I check my watch and hustle up the stairs to Geena’s apartment. I’ve two minutes to spare, and as much as I love Geena and our playtime, I’m really trying to avoid the punishment I’ll receive if I’m late for dinner.
We’ve been in what Geena calls a ‘session’ for a few days, with one rule being that I couldn’t wear any clothes while in her apartment. It had made for some interesting sex locations and a single instance of painful bacon cooking, but overall it had been light-hearted fun mixed up with Geena’s all-encompassing control when she deemed it necessary.
I had dressed appropriately, bare-chested under my sweatshirt and commando beneath my basketball shorts, ensuring that I could make quick work of my ensemble when I entered the apartment. I reached the right floor and turned the knob on her door, already tugging off my sweatshirt as I shut the door behind me.
Once fully inside, I throw my sweatshirt haphazardly over a chair near the door and start on my shorts.
“Don’t be mad, I’m not even a single minute late!” I call out and hear a set of feminine giggles behind me. With my shorts around my knees, I turn around and am shocked to see not just Geena, but a second woman as well on the couch watching me strip. I turn slowly, trying not to trip over my shorts while simultaneously trying to pull them back up.
“Oh my God, sorry, I didn’t know–” I began, but Geena held up a hand to stop me.
“Did I tell you to put your clothes back on?” She asks sternly.
Well, fuck. I know where this is going now. “No, ma’am, I’m sorry.” I kick my shorts the rest of the way off, trying with all my might to ignore the other woman in the living room. To her credit, she also looked uncomfortable, turning her head to Geena and back to me over and over, seemingly unsure of what to do next.
Geena introduces us, a mischievous smile on her lovely face. “Mike, this is my friend Isabella. Isabella, my plaything and lover, Mike.”
“Hi,” Isabella says shyly, and for once, I don’t feel like the one who is left out in the dark. Sure, I’m naked in front of my girlfriend and a complete stranger, but at least I have Geena who I fully trust. This girl, on the other hand, was at best Geena’s acquaintance from what I could tell, and had never seen me before in her life.
I give her a smile, ready to take part in whatever Geena has in mind, although in the back of my mind I knew it was probably going to end up with me, humiliated and begging. Still, I’m only a man, and holy hell, was this girl cute. She was clearly of Latin origin, with beautifully bronzed skin and deep, dark eyes to match. Her hair was a little shorter and a lot curlier than Geena’s, brushing just past her shoulders and gleaming in the sparse light of the television. Both women were in lingerie, and I recognized both sets as Geena’s. She must have loaned one to Isabella.
Geena’s outfit was a black lace bathing suit style one piece, garters, and black high heels. Isabella was wearing a scandalously short silk dress in a powdery pink color. It barely covered the tops of her shapely thighs. The two made quite a sight; Tall, curvaceous Geena and the smaller, exotic Isabella.
I must have been really dumbstruck by them, though, to take so long to realize what was playing on the television. To my horror, I heard a familiar sound coming from the TV speakers and looked up to the screen, only to see a recording of Geena pegging me playing, volume turned up. On the recording, Geena had me gripping the headboard of the bed while she slammed into me, the slap of her hips meeting my ass cheeks echoing throughout the room.
I should be used to this sort of humiliation by now, but I still hang my head as soon as I realize what’s playing, feeling a full-body flush from my feet to my face. I cough and look away from the two women, my shoulders hunching.
“Come here, baby, and I’ll fill you in on what’s going on. That’s right, kneel right here in front of me and Isabella.” Geena crooked her finger at me, motioning me over, and I obeyed, settling into a kneeling position just a few feet from them.
I take a second to be grateful for the faux fur rug Geena had purchased earlier this week after I had come away with some nasty rug burns from a previous session, but my attention is drawn almost immediately back to Geena when she speaks.
“Now Mike, Isabella and I met at The Bookshoppe where she was looking to purchase some interesting books on dom and sub dynamics, but she looked a little unsure, so I invited her back home with me for a private demonstration.” Geena reached over and tucked a shining strand of hair behind Isabella’s ear. She looked back at Geena as if in awe, and really, who could blame her.
