Chapter 68: Tanja and Vag’s Us Trip Week 2

After an intense weekend of shopping in downtown Orlando, something we could only do a few weekends per year at home because of the legislation, we made our final trip to Epcot on Monday.

Tuesday morning, we stayed in bed late, and the rest of the morning was spent soaking up the sun at the side of our swimming pool, alternating with some vigorous swimming. I can never beat Vag when it comes to swimming, she’s like a dolphin. I was going to get my revenge during the afternoon which I planned to spend with her in the red room, something we hadn’t really had the time to get to, and today was the perfect day for it, seeing it was her 25th birthday.

Unknown to Vag, I had agreed with Jeff that he would do the same with his Rachel, though not in their red room, but in the room with the wonderful machine he had built. After an hour of play, we would leave our subs bound, gagged, and blindfolded and trade places. I would continue with Rachel on the machine, and he would take over from me in the red room to continue celebrating Vag’s special day. The agreement was to keep the switch hidden from the subs as long as possible. It was to take place at 3 pm, so I needed to start playing with Vanda at 2, right after we had lunch. At the restaurant, I saw Jeff, and when he looked at me, he winked. I gave him a thumbs-up to confirm our agreement.

I urged Vanda to take a light lunch in view of our planned play in the red room. There is no fun when your sub throws up halfway through a session; that is definitely a mood killer. She had been asking me several times during the past week when we would finally have a session there, so she was more than eager to comply with my request.

Entering the villa, Vanda went straight to the door of the red room. To be honest, I’ve never seen her so eager for a session, so I didn’t want to keep her waiting. Nevertheless, I took my time to join her, increasing her eagerness to get started. She was not allowed to go inside without my explicit approval. When I finally got to the door, I stopped asking her if she remembered what she needed to do once it was open.

“Yes, Mistress, I need to get naked and wait right next to the door to be allowed inside.” After which she disrobed immediately.

“OK, and then?”

“When I walk in, I need to take up the same position inside, waiting for you to put my collar on.”

“WALK in?”

“Sorry Mistress, when I crawl in on my hands and knees, I...”

“That’s better.”

I put the key in the lock, turned it, and opened the door, allowing her to crawl in and take up her designated position right next to the door frame. She sat beautifully, in a collar-me position, her ass resting on her heels, her back straight with her hands behind her head, ready and waiting. After putting the collar on, I also attached the leash to guide her where I wanted her.

Lew had told me about this room from the time he had played there with Grace. When we looked at it a few times, the first week, I had noticed a number of the things he had told me about. The frame, which would allow me to put Vanda in an inverted position, was one of them, and that’s what I wanted to test first, so I guided her to it. Vanda saw the handcuffs at the top, so she immediately put her hands up to be handcuffed, but I stopped her.

“You need to step into the boots at the bottom first, slave,” I instructed her.

Holding on to the side of the frame to steady herself, she put her feet into the boots, which I closed and strapped around her lower legs. She looked at me to check if she now needed to put her hands up and I nodded. Once her hands were secured at the top of the frame, her arms spread wide, I attached the boots to the bottom part with her legs also spread wide. She stood now in a vertical spread-eagled position, her eyes full of expectation. I picked up a flogger, one of the many toys I had laid out in the morning when she was taking a shower, and tested it out on her enticing body. Vanda just loved to be flogged or caned or paddled, that alone could give her an orgasm.

After a good 10 minutes of hitting her all over, my arm got a bit tired, so I changed tactics moving to nipple play. To allow me to put on the nipple clamps I had in mind, I needed to get her nipples bigger and harder, so I began tickling under her armpits, which due to her position were readily available. I knew from our many play sessions that this was a sure way to get her nipples to grow and get rock hard, particularly if I then moved my tickling fingers toward the sides of her smallish boobs and to the nubbins themselves. After the tickling, I pinched them hard, ending by giving them a vicious twist.

Now they were ready to be clamped. I’d chosen a type of nipple clamp that slides over the nipple and then is tightened with 4 screws. They looked like little metallic flowers, where the nipple would be the heart of the flower once it was slid over it and secured. In the course of the session, the screws could be tightened, increasing the pressure and the pain/pleasure feeling. I preferred this style rather than those that allowed me to add weights or even the vibrating type. I had put the vibrating ones out as well but intended to use them on a completely different part of her body.

