~~ Sheri ~~
A week after my Mistress, Jenny left, I found my own place and moved away from my parents. I felt so free and laughed about why in the hell I hadn’t made this move a few years ago. I gave my contact info to Jenny, and she instructed me to await a call from Russell, who would be my temporary Master during my training.
I patiently (or maybe not so patiently) waited on Russell's phone call, and today, right after work, he finally called. Immediate memories of that fabulous outside shower filled my mind. And that, oh so wonderful cock of his had me wet as soon as I heard his voice.
Russell said, “Hi Sheri, this is Russell; I hope you remember me.”
“Oh my God, how could I not? A girl doesn’t get fucked into a state of unconsciousness all that often, ya know.” I was getting so wet it started to dribble down my thighs. I regretted Jenny forbidding me to wear panties during my training period at that moment.
Russell then took a more authoritative tone and informed me that my training would begin tomorrow evening. He told me that at 7:00 p.m. tomorrow, I was to be waiting in my foyer on my knees, resting my ass back on my feet, with my hands on my thighs and my legs spread wide. The door was to be unlocked, of course.
The following day, I was nervous and excited. So much so, that I couldn’t help but start getting ready early. I clicked my collar in place and took one last check of myself in the full-length mirror. After another session at Salon React, my bright red lipstick matches my fingernails and my toenails; every part of me is waxed smooth and my hair cut is just as Mistress Jenny instructed.
Though we have talked on the phone, today will be my first Skype call with Mistress Jenny. I go to the kitchen counter and log on to my account. I am not sure what to expect, so I’m feeling something between fear and arousal.
“Good afternoon, my pet,” Mistress said as her image came onto the screen.
“Good afternoon, Mistress,” I replied.
“So, it has been a few weeks since we saw each other, are you all settled in the new place?”
“Yes, Mistress.”
“Good, my pet. And I see that you are wearing your collar. Have you been wearing it as I told you to?”
“Yes, Mistress, I only take it off when I shower.”
“Good pet. I am proud of you for completing the instructions so far. Today we will start your real training on how to be the best slutty sub possible. By the end, if you have done well, we will have a graduation celebration day. I hope you are hydrated because it’s going to be a long evening. Obviously, I can’t be there to do your training, so I have recruited a few people to help me with this task. Let’s see. It’s currently 3:50 p.m. I want you to take off your robe, unlock the front door and kneel close by, put your head to the floor and wait. Your door is going to open in ten minutes.”
“Oh Mistress, I was expecting Russell at 7:00 p.m., and he instructed me how to greet him. Who do I obey, Mistress?”
She replied to me in a very harsh tone. “Listen, bitch, in all matters, you will obey my every word. I am in daily contact with Russell; he works for me in your training project.” Her unforgiving voice shocked me at first, but I rebounded.
Taking my position as instructed in the foyer, anticipation boiled up in my stomach, as well as my girly bits. Who were these other trainers, and what were they going to have me do? How long was this going to last? Goodness, has it been ten minutes yet?
As if she could read my mind, Jenny’s voice called out from the computer on the kitchen counter. “Sheri, if you are wondering, you still have seven minutes to wait.”
Shit, I screamed in my head. I could feel the bile churning in my stomach, but also the juices started draining from my honey pot. So, I took long deep breaths as the minutes ticked by, and just as I was about to puke from anxiety, the door slowly opened.
No one said a word to me but went straight to the kitchen. Mistress Jenny’s voice chimed out from the computer again. “Hello everyone! Thank you for taking time out of your schedules to assist with Sheri’s training. I think I know everyone except for the lovely Elizabeth.”
“Yes, good afternoon Jenny. I am Austin’s wife, Elizabeth. I am so happy to step in as your proxy with Sheri here in Kentucky. These boys can’t have all the fun, and the slut has a Domme, so she has to have a female trainer too.”
So, there was Russell, Austin, and his wife Elizabeth, but I still didn’t know the fourth trainer.