Geena was magnificent. She’s tall, every inch of her body perfectly curved and filled out, and she had the most incredible breasts ever to grace this green Earth. My mouth watered just thinking about them, seeing the berry-dark color of her nipples peeking through the lace of her bodysuit.
“She was just too sweet and innocent looking, I couldn’t leave her behind.” Geena finishes. “Do you agree, Mike? Do you find Isabella beautiful?”
“She’s very beautiful, ma’am,” I answer, keeping my eyes locked on the floor.
“I’m glad you think so,” Geena smiles, leaning forward and tilting my chin up with a single finger until I’m looking into her deep blue eyes. “Tonight, I’ll still be Ma’am, but Isabella is going to be Mistress to you. Understand?”
I nod.
“Wonderful,” Geena stands then, turning around so her back is to me and I see the long row of buttons fastening her lace bodysuit. She looks over her shoulder at me before speaking.
“First you’re going to undress me, Mike, and then I want you to make me come from right there on the floor. Now, get to it.”
I stand and work the buttons on lingerie, aware of Isabella’s eyes burning into the both of us. When the bodysuit flutters to the ground, Geena kicks it out of the way, standing nude before us in just her garters and high heels. Isabella sucked in a breath at the sight of Geena nude, but I didn’t hear it, too enraptured with this garter-and-heel-clad goddess I had to please.
I did what I always do during times like these, trying to shut out Isabella and the tape of Geena and me still playing, as I sank back to my knees. Geena doesn’t turn, keeping her back towards me, but she leans forward and braces her hands on the back of the couch, opening her legs for me.
“Make me come, Mike. Now.” she commands, and I shiver, running my hands up the back of her legs until I can cup the round globes of her ass in my palms, spreading them slightly as I lean my head down to run my tongue over the slit of her pussy, delving it into her core. She sighs contentedly, spreading wider for me.
Isabella makes a small noise in her throat, and Geena notices. “Go ahead,” Geena encourages her, “Get a better look. There are few things more important in a good sub than the ability to please his mistress.”
Isabella shuffles forward to watch as I pleasure Geena with my mouth, dragging my tongue from the bundle of nerves at the top of her slit back into her channel, making her pant softly. I have to grab her hips firmly, but I’m able to position my head even further between her legs and fasten my lips around her clit just the way she likes. She pushes against me and I hold her tightly, never relenting as I lash her with my tongue over and over.
I can feel her muscles tense under my hands and use the cue to sink two fingers deep into her pussy, pumping them in and out while I suck her clit again, drawing her over the edge to climax while Isabella watches us, enraptured.
Geena moans loudly, her inner walls clamping around my fingers. I don’t leave her until I feel her body relax, and I immediately fall back to the kneeling position, awaiting my next instructions, Geena’s wetness still on my face.
She sighs happily, turning around to sit on the couch, resting in the afterglow. “Your turn, Isabella,” she comments, waving her hand towards me.
“W-what?” Isabella asks, looking shocked. “I thought this was just a demonstration?”
“A demonstration isn’t complete without a little practice. Go ahead, use him however you want. But first, he needs to be punished for daring to be 27 seconds late. Can you handle that?”
Isabella twists her nightgown in her fingers nervously, and Geena huffs, standing up and heading back to the bedroom, returning with a plug, lube, and the small paddle she sometimes uses on me. I grit my teeth, not truly looking forward to what was going to happen next.
Geena whispers in Isabella’s ear, and she nods, her eyes wide. The smaller woman takes a deep, shaking breath and issues her first command to me.
“On your hands and knees,” she says shakily.
“Yes, Mistress,” I responded, getting into position for her.
Geena instructs Isabella on how to insert the metal buttplug into me, first lubing it and then dribbling some of the lube down my crack. The metal is freezing cold, and I jump when she first grazes me with it, followed by an uncomfortable hiss as she works it in. The usual burning sensation is somewhat alleviated by the cold, and the fullness isn’t altogether unpleasant.