Up to now, Vag could follow the procedure, even anticipating what was coming, but I intended to put a stop to that by blindfolding her. By doing that I knew she was going to completely freak out when I pushed the button, Lew had told me about on the side of the frame, which would turn her upside down.

Simultaneously Jeff was playing with Rachel in what I, in the meantime, referred to as the equestrian room. When we met at three, he gave me a brief overview of what he had put Rachel through during his sessions with her.

What follows is Jeff’s account of what happened up to the shift of Dom in the equestrian room.

“To get her in the room, I told Rache that I had made some minor changes to the machine and that it needed to be tested again to see what the effect would be on the rider.”

“I knew she wouldn’t object as she loves to ride that thing ever since I built it, even sometimes bugging me to have another session with her.”

“When we came in she was naked in a flash, chose her preferred dildo, and mounted it herself on the Sybian, before she climbed aboard, and asked me to remove the footstool, to get maximum pressure on her pussy and clit.”

As an excuse, I told her she needed to be blindfolded to ensure she only experienced what she felt and not what she saw, to have an unbiased test. After slipping the blindfold over her eyes, making sure she would not be able to sneak a peek when I wasn’t paying attention or getting another toy, I slipped her hands into the cuffs attached to the top of the tubular frame around the fake horse, which resulted in a first satisfied moan from Rachel. Bringing the frame forward put more pressure on her pussy and clit while also bringing her bottom slightly upward for the next move. The way she was now positioned also allowed me to attach the two suction cups to her boobs to milk her. I wanted to divert her attention before I started one of the new things I wanted to test on her.

Without her knowing, I had gone out and bought a new toy which I had never before used on her, a beaded anal hook. At the time, I had been looking at all the different anal hooks in the shop but had decided to go for what I thought would generate the most satisfaction for my cute slave. I had also been looking at several videos on the internet on how these things were supposed to be used. I had finally decided to attach the eye at the top with a rope to her hair, which was in a ponytail. That way Rache herself could control the pressure it would put on her ass and on her hair and head.

First, I attached the rope to Rache’s ponytail, something she was used to from previous sessions keeping her in the dark about what I was going to do to her. After profusely lubing it, I put the small ball at the top of the anal hook against her sphincter. She still didn’t catch on to what was going to happen to her. The dildo attached to the fucking machine at the back was something she had experienced before, only this thing that I was pushing against her ass felt rather cold.

“When are you going to do something new Master?” Rachel asked.

“I’m working on it slave, just be patient, and keep still, or I’ll have to punish you!”

“Yes, Master! Sorry, Master.”

Pushing on, the first smaller ball entered Rachel’s bottom, while the second slightly larger metal ball, which was right behind the first, opened her sphincter wider, resulting in a little moan of surprise. When that one was inside the third and largest one opened her up even more. When I then laid the rest of the metal toy against her back Rachel realized that this was indeed something she had never before felt in her life.

I then grabbed the rope attached to her ponytail and attached it to the eye of the anal hook pulling her head and neck back in the process. When that was completed, Rachel wanted to move her head back forward again to alleviate the pressure on her neck but immediately felt the added pressure inside her ass, as the balls started pressing harder against the rear wall of her vagina, at the same time adding to her pleasure.

Not only did I want to stimulate Rachel’s ass but also her pussy and to achieve that I brought up the fucking machine which had been used on Vag’s ass, but it could also provide a similar satisfying service to a pussy. Setting it up so that the attached long but very thin dildo could slide alongside the vibrating Sybian one and reach maximum depth giving the most satisfaction without hurting. I started it up at a very slow pace, the dildo almost taking 20 seconds to complete its cycle. Just the same as Tanja had done with Vag, I started to play with the speed of the fucking machine and the intensity of the Sybian’s vibrations, building on Rache’s increasing arousal.

