Published: November 19th 2024, 12:00:01 pm
Missy got off the bed and headed toward one of the dark mahogany dressers against the wall. Opening the top drawer, she retrieved an item that I couldn't immediately identify.
"What is that?" I asked, watching Missy depress a button on a pink silicone contraption. It started to buzz softly. Reaching over, Missy slipped it onto Thomas's cock all the way down to its base.
"It's a vibrating cock ring," Missy said. "Should make things a little fun. Also," she winked at me, "should make you feel right at home."
I blinked, surprised that she remembered our conversation about vibrators. It would seem no detail, however small, made it past Missy. "How very thoughtful of you," I managed.
I resisted the temptation to peek inside the drawer Missy had pulled the toy from, wondering what other artifacts I might find, and instead swung my leg around to straddle Thomas's hips. Lowering myself onto his body, I was only dimly aware of Missy retreating to a chair beside the bed to observe.
"Is this okay?" I asked Thomas, bending my head towards his. "Let me know if I'm hurting you..."
"You're good," Thomas assured me.
"Mal, use his body," Missy called from the chair. "He's nothing but a toy for pleasure. Think of yourself, and only yourself."
I was fully pressed up against him now, my breasts against his chest, my groin against his vibrating cock. Even through my panties I could feel the hum of the toy, promising bliss if only I would allow it. It was hard not to overthink it, to wonder if Thomas might not prefer another woman on top of him...perhaps another woman like Missy, who was an experienced lover and knew her way around a man's body. But beneath the doubts was a sense of rightness and belonging.
Slowly, I began to grind my hips against the vibrator on the cock ring. Thomas made a muffled sound of pleasure in the back of his throat, and it encouraged me on.
"You're really kinky, you know that?" I said into Thomas's ear. "I don't know that many men who'd let their girlfriend's friends fuck around with them."
"The things I do for love," Thomas said softly, his words low and husky. The slight rasp in his voice did dangerous things to my imagination. It simultaneously made me want to scatter my kisses across his naked body and pin him down by the throat in primal lust.
Propping my weight up on an elbow, I brought my free hand down to Thomas's side. As the tips of my fingers met flesh, the reaction was instantaneous. He tensed beneath me, trying to suppress his instinct to jerk away. Slowly, I dragged my fingers up his side, letting them linger, letting him wonder if I was going to start tickling him.
"Tell me, Thomas," I said in a low voice. "Do you think I'm nice?" I nuzzled his neck with my lips, letting him feel the weight of my breasts as they slipped over his chest. I kept up the gentle attack on his side, taunting him with the tips of my fingers.
"I...don't think...anyone would mistake you for being nice at the moment," Thomas gasped.
I tilted my head, nibbling his ear as his words made me flush with pleasure. All my life, I'd worked hard to be a good girl, a nice girl...but now I wanted to be oh so very bad. Straddling Thomas between my thighs, I was getting wetter and wetter. I could feel myself loosening up, my pussy angling down towards his cock. From somewhere that felt far away, I felt a slow realization forming. I wanted...
Missy was suddenly there, undoing the leather cuffs that bound Thomas's wrists. He stretched out his arms experimentally, rotating his wrists.
"Mal," Missy beckoned, and I got off Thomas as Missy reached over to divest Thomas of his briefs. It was as Missy straightened I saw she had not been entirely idle while I'd played with Thomas. She had put on a black strap-on dildo, which now rose slick and proud in the dim lighting.
Thomas seemed to anticipate Missy's next direction and, completely naked, scooted off to the side to make room.
"Now," Missy said, laying a hand on my shoulder as though through that simple touch she could calm my racing heart, "I want you to lie down on the bed and let Thomas fuck you with that vibrator on his cock. How does that sound to you?"
At her words, I felt my crotch heat with sudden want. Yes, that sounded very good to me right now. "I can make that work," I said.
"Perfect." Missy gave me a catlike smile.
I slid onto the bed, slipping off my panties as I lay down on the pile of cushions. I looked at Thomas, waiting patiently on the edge of the bed with his blindfold on, and felt a wave of sharp desire sweep through me, leaving me breathless.
Missy came up behind Thomas and gave him a soft push, and he eased forward. Missy handed him a bottle of lube and he set to work on my already quite wet pussy, working in the lubricant with gentle fingers and rubbing my clit in a way that was pure evil. My fingers dug into the sheets as I bit my lip.
"Don't hold yourself back, Mal. There's no shame in experiencing pleasure," Missy admonished me. Encouraged, I moaned and arched my back ever so slightly, angling myself upwards towards Thomas's touch.