I try to disassociate and let my mind wander away from the mortifying situation I’m in, completely naked with a stranger plugging my ass, but I’m snapped immediately back to reality when Isabella strikes me for the first time with the paddle, jostling the plug inside of me. Her first spank is tentative, but I hear a breathy laugh come from her after the first, and realize I might be in trouble.
The next three strikes were harder and harder, and by then she has found some rhythm and confidence, and she punishes me fully. My asscheeks are warm and stinging as she spanks me over and over, every few strikes jostling the buttplug just enough that it bumps into my prostate, making a wave of pleasure flow through me with the pain.
Even more embarrassing, it makes me hard. Geena has my mind so convinced that pain and pleasure are the same thing that the spanking and the plug are enough to have me throbbing. I grunt, falling forward onto my elbows, fighting as hard as I can not to flinch from Isabella’s strikes.
Finally, she’s finished, and we are both panting. Geena, on the other hand, looking almost sleepy, bouncing one heeled foot crossed over the other as she watches us from her seat.
“If you think he took his punishment well, you can reward him. Your choice,” Geena says, waving towards the two of us. I can’t see Isabella, but from the sound of her breathing, I know our session isn’t quite over.
“Roll over,” Isabella commands, more force in her voice this time, and I do, yelping a bit when my sore, still plugged ass touches the carpet. My cock is pointing towards the sky, and I’m finally able to see Isabella. Her tanned skin flushed, and a light sheen of sweat is on her face and chest from the exertion.
Even Geena seems surprised at her next move, leaning forward to watch more closely. Isabella sweeps her short nightgown aside, revealing her naked pussy and ass, her pubic hair neatly groomed and her labia swollen with arousal. She straddles over my face before I can even have a second thought, and within seconds I’m eating her out and she’s moaning, grinding wantonly on me.
“Excellent choice,” I hear Geena murmur.
Isabella is smaller than Geena, but she is almost frantic in her movements, making my tongue work to chase her clit down as she shifts around on me. I take a chance when she rises off me to readjust, asking,
“Mistress, can I touch you?”
“Yes,” she breathes immediately.
I’m able to grip her thighs, holding her in place while I lathe her with my tongue, and her moans fill the living room. She’s so sweet and reactive. I’m enjoying myself more than I should, precum leaking from the tip of my cock desperately.
As Isabella nears her peak, she takes mercy on me. “You can come, too,” she huffs out. “But only after I do.”
Emboldened, I sink my fingers into the flesh of her thighs more tightly, wrapping my lips around her clit and sucking hard. Her reaction is immediate, and she sits up ramrod straight, as if electrified. I don’t let up, and with a cry, I feel her start to come on my face, covering my mouth with her spend and she rides out her orgasm.
The moment I feel her begin to come down, I move one of my hands to my cock and jerk furiously, wanting to finish before either of my mistresses decides to punish me more. Isabella takes her time climbing off me and falls heavily to my side just in time to see me spurt all over my hand and belly. At this point I had been erect for over an hour, and the release is powerful, leaving me a shaking mess as I finish, my cum covered hand falling to the ground, limp, as I consider sleeping right there on the floor.
“Good show, Isabella. You’re getting the idea,” Geena offers.
She stands and helps Isabella to her feet, running her hands through the smaller woman’s curls. “Why don’t we go get you cleaned up in the shower? Mike doesn’t mind waiting.” Isabella nods, and Geena slides her hands up and down the curves of the other woman before leading her down the hallway to the bathroom.
Once the door clicks shut, I head to the kitchen to clean myself off, making a rush job of it so I can get back to my kneeling position on the floor as I wait for the two women. I consider removing the buttplug, but decide against it. I hadn’t been told I could yet. The last thing I needed tonight was to displease either mistress, so I make as comfortable as I can and wait, listening to the looping recording of Geena fucking me, still playing on the TV.
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