My goal was to bring her to the brink of an orgasm and keep her there, hoping she’d start begging to be allowed to orgasm. I knew that she hated that, but edging was the perfect way to get Rachel to have an earth-shattering orgasm in the end. It would also allow me, once her orgasm started, to keep it going for a longer period. To help get this whole process going and get some pleasure myself as well, I went and stood in front of Rachel, my dick hard and pointing directly at her mouth. As a good slave, she immediately began to lick the bulbous head when she felt it touching her lips. When I started to push she opened her mouth wide, allowing me to shove my big cock in one go all the way down her throat. I was now definitely face fucking her, her head going back and forth, pulling and releasing the hook in her ass giving her that bit of extra stimulation that she craved.

Meanwhile, in the red room, Tanja was on the brink of pushing the button that would put Vag upside down. When she actually did, and Vag started to turn, which caused her to scream because she didn’t know what was happening to her. When she was halfway, she started to understand what was actually happening and relaxed a bit. When the motor finally stopped, Vag was completely upside down. Tanja picked up the flogger with the horse hair and began to flog her thighs, coming closer and closer to her pussy but not touching it.

That done, Tanja stopped and stepped away, leaving Vag wondering where she’d gone. Then out of the blue, she hit Vag’s pussy full force with the flogger, resulting in another scream, not unlike the one she’d made when the frame started to turn. After about 5 hits with the horsehair flogger, Tanja switched to a riding crop with a big leather tab, which allowed her to hit the whole of Vag’s cunt in one stroke. After another 5 hits, Vag’s pussy began to seriously pink up.

Tanja thought it was about time to increase the stimulation of Vag’s pleasure nub. She first gave it a tender kiss before really sucking it out from under its hood, completely exposing it. She picked up one of the vibrating clamps she had laid out and attached it firmly to the tender nubbin. She picked up the remote and turned it on, firstly at the lowest vibration setting, to check the effect it had on her cute little slave. The latter almost immediately started to moan, clearly enjoying the feeling brought to her clit.

Tanja let Vag stew for a quarter of an hour, varying the intensity of the vibrations of the clamp and turning the nipple clamps’ screws a bit tighter.

While the clamp was doing its work on Vag’s clit, Tanja picked up the paddle she had laid out and administered a nice even dozen firm slaps to her bottom, 6 on each side to be precise, turning both cheeks a nice deep-red hue.

To further disorient Vag she turned her back and forth, pushing the button of the frame on a regular basis. Each time, Tanja flogged or caned her, her complete body started to pink up nicely. Before stopping the rotation and releasing her from the frame, Tanja removed the vibrating clamp from her clit. When she stopped the rotation, Vag was so confused, she no longer knew which way was up or down. This was clear when she was finally released from the frame and guided to the big bed; she needed Tanja’s support. Contrary to what one might think, the big bed was covered in black and not red satin sheets.

Again, Tanja tied Vag in a spread-eagle position, something she had agreed up front with Jeff. To complete the process, she attached a Magic Wand to Vag’s right thigh using duct tape, with the vibrating head pressed firmly against her pussy, before putting headphones over her ears and playing music continuously. She told Vag she wasn’t allowed to orgasm without being given the OK. She knew that Vag would be there for at least 15 to 20 minutes before Jeff would walk in, so the Magic Wand was set to medium, to keep her on edge but extremely aroused by the time Jeff arrived. It would be up to him whether to allow her to orgasm or keep her on edge.

By the time that was finished, she stepped outside to meet Jeff halfway between their villa and the room he had been playing in with Rachel.

While Tanja had been turning Vag over and over, Jeff had continued stimulating Rachel, seated on the fake horse machine. He generously allowed her to orgasm, then removed the fucking machine dildo from her pussy, before turning the frame to which she was attached by her hands so that she was sitting straight up again.

Being the new toy, the anal hook was still very much in place and was now giving a bit more pressure. The breast pump suckers had been removed and Jeff was enjoying himself flogging Rachel’s complete upper body, taking special care of her boobs which were, due to the milking process, extremely sensitive. To be in line with what he had agreed with his partner in crime, Tanja, he slipped earphones over Rachel’s ears and treated her to some music. The Sybian was turned to medium vibration, perfect for keeping his cute slave on edge, but not enough to make her orgasm. After a final check, to make sure everything was as agreed, he quietly stepped out locking the door, and went looking for Tanja, taking with him some of the toys he intended to use on Tanja’s sub Vanda.