“As you all know,” Jenny spoke from the screen, “Russell will be the primary Master for training. He and I have discussed all the specifics. Sheri will be coming to Florida in three months, so she needs to be a compliant submissive by then. I will video into some sessions, but Russell will also send me video reports. Does anyone have questions at this point?”
Team Slutify Sheri (TSS) all agreed that they understood the mission and were ready to go.
“Excellent, then I am going to sign off for now, and Russell will take it from here. Goodbye, my little bitch, and enjoy!” Mistress yelled to me.
I lifted my head and said, “Thank you, Mistress, and I worship you.”
“Did I say you could lift your head off the floor, whore? Russell, ten slaps as punishment for that, you can decide where and with what, but make sure it’s ten.”
I could hear the smile in Russell’s voice as he says, “Yes, Ma’am!”
As he closed the computer, I heard footsteps coming towards me and felt the bile and the juices beginning to rage again. “Well, TSS, here we go. The plan for today is first to move this party to my house since I have all the fun toys! But before we go, Steve-O, I know you are headed to work. Since you have to run, why don’t you do the honor of our first punishment from Jenny, ten slaps.”
Ah, so the fourth trainer is Steve-O. Somehow this made me shiver a little.
“I appreciate that.” Steve-O squatted down and didn’t hold back, as he gave ten hard slaps to my ass, alternating left and right. I tried to bite my lip to stop the scream, but by the third slap, it hurt so badly, I was shrieking. By the sixth, my cries reflected both pain and pleasure. God, it feels good!
But he stopped. “Do not cum, you little bitch! It is way too early in the day for that!” He continued with the seventh slap even harder if that is possible. Eighth. Ninth. I bit the inside of my cheek, tasting the blood. Tenth. Oh, thank God, I made it.
Steve-O leaned down, draped himself over my back, and whispered in my ear, “Good Girl,” as he rubbed my crimson ass, soothing it gently.
“We are going to have so much fun together, little one. You do remember how good my cum tastes don’t you? Of course, you do,” he whispered. He nibbled my ear as he continued rubbing my battered cheeks, and as he moved from one side to the other, his thumb grazed my asshole, and it pushed me to the point of no return.
“Oh fuck!” I cried out at the orgasm that arched my entire body. I instantly knew that I would pay for this, but at that moment, I didn’t care.
“Seems that orgasm control is a good place to start, Russell. I’ll let you do some punishment around that for me. Gotta run!” And with that, Steve-O was out the door. I never even saw his gorgeous face.
“Stand, slut,” Russell commanded, and I obeyed. “You are going to remain naked. Get in the backseat of my convertible, and, on the way to my house, Elizabeth will use you. She will suck your tits, finger fuck you, feed you her tits, whatever she wants, and you will obey. Do you understand?”
“Yes, Master,” I replied, though I really wished I could take my robe.
During the thirty-minute ride to Russell’s house, I started out apprehensive, but the first time Elizabeth wrapped her plump lips around my nipples and started sucking, I didn’t care who was watching. At her direction, we traded the pleasing sensations of sucking tits and fingering each other. And before I knew it, we arrived at Russell’s, just as both of us started to climb that hill towards climaxing.
Russell and Austin looked back at the two of us, me naked and Elizabeth with her sundress all askew, “Don’t worry ladies, you can continue this inside,” Austin smirked.
But Elizabeth had a different plan. She turned her hips to face me, pulled her dress all the way up, pushed my head down into her beautiful, smooth mound, and said, “Make me cum, bitch.”