"That feels good... Really good," I said to Thomas huskily. "You really..." He brought his face down and darted his tongue against the lips of my vulva and I drew an involuntary breath. "God! Thomas, you really don't have to go for much longer..."
Thomas slowed his ministrations, tilting his head up.
"What do you want, my lady?" he asked me, and I felt myself blush furiously at his use of the honorific.
"I...want your cock inside me. I want you to ride me with that nice little vibrator on you and make me cum." I glanced at Missy, who gave me a small nod of approval. She reached over for the box of condoms, which she pulled out from the same drawer that had stored the vibrator, and helped Thomas slip one on.
When Thomas entered me, his cock slipped easily inside. I felt myself clench instinctively around him, urging him deeper. He obeyed, but with a carefulness that I found touching.
"How does that feel?" he asked me softly.
"Really, really fucking good," I breathed back. He was braced on hands and knees, his head inches above mine, his expression difficult to make out from beneath the blindfold. But I saw the pink flush across his cheeks and felt gratified to know that he was as aroused by this as I was.
Thomas had barely started to fuck me when Missy came up behind him. She made her entrance known, slapping his ass with a good smack before starting to finger his ass. I saw she'd put on a latex glove and in her free hand held a different bottle of lube from the one Thomas had used on me.
"Anal lube," Missy said, catching my gaze. "It's a little thicker."
It occurred to me that Missy was teasing us both: me with the delicious vibrator that thrummed against my genitals every time Thomas pushed against me, and Thomas with her slow, deliberate fingering. Thomas dropped his head onto my shoulder, and I could feel as much as hear when his lips parted into a sigh that turned into a groan of pleasure when Missy finally took her strap-on and slid it all the way to the hilt.
The pace picked up from there. Missy, hands placed against Thomas's hips, set the rhythm, and Thomas obeyed. The pleasure mounting between my thighs, the proximity of Thomas's tense breathing so close to my own, the sight of Missy above the both of us—it was almost too much at once. I closed my eyes against it all, focusing just on the physical sensation as Thomas engaged me, sliding his cock in and out at a steady pace.
The warm flame of pleasure grew stronger, and I found myself wrapping a leg around Thomas's lower back in a futile effort to bring him deeper.
"Faster," I begged, and Missy and Thomas both heeded me. Thomas came quicker and quicker, the cock ring vibrator honing into that focal point that centered my arousal, and then I was gasping in the throes of a shattering orgasm, my legs locking against Thomas, my arms reaching up of their own accord to wrap him in my embrace. His solidness steadied me against the dizzying pleasure, which flooded me with a strength I'd never experienced before.
When the last of my spasms had died down, Missy asked Thomas, "And how are you feeling, my love?"
"I'm ready, Ma'am," Thomas said, his voice rough with barely-controlled desire.
"What do you say, Mal? Does he deserve to come?" Missy smiled down at me, her strap-on dildo buried into her lover's ass.
Unprepared for this decision to fall on me, I stammered out, "Uh, yeah. I think he does."
"Oh, don't be so easy, Mal!" cried Missy in exasperation. "Make him beg for it. At least a little."
"Well?" I asked Thomas, unsure how one went about doing that. "Do you really want it?"
"Yes, my lady," Thomas said huskily. "Please let me cum."
Encouraged to continue with a nod from Missy, I said, "Have you been a good boy for us, Thomas?"
"Yes, my lady," Thomas said.
I looked up at Missy. "I think he's ready," I said, almost apologetically. "He has my approval."
"Well, then, Tommy Boy, looks like you have Mal's approval. And if she's given hers, then you have mine too," Missy said, smiling at me. I couldn't help but smile back. This felt good, this sense of co-conspiracy.
"Thank you, my lady, Ma'am..."
With that, Missy began to pound Thomas in earnest. He braced himself against me, and I caught him in my arms as she drove into his ass with a relentless rhythm that truly I didn't think barre classes would have prepared her for. But she did a heck of a job, her eyes narrowing in intense hyperfocus, her hair falling in loose hanks across her face. Her hips made soft slapping noises as she brought her dildo into him, pushing deeper and deeper with each give and take.
"Oh my god..." Thomas's cry began as a low murmur, but it grew louder and more audible as Missy continued. "Oh my god—!" His choked cry broke off and he dropped his head down again onto my shoulder, his fingers digging into the sheets. I felt him tense against me, felt the spasming of his cock ejecting its release inside me. How long had it been since I'd had a man naked against me, ejaculating inside my body? Maybe I was more sex-starved than I realized. It felt good. Insanely good. His transparent arousal and orgasm had gotten my pulse racing. I felt adrenaline pumping through my veins, and if Missy had suggested another round just then, I would not have been opposed.