As agreed, they met halfway between where Rachel was tied up and the villa Tanja and Vag were staying in. Jeff handed her the key to the special room where Rachel was sitting, completely ignorant of what awaited her. He didn’t need a key, as he knew the code to the front door of the villa. So twenty minutes after they each left their slaves, they walked into the room to find the one they were going to play with now.

What follows is Tanja’s account of her play session with Rachel.

Walking into the room I saw Rachel sitting straight up on the fake horse, just as Jeff had left her: moaning and clearly desperately trying to reach an orgasm by pushing her pussy as hard as possible against the vibrating Sybian, unfortunately, she was restricted by the way she was restrained. I didn’t utter a word, well, she wouldn’t have been able to hear it anyway with the headphones over her ears. I remembered Rachel’s gorgeous body from their visit to the club and I also played a bit with her dressed up as Ilsa the Wolf of the SS, although at the time I mostly directed Jeff during his torture interrogation play.

Walking around her, the first thing that drew my attention was this metal bar coming out of her ass and connected with a rope to her ponytail. It was something I had read about but had never had the opportunity to see applied on a sub. When I pulled on the rope, I got a satisfying moan from Rachel. To see how this thing worked, I pulled it out of her ass. When I saw not one or two but three balls slipping out of her anus, I could imagine that this could seriously arouse her. After closer investigation of the shape, moving it as it would move inside her body, I understood which parts were stimulated and how. I quickly slipped it back into her but changed my mind and removed it again. With that thing inside her, it would be impossible to put Rachel through some of the things I had seen her do with Vag the week before.

Unfortunately, I couldn’t resist grabbing one of her boobs and pinching the nipple between my index finger and thumb, giving it a vicious twist at the end.

I wondered if Rache would detect the difference between Jeff’s and my hand. I didn’t have to wait very long for a reaction.

“May I speak, Master?” She ventured. If I replied, she would know immediately it was I and no longer Jeff playing with her. I nevertheless decided to risk it, hoping that my voice would be muffled by the music she was hearing through the headphones, and replied in the lowest voice I could muster.

“No!”

She stayed silent, but I could see from her face that she knew something was different. And although it was extremely difficult, I refrained from further touching her with my hands. For the moment I needed to settle for only touching her body with my eyes, or whatever toy I wanted to use of course. Basing myself on her session in the club and her clear craving for pain, I decided to seriously torture her nipples and boobs. Picking up a couple of black metal binder clips that Jeff had suggestively left on the side table, I began to apply them. That got me a scream followed by a sharp intake of breath and a serious moan.

Excellent, I thought, that’ll teach her to shut up and try to trick me into revealing who was playing with her, although I guessed she already had a good idea. After all, there aren’t that many Masters visiting they were friends with and who Jeff would trust enough to allow them to play with his beloved Rachel in this special room.

To compensate for the pain I caused in her nipples, I increased the vibrations of the Sybian while flogging her back with a beautiful flogger made of horse hair. I loved the way this instrument took her over the edge into a blissful muscle tensing, pussy flowing orgasm. When she came back down to earth, I moved the frame to which her hands were attached above her head, forward.

Meanwhile, Jeff had entered the red room in the villa to find Vag in the agreed position, attached, spread-eagled on black satin sheets on the bed,

and kept on the edge of an orgasm with the Magic Wand pressed tightly against her pussy. Her enticing, small but firm titties crowned by small but rock-hard nipps invited him to torture them. Jeff picked up two vibrating Fifty Shades of Grey nipple clamps, slightly different in design from the one Tanja had used before on Vag’s clit, and applied them to her nipps before turning them on. The part holding the battery bobbed up and down just below her boobies. They needed to buy these clips for the red room by the dozen, as, being so popular, they inevitably disappeared in people’s luggage for home use.