In Russell’s driveway, with the guys watching, I licked up her velvety, wet outer lips, tasting that sweet, sweet nectar. I stopped at her swollen clit and began swirling my tongue around in circles as she started pumping her hips up and down. I flattened my tongue more against her growing clit and switched, circling to the other direction, pushing just a little harder. Her moans told me she enjoyed it, so I slid one finger in her wet pussy, finding her engorged g-spot easily. Adding a second finger, then a third, I rubbed softly on her precious gem and sucked on her clit. She humped my face like a dog in heat. I rubbed harder as her moans grew louder, sucking harder. Her whole body arched up, and she was screaming so loudly an elderly neighbor came out his door to check on the ruckus. I kept rubbing on that soft spot that was ready to explode at any second, and I squished my face into her slit and shook my lips and tongue all over her with all the pressure her bucking hips would allow. In seconds, her cum squirted out in fountains, and she screamed, “Fuck, yes!” in delight. I caught as much as I could in my mouth and swallowed it, but as I kept rubbing her g-spot, there was more and more fluid gushing out all over the car seat. As she came down, she laughed and told Russell that Austin would pay to get the car detailed. Russell looked over and waved to his neighbor to let him know all was fine. “His wife is gonna get a surprise tonight!”
Once inside, Russell reminded us that even though I was a good slut in the car, I still needed my punishment for having an orgasm when Steve-O told me not to; oh, how I had hoped he had forgotten. Elizabeth piped up and said she had the perfect idea. She walked out of sight for a few minutes and came back with a magic wand vibrator.
“Now, little bitch, get on the floor. Russell, you are going to hold her hands down. Austin, you are going to hold her legs down.”
Once everyone was in place, Elizabeth sat next to me and said, “I am going to set the timer for five minutes, and I am going to make your clit go crazy, but you will not cum! Russell is allowed to kiss you or play with your tits. Austin is allowed to play with whatever he wants. But you cannot cum. If you are a good girl and can hold off, you may get a reward. But if you climax before the timer goes off, you will only get more punishment. Nod if you understand.” I nodded obediently.
I had no concept of five minutes; it might as well have been an eternity. Elizabeth placed the wand between my legs and turned it to the lowest setting. Immediately, I moaned in pleasure and squirmed. It felt amazing, sending warm vibrations from my clit up through my stomach, to my nipples and breasts, up the back of my neck, and then right back down to my pussy. Holy fuck, how was I going to last five minutes? Russell leaned down and kissed me so hard, but it was a nice distraction from the electricity happening between my legs. That is until he started nibbling down my neck, my ear, my collar bone, and licking from my neck to my nipple, then started suckling like a starving infant.
“Oohhhhhhhh,” I moaned.
“Don’t cum, bitch,” Elizabeth cut through the fog of pleasure.
Focus, Sheri, I thought. I tried thinking of anything but what was going on in my body. Baseball. Vegetables. Oh God, he just bit my nipple. Um, that reminded me, I needed new bras. I should start a grocery list: cereal, coffee. Holy shit, what is that? I started feeling something glorious on my leg in addition to the vibrator and Russell on my tits. It was Austin, licking my inner thigh just as Elizabeth turned up the intensity on the wand. Seriously! I screamed in my head. I could feel the fire taking hold deep in my stomach and my walls started to tighten. No, no, no, I said to myself. You can do this; you can hold out. Cereal, coffee, toilet paper, tampons, Clorox. And the vibrator went up to the highest setting. Fuck! I screamed, not really knowing if it was to myself or out loud, as I arched my back as much as possible while being restrained.
“Do not cum, you fucking bitch!” Elizabeth roared through my ears. But then I heard, “Five, four, three, two, one.” And I felt her plunge her fingers into me deep and finger fuck me as hard and fast as possible. “Cum now slut, cum on my fingers. Cum now!”
That was not difficult; I screamed, “Yes, Ma’am!” It felt like my cunt walls could have broken her fingers off; I squeezed her so hard. My orgasm raged on and on and drenched her hand before I finally fell to the floor, sweating and panting.
Elizabeth put her hand on my cheek and said, “That was very good, Little Slut. Mistress Jenny wants you to know how to cum on command since you are far away and will be on webcam often.”
Turning to look at Russell, she said, “I know you boys are anxious to play, but why don’t we have a water and snack break before heading to the dungeon of debauchery.” Chuckling, the guys agreed.
After a short break to refresh, Russell put the dishes in the kitchen and came back with a chain. He attached it to my collar and said, “Come slut, you will crawl to the dungeon.” He pulled me forward, leading me as if a dog on a leash.
