Rachel held out a fat rippled butt plug.

Cassie smirked, "Oh you ARE evil."

They both laughed as Rachel squirted some warming lube down Annie's ass crack. Rachel began massaging it into her slave's tight ass, forcing one and then a second finger inside.

"See, she opens up fairly easily. Go ahead and slide that plug in there."

The tip of the plug popped inside right away as Cassie fed it in. Annie was enjoying having her ass filled and moaned in approval once Cassie got the remaining rib of the butt plug to slide inside.

Rachel then handed her friend a black leather single tail quirt. It had a braided handle and fall with a flat 10 inch slapper on the business end of it.

"This is a quirt, and is what I like to use last on my girls."

"Wow, this is pretty scary looking. I bet this leaves really nasty marks." Cassie said as she fondled the slapper.

"Again, start slow. Let her get used to it a little so you can build up to a full on swing."

Rachel went to where Annie's face was buried on the bench and stroked the tears away from her cheeks.

"My sweet pet, you're doing wonderfully. Let her have these last few strokes, and I will give you a nice reward." whispered Rachel.

Annie looked up into her mistress' eyes and could see just how proud she was. Annie grunted "thank you mistress" and lowered her head to accept the remainder of the punishment.

Cassie readied herself, and took a few light swings with the quirt to judge just how far away she should stand. She got the range and began with a few more light strokes. Annie moaned with each one. When she thought she was ready, Cassie took her first hard swing. The sound from the crack of the slapper against the beaten ass flesh filled the loft. Annie screamed each time the whip landed on her cheeks. Cassie adjusted her range to allow for Annie's squirming ass, and landed a few more hard strokes. In total, Annie received 15 strokes from the quirt before Rachel stepped in to give Cassie a big hug and a kiss.

"Well done! You're a natural Cassie."

The workout from the whipping and spanking had gotten to Cassie. A few beads of sweat ran down her neck, and stirred a new passion in her loins. She had begun to feel the electricity and the thrill of dominating a willing submissive.

 

Chapter 4

Annie was released from the strappado and gag to allow her a chance to freshen up. Rachel and Cassie headed for the kitchen for a drink. The two discussed the session – what they liked, what other things they might try, and most of all...Annie.

"I think she's amazing. I never thought I'd like spanking or whipping someone, but... WOW, what a rush!!" Cassie raved.

"Annie is amazing, but wait until what's next. She is why I want to keep on being a mistress." added Rachel.

Just a short while later, Annie returned to her mistresses wearing only the stockings and heels, her collar and cuffs. Kneeling on the floor before her mistresses, Annie lowered her head to the floor.

"Thank you Mistress Rachel and Mistress Cassie for punishment."

"You're very welcome my pet." Rachel smiled.

Rachel then had Annie fix a light lunch for them – chicken salad sandwiches for the mistresses, and the remainder of the chicken salad in a dish on the floor for her.

Once they had finished, Rachel and Cassie went to the media room while Annie cleaned up. The two mistresses were sitting on the sofa together. Cassie was the first to make a move by taking Rachel's hand in her own to begin kissing and sucking on her fingers. They soon embraced and kissed each other deeply. Their tongues darted in each other's mouth. Rachel took one of Cassie's breasts in her hand and gently cupped it so she could stroke the nipple with her thumb. Cassie responded by unbuttoning Rachel's blouse, and sliding her hand inside to find a breast to fondle. They continued to kiss and grope each other as Annie crawled into the room.

The mistresses stood to remove their clothes, and Rachel retrieved a pair of strap-ons and the dildo penis gag. Cassie pulled Annie to her and spread her legs to reveal her glistening womanhood. There was no need to be told what to do, as she grasped a handful of Annie's hair and brought her to her pussy. The Korean slave had serviced Mistress Rachel and her sister slaves on many occasions, and was quite proficient in bringing satisfying orgasms. Her tongue dove into Cassie's folds, and opened the way to her throbbing clit. She lovingly suckled the swollen clit into her mouth and teased it with her tongue, occasionally nibbling it with her teeth. It wouldn't be long before Annie had Cassie gasping in ecstasy.

While Annie was worshipping Cassie's pussy, Rachel had fastened one of Annie's favorite dildos – a 9 inch lifelike black skinned model – into the harness she buckled around her waist. Just as Cassie was beginning to peak, Rachel started to ease her girl cock into Annie. The squeal Annie made sent Cassie over the edge into a fantastic orgasm.

The remainder of their session was a blur for Cassie and Annie as Rachel conducted the activities. Each of the mistresses had their turns fucking Annie in every hole with their strap-ons and in turn Annie pleasured them both with her tongue and the dildo gag. It was clear that Annie loved being the center of attention, and the heavy play that her mistresses doled out. Cassie and Rachel agreed that Annie had served them well, and that she should be given to Cassie for the time being. This would turn out to be a good arrangement for both mistresses and Annie. Rachel would still have Annie for maid duties, and an occasional session to teach Cassie more about caring for a submissive. Cassie has Annie at her beck and call, and can rely on her friend for advice – and use of equipment. Annie gets to serve two mistresses who can give her more time for play and punishments.

 

Next up for Annie: Coming out at the Country Club