Jeff had no problem in revealing to Vag that it was no longer Tanja playing with her, and he had his needs as well. He got undressed and climbed onto the bed, then removed the headphones and blindfold, and straddled Vag’s head. He took his semi-hard cock in one hand while opening her mouth by pushing on her chin with the other. Immediately grasping what was required, Vag obligingly stuck out her tongue so that Jeff could lay the head on it. Just the touch of her warm tongue accelerated the blood flow in his cock, which expanded and grew even more as it hardened.

He slid his hands over her scalp, grabbed her hair by the roots, and exerted a gentle pull. He heard her moan and made a mental note of her reaction. Pushing her head toward his crotch, she began to run her tongue over the head of his cock and the even more sensitive underside. He told her how good it felt, and kept encouraging her as she began to focus on providing a perfect blowjob. He continued sliding her mouth on and off his cock with the tight grip he had on her scalp.

As he didn’t want the session to end yet by cumming and filling her mouth with his spunk, he pulled out and walked away, getting a bowl filled with ice cubes, which he placed on a small table nearby. He got back on the bed, kneeling with one leg up on it, straddling her extended leg while standing on the other leg on the floor. Jeff began to stroke Vag’s thighs from her knees to her crotch and back again. While doing that, he wasn’t looking at her face, but he kept listening to her breathing and watching for any quivering around her asshole or labia. So far, nothing. After a minute or two he switched to nails, lightly dragging them up and down her thighs, lingering on the outer lips of her pussy – just barely making contact.

After a few minutes of that, he reached for the ice cubes in the bowl next to the bed. Taking one, he held it against her asshole but didn’t move it, letting it chill her muscles while the melting ice dripped down over her ass cheek. Vag began to squirm as the cold became uncomfortable, but Jeff waited 30 seconds more before moving to her mons just above the clit. There, the melting was a little slower, but soon there was a trickle down to the crease of her hip. He lowered it to her outer labia and Vag began to moan.

When the ice was nearly gone, he tossed it aside, and placed a warm still hand over her pussy, almost covering it from clit to asshole. Vag pushed against the hand and sighed; she was getting into the zone of heightened arousal and started to moan, her eyes closed, looking as if she wanted to be kissed – hard and long. Jeff had to suppress the urge to jump to her head, grab her by the hair at the base of her scalp and molest her mouth with his tongue. Instead, he gently parted her cheeks, exposing her lovely asshole and the bottom of her pussy. He repositioned his hands to enable him to separate her outer labia and display her inner labia. What a sight!

An erect penis is a very insistent beast. Based on the rush he’d already experienced earlier fucking her mouth, he again wanted to know how delicious that slick cunt would feel through the nerve endings on the head of his cock. He looked up at her face just as her eyes began to lower to gaze at his cock. Jeff had sensed she was looking up to see him focused on her, waiting for him to say,

“Is it time to fuck you, little birthday girl?”

Vag whispered,

“Oh please, Master, yes!” with just the right amount of desire and lust to drive him wild.

She played him so well! Hoping he wanted to draw this out for them both, Jeff wrapped his fingers around his now-hard cock and held it up against the outside of her cunt, just inside the lips of her labia. Heat registered first, then the slickness from her very active glands. She reacted by rolling her hips up to mount his cock, pushing another half-inch inside herself. Jeff smiled as he registered the sight of his cock in Vag’s pussy, but didn’t push it any deeper. She relaxed her hips, bringing the head nearer the tightness of her vagina once again, and began to moan and whisper, “Master, please!”

Looking into her eyes, he barked,

“Don’t move!” and began to slip his cock into her, half an inch at a time, before pulling it back to the edge of her vulva. He was relishing the tension, the delay before the hedonistic rush of plunging his cock fully into her anxious, eager pussy. Suddenly, he felt her pussy squeeze the head of his cock. Wondering if she was climaxing without approval, he quickly looked up at her eyes which were shut, but there was a smile on her lips. He felt the pressure on his cock increase. Vag was contracting her Kegel muscles at the opening of her cunt! Jeff pushed a little bit deeper every time he felt her muscles contract, enjoying the excruciatingly beautiful sensation of her tight sheath as it moved down his cock.