All the memories of our last visit here came rushing back to me, and I immediately got my second wind. My nipples were erect, and I could feel my nether regions start to throb even as I crawl like an animal.
Russell led me over to a table that looked like a hybrid of a dentist chair, a massage table, and the table at your OB/GYN office. There was a headrest with a hole for your face, an armrest complete with wrist restraints, and of course, stirrups for comfortable foot/leg spreading, also with restraints. Russell said, “Up,” and I obeyed.
By the time Elizabeth had me strapped into the contraption, the boys were naked, Russell at my head and Austin near my feet. I thought I had an idea of what was coming, but really, I didn’t.
Austin started rubbing my clit with an expert touch. “Good, she is still nice and wet from the wand,” he said, looking at Elizabeth, who smiled. He started pinching my clit, rubbing it between two fingers, pushing, pulling, till it is completely swollen and throbbing.
“Bitch, we hear that pain makes you cum. Like when the deacon spanked you with his belt. Well whore, let’s see about that.” Elizabeth pulled out a chain with two clamps at one end and one clamp at the other end. “This is a nipple and clit clamp, and it works just like it sounds. These two clamps go on your extremely hard nipples like this,” she said as she attached one clamp to each nipple. “And this clamp goes down here,” she giggled as she fastened the third clamp to my engorged clit. “And here is the fun part, this end hooks right to your collar and completes your ensemble, so you get to take this home. That way, Jenny can use this with you whenever she wants.”
She pulled on the chains and demonstrated just how much pain and pleasure these little metal devices could dole out. I squirmed and moaned, trying not to cry out. But when Elizabeth yanked harshly on the chain leading to the clamp that held my throbbing clit captive, my eyes filled with tears, and I screamed, Oh, fuck!”
Russell leaned down and whispered so sweetly in my ear, “Now, Austin and I are going to fill up every hole you have and fuck your brains out. We will cum inside you and all over you, but you will not cum until Elizabeth tells you to. Do you understand?” I nodded.
“No, you fucking slut,” Russell said louder, “Do you understand?”
“Yes, Sir, I understand,” I replied.
“Better. Okay, let’s go.” Russell looked at his comrades and clapped his hands.
Austin wasted no time, spreading the stirrups as wide as possible and shoving his stiff shaft in my wet pussy without any fanfare. He proceeded to just pound my pussy over and over. Elizabeth leaned over and kissed him hard, saying, “You gonna cum for me, baby, and fill up that dirty cunt?”
“Oh, yeah, baby, I’m gonna cum in this bitch that ate my wife’s pussy.” Austin kept pounding away, and I started moaning in pleasure.
Then, Elizabeth pulled the middle of the chain. It felt as if my nipples and clit were being ripped from my body. My moaned morphed from “Oh,” to an “Oh, Shit!” It was only a few seconds but enough to squelch my urge to orgasm. And just as she let go of the chain, I heard a click, and the headrest dropped 45°. In that second, Russell’s shaft was thrust into my mouth before I could even catch my breath.
Russell supported himself with his hands on the table and proceeded to fuck my mouth as if it were any other hole in my body, going deeper and deeper no matter if I choked or strained to breathe. At the other end, I heard Austin grunt and felt his hot semen shoot deep inside me.
“Mmmmmm,” I moaned at this sensation of warm fluids leaking out down my ass and this huge cock leaking pre-cum in my mouth. Russell continued to fuck my mouth, and I felt someone rub the warm fluid down into my ass crack and all over my tight back door. Then, there was tight pressure. I heard Elizabeth say, “Relax,” and a rigid probe pushed deep up in me.
I screamed, even with Russell's cock still in my mouth, and cried out again when the hard probe began to vibrate. Bucking my hips and moaning, Elizabeth must have thought I was getting too close, and she was right. She pulled on the chain, and pain replaced pleasure. Well, most of the pleasure. The clamps on my nipples did release a tingling that I had to admit felt good.