Missy, however, had other ideas. She reached over and in a clean, quick movement, drew the blindfold from Thomas's eyes. He blinked, unprepared for the light, and his slightly bewildered newborn kitten look was too much for me. Impulsively, I arched upwards and kissed him lightly on the cheek. Startled, his eyes flickered to mine. A moment later, the corners of his mouth quirked up into a smile, and I felt my heart give a little squeeze in response.
"That's it, Mal, you've graduated to the next level," Missy pronounced. She reached down and patted Thomas authoritatively. The next moment, he was sliding out of me, his hand reaching for the base of the condom. He rolled off the bed and padded to the connecting master bathroom.
Missy stayed there with me. I could tell she was pleased with me, and her pride in my performance made me flush with happiness.
"Well done," Missy said. "How do you feel?"
"Good," I said shyly. "I liked the blindfold. And the vibrator."
Missy reached over and smoothed out my hair, which I'm sure was a hot mess. "Good. Remember, Mal: all's fair in the bedroom when it comes to a woman's pleasure."
In a few minutes, Thomas emerged, still fully naked. His face and hair looked newly damp, and I guessed that while in the bathroom, he'd thrown some water on his face. His cheeks were still flushed, his eyes too bright. Silently, he slid onto the bed beside Missy, and she put an arm around him. His eyes fluttered shut and he didn't lean so much as melt into her, like he was folding his soul into hers for safekeeping. It was the most beautiful and intimate gesture I had ever seen.
"It's important to know your partner," Missy was saying. I dragged my attention away from Thomas to refocus on her. "Everyone's got their little quirks. For instance, Thomas has pretty high tolerance for pain...but sensory deprivation is a whole other story."
"Sensory deprivation?" It wasn't a term I was familiar with, though I could guess the meaning. "So...wouldn't the blindfold..."
"Silk is fine, or anything I can see a little through," Thomas said, eyes still closed. "Don't ask me why, but total loss of sight or hearing sends me spiraling." He gave a rueful smile.
Missy smiled at him fondly. "It took a bit of trial and error for us to figure out what Thomas could handle. But it was worth it, because now we get to enjoy scenes like tonight's."
"I see," I said, and I sort of did, too. I was starting to understand just exactly what it was that she was trying to teach me. Her brand of play was more than putting on a hot outfit and going through a checklist of kinky tropes. It was about understanding the players in her game, intimately, and pushing their buttons in just the right way.
I was flattered that she thought I could come even close to her skill.
The rest of the evening, we sat out in the living room with our drinks, blinds raised and lights dimmed so we could enjoy the stunning view of the city at night. We chatted and traded jokes until, looking down at my wristwatch, I saw that we were coming on close to midnight.
"Well," I said, "I should probably get going."
"Do you want me to call an Uber?" Missy asked.
"No, I should be fine taking the train, especially if I head out now." I rose from the sectional and brought my glass to the kitchen sink. Missy and Thomas walked me to the door and we said goodnight.
Just as I started down the hallway, the door closing behind me, I could hear Missy say, "Now, my love, my turn..."
That was just the beginning of my education under Missy. Sometimes, I wondered if Missy didn't consider me a sort of pet project. I wasn't really sure why she spent so much time singling me out over her other friends, and I never asked. As much as Missy enjoyed teaching me how to play her games, I enjoyed learning. Far more than I would have ever thought possible. I didn't consider myself particularly innocent or naive, but Missy showed me just how far a little imagination and a streak for mischief could elevate what I'd always considered a cut-and-dried activity.
Under Missy's tutelage over the next month and change, I learned how to negotiate a scene and administer just the right amount of pain. I learned how to take someone in the ass and keep them on the edge of an orgasm for as long as I wanted. Sometimes the object of our lessons was Thomas. Sometimes it was one of Missy's other lovers, of whom she had a casual rotation. All of them were eager to help me learn, delighted to be able to serve Missy in this way.
I wasn't perfect, of course. There were some definite missteps and goofs, like the night that Missy introduced me to wax play and I nearly set my own hair on fire, but Missy was endlessly patient. It was becoming hard to remember just how hostile and alienating the city had felt when I first moved in. For the first time, I felt like I had a circle of close friends who liked me for me. With every passing week, the city felt more like home.