Reaching up to her head with his left hand, he gripped her hair and watched as his crotch and balls approached her ass. As soon as there was contact, he tightened his grip and pulled her head back. Vag’s mouth dropped open, and she moaned in pleasure as Jeff began to withdraw and stroke into her slowly, adding an urgent emphasis by slamming into her prone body at the end of each plunge.

“Tighten on my cock, slut!” He exhorted her, “Try to stop me from pulling out.”

He began to vary the angle of entry, aiming more toward her belly to slide against her G-spot with each stroke. He lifted higher to force the head of his cock against the lower walls of her vagina. Then he pivoted to aim off the bed, bringing the pressure of his cock closer to her clit. All this while still pulling on her hair and forcing her head and neck to arch back. He reached up with his free hand to cover her mouth and pinch her nose. Vag’s eyes were closed, and she moaned against his hand as her need for air registered. Her eyes opened and searched for his.

The combined stimulation of a cock filling her cunt, and her clit being rhythmically massaged while being dominated by a man she trusts, all worked together with the lack of oxygen to her brain, sending her nervous system toward orgasm. Suddenly she remembered she had to have permission to cum! Her eyes sought his imploringly as she made different sounds to get his attention.

He noticed and told her, “Not yet, slut.”

“Don’t cum yet” as he released her mouth and nose. She gasped for air, her arousal evident all over her body. The sight of his cock sliding into her pussy – combined to elevate the sensitivity of the head of Jeff’s cock to ‘the edge,’ or the point where he knew he was about to lose the ability to stop his ejaculation.

“It’s time, my pretty, time to make me cum,” Jeff almost shouted.

She knew as soon as he did, she could too – but not before.

“Tell me what you are, make it clear to me what you are for me!”

Her eyes locked onto his as she speaks between pants, “Fuck me, Master. Fuck your slut! Fuck my hole and shoot your seed deep in my cunt! I am but a fuck toy for your gorgeous cock!”

“Pound into that fuck hole with all your might, Master! I am your bitch, use me to masturbate into, please fuck me!”

That did it, as he felt his orgasm hit, he leaned into her, driving two fingers into her mouth and down her throat, and growled in her ear, “Cum for me, bitch!”

The words, Vag had been waiting for, gave her unrestricted permission to cum, adding more to Jeff’s pleasure with her contacting pussy muscles.

Wanting to mark her as he shot his load into her, he opened his mouth over her shoulder and bit down on her as he felt his fingers sink even deeper past the base of her tongue. She didn’t register the pain as her body tensed and shook and tensed and shook again in the throes of orgasm. Jeff slowly slid his fingers out of her mouth, wiped the sticky drool on her cheek, and lowered his body fully onto hers as he relaxed the grip on her hair and pulled her head against his with both of his hands.

Still hard, still, deep in her, he pulled her toward the middle of the bed and squeezed her tits while he slowly slid in and out of her a few more times, smiling at her.

Back in the special room where Tanja was playing with Rachel, the latter was also getting closer to an orgasm, though still thinking Jeff was playing with her, so her surprise was enormous when Tanja ripped off, first the earphones, followed by the blindfold.

“Tanja?”

“Mistress Tanja to you now, slut,” Tanja replied.

“And did I give you permission to address me?” she continued, immediately taking the opportunity to punish Rachel for her insubordination.

“No, Mistress Tanja, you will have to punish me for being disobedient.”

“You bet your sweet ass I’ll punish you, or better still, I’ll let the machine do that for me while I relax and watch that disobedient sweet ass of yours turn red.”

Tanja immediately brought the two floggers, into position in the back of the machine, and switched them to automatic like she had done when she had played with Vag on this wonderful contraption. She took a step back to watch the floggers hit Rachel’s bottom every five seconds, alternating between left and right with a two-second delay between them.

The black binder clips were still in place on Rachel’s erect nipples; time to remove them. Just taking them off would be nice, but Tanja wanted to make her suffer a bit more for not keeping her trap shut when she removed the blindfold and as she had her hands free, Tanja decided to use a riding crop to beat them off of her tits with that.