The vibration of my moaning on his cock, pushed Russell over the edge. With one last thrust to the back of my throat, he growled, “Yyyyyyessssssssss,” and shot a massive load down my throat. I swallowed as much as I could, and the rest dribbled down my cheeks and onto the floor. Wow, I loved the taste of cum. I thought about how much I’d changed in such a short time.
As Russell pulled his dick out of my mouth, I thought I might get a chance to breathe, but I was wrong. Elizabeth plunged a gigantic vibrating dildo into my cooch that felt like it might have ripped me apart. But the pain was quickly replaced by pleasure as the dildo hit right on my g-spot, and she expertly bobbed the toy in and out, rubbing it in just that right spot. At the same time, the vibrator was still lighting up my ass. I bucked like a horse in a stall, pulling against the restraints and moaning.
Russell pulled the chain, pinching my nipples and clit, adding to my pleasure. “Oh, fuck!!!!!” I screamed.
Elizabeth warned firmly, “Do not cum!”
I looked her in the eye, pleading, and she shook her head in the negative.
I tried to go back to my grocery list from before. Coffee, fuck, I’m gonna cum. Toilet paper, there is no way to stop this now. Clorox, to clean up after I cum everywhere. The dildo was rubbing my spongy spot with just the correct pressure, and the butt plug seemed to be connected to the dildo, creating one complete electric charge running through me. My hips were writhing wildly on the table, but then the circuit was broken!
Elizabeth pulled the dildo out, and Russell released the chain. The only thing left was the vibration in my back end.
“What, what?” I pleaded, “Please, no, I need to cum. Please keep going.” I whimpered and whined, like a schoolgirl wanting a new doll. Finally, Elizabeth gave me what I yearn for; she plunged the dildo back in and yelled, “Cum now, slut! Cum now!”
As soon as the dildo touched my g-spot, fireworks exploded from my tits to my pussy. There was wave after wave of contract and release, contract and release, each with an amazing pleasure of its own and a burst of sex juice like I have never produced before. I had no idea if that was one orgasm that just lasted for five minutes or several orgasms, just one right after the other, but honestly, who cared? It was the stuff sex dreams were made of!
When I finally relaxed, my whole body was limp. I could not have stood up at that moment, even if the house were on fire. I think I might even have passed out for a few moments. I could hear talking, but when I opened my eyes again, I was on a pile of pillows, and Elizabeth sat next to me with a cool cloth and a bottle of water. After helping me clean up and hydrate a bit, she grinned wickedly and said, “Let’s go again.”
We continued with the hybrid table, the nipple & clit clamps, and all three holes filled between the guys and the dildo, along with the ass plug for two more hours. Elizabeth increased the time she made me wait to orgasm, but I made it. Unfortunately, I still can’t remember my grocery list.
The weeks progressed similarly, with two to four sessions per week. TSS had me in the hybrid chair, over a wooden horse, on the St. Andrew’s cross, and in various contortions using sex pillows, all the while alternating who was putting what where and deciding when I was allowed to reach a glorious release.
~~~Jenny~~~
After getting Sheri’s training kicked off, I took stock of how things were going with Brad and me. I was home alone, anxiously awaiting Brad’s business trip to end. I desperately needed him to reclaim my body, mind, and soul after the two weeks of total debauchery. I certainly did get lucky in Kentucky!
Finally, the date for his return arrived, and I was waiting for him at baggage claim with wet panties. I took him in my arms, assaulted his mouth with my tongue, and whispered in his ear, “Take me home and reclaim me, stud. Make me your willing bitch and ride me hard.”
“Mm, does my little slut need my cock? That’s what I love about you, Jenny. No matter who or what has fucked that sweet pussy of yours, you always need my cock to finish you off, don’t you?”
When we got home, we were barely in the house when he started tearing off my clothes. Brad wasted no time, pushing me to my knees. “Suck my cock, slut!”
I love sucking on Brad’s thick meat, so he didn’t need to ask me twice. I licked and sucked and damn near swallowed him whole! He grabbed my head and shoved himself into my willing throat.
“Fuck, baby! You suck me like no one else! But I need to pound that tight little pussy and make sure you remember that it belongs to me!”
Brad took my hands and brought me to a standing position. Then he leaned me over the couch and rubbed my slit with the tip of his rod to make sure I was good and wet.
“Holy shit, Jenny! Your cunt is dripping like a faucet!” He plunged into me and started with deep, deliberate strokes. Then he picked up the pace, jackhammering me until we both came, screaming.
We eventually moved to the bedroom, where I sucked him hard again so he could take my ass. After being reclaimed and completely ravished with more orgasms than I could count, I was a happy girl. I was lying in Brad’s arms when he said, “I guess we ought to talk about Kentucky, baby.”
“Oh, God, honey. Do you remember how difficult it was for you to get me involved in this hotwife lifestyle? Well, darling, you created a monster, and I’m fucking loving it, literally. Remember how you kept me from cumming for an entire week while having to suck you off, sometimes twice a day?”
Brad grinned and nodded.
“I was ready to explode, and when this gorgeous Australian hunk named Steve-O walked into the massage room, I knew I was in trouble. I immediately thought about fucking this guy, I was so horny, but then I thought about that punishment you gave me when I disobeyed a few years ago. I never want to have to sit on an air cushion for an entire week ever again.”
“Good girl,” my husband said.
“Damn, honey! He was so good with his hands, and that accent was driving me wild. He brought me right up to the point of orgasm, and I knew he would have fucked me if I didn’t stop him then and there. I did stop him but was so close and so worked up I had to curl up in a ball and shudder for ten minutes before I could even talk.”
“The poor guy was all worked up now and had a huge hard-on that wasn’t going away. I then thought of your sister and brought him into the room with Sheri and her redheaded beefcake, and I orchestrated a great threesome for her. She got fucked good and hard by her guy while sucking off Steve-O, and she swallowed every drop.”
“Holy shit!” Brad exclaimed, raising his eyebrows.
“That’s not all. You know how the rest of the evening with Russell and his friend Austin went since I told you about it after ass inspection that night. Well, except for one minor detail, hee. I made Sheri strip naked and crawl from the car to the front door. Once Russell let us in, she crawled to the middle of the floor, dropped her face to the carpet, stuck her ass in the air, and wiggled her sexy red rear-end at Russell.”
Brad’s cock twitched while I continued.
“Russell could see how wet and ready she was, so he just shoved his cock straight in and started pounding her. Sheri eventually rose her head up and had that big O on her lips. I was so worked up I just walked up to her and shoved my pussy right in her face.”
“It was the first time she ever tasted pussy, baby, and she went at it with gusto. I was so worked up I came like a rocket! I got weak in the knees and couldn’t stand, so I lay myself down, and she just jumped on my pussy. Oh, Brad, she brought me off at least three more times, all while getting fucked good and hard by Russell.”
“I’m amazed that you managed to get my prissy sister to eat your pussy,” Brad laughed.
“Oh honey, thank you so much for forcing me outside my comfort level and exposing me to such pleasure. I’m a well-satisfied woman, my love. But I told Steve-O that I would have fucked his brains out on any other day. You had me on edge for a whole fucking week! I know I’ve never done this before, but he is so hot, Brad.”
Brad just laughed his ass off and said, “What the hell do you think I figured would happen after twisting you up in knots for an entire week? I’m very pleased that you held off and followed my rules, sweet cheeks.”
“So, honey, I have a question for you, and I’m really afraid to ask, but I feel I must. First, let me confess I gave Steve-O my cell phone number. Are you upset?” Brad didn’t say anything at first, and that had me worried. I didn’t want an ass so sore I had to sit on an air cushion again, not at all!
After a few minutes, Brad finally spoke. “Jen, this is a departure from how we’ve done things in the past. Exactly what are you asking me?”
“Well, Hon, I was hoping, just wondering if it would be OK if Steve-O calls me? And, if he calls, could I hook up with him? Oh please, I will so make it worth your while when I return home.” Again, silence.
Oh, shit.
To be continued:
How will Brad react? Will Jenny get her fling with Steve-O? What’s going on with Sheri’s graduation surprise?
