50. Chapter 50 Jack
Chapter fifty
When I walk into the room, my girl is kneeling on her cushions, wearing nothing but her collar like a good pet.
Like she wasn’t thirty minutes late. Technically, I’m late too, and technically, I’m the reason we’re both late in the first place, but I’ve been fantasizing about this particular punishment from the moment we established this pet and Sir dynamic.
I watch her chest rise and fall dramatically, no doubt from the adrenaline rush of making it here before me. She thinks she’s off the hook. Oh, do I have news for you, Princess.
“You were late,” I say, stalking over to stand in front of her.
Her posture slacks but only for a fraction of a second, and if you didn’t have a graduate degree in her tells, you would never know.
Lucky for me, I’ve spent my life studying Margot Sinclair, so I know she’s already accepted her defeat.
She doesn’t say anything, though. No, my good girl keeps that perfect little mouth closed as she stares down in front of her like she was instructed to do.
I crouch down in front of her and take her chin in my hand, gently pulling her face up to look at me. “Did you think I wouldn’t know you were late?”
She stares up at me but doesn’t make a move. God, she’s so perfect. I almost hate to do this to her. “You may answer, pet.”
“I’m sorry, Sir. I thought when I got here before you that you were late too, and it wouldn’t matter—”
“It always matters.” I cut her off and squeeze her jaw for emphasis. “You do understand that the punishment for being dishonest is going to be much worse than the punishment for being late?”
“Yes, Sir.”
She’s probably imagining a series of spanks and a rough fuck.
The anticipation in her eyes alone is enough to have me fully erect.
I could give her that. I could spank her ass raw, then sink into her perfect fucking pussy.
My little pain slut would be so wet from her punishment, I could sink to the hilt with one thrust. Or I could finally take her ass.
I could tie her so that she couldn’t squirm away from me as I fed her tight hole inch after long inch.
Deciding to go with my original plan, I use my thumb to gently rub her lips before standing up to go get the supplies for the night, laying one of her cushions down in front of my desk, and sitting in my chair.
“Do I need to walk you over here on your leash, or can you crawl to me by yourself?”
My good girl slowly crawls over to her cushion and sits up on her knees between my spread legs, waiting for my next command.
“That’s a good girl,” I say, petting her hair back from her eyes before gently taking her arms and pulling them behind her body, using a satin rope to tie her wrists behind her back. “Color?”
“Green, Sir.”
When I look into her eyes again, her pupils are blown with lust. I forget how much my dirty girl loves bondage.
“Good. Open your mouth and stick out your tongue.”
She obeys my command beautifully, pulling her red painted lips into an O and sticking her tongue out, just the way I imagined.
It takes everything in me not to take out my cock and slide it so far down her throat she can’t breathe.
But I fight the temptation, pulling my balaclava up to above my mouth and leaning down close enough to spit onto her tongue.
My good little whore doesn’t even flinch, just hollows her tongue to hold what I gave her and waits for her next order.
“Now, I’m going to set a timer for three minutes. Hold that there until the timer goes off, then you can swallow. Since you were thirty minutes late, we’re going to do that ten times. That’s your first punishment.”
Between each round, I spend my time typing like a madman to make her think I’m really working, when, in reality, I’m just pouring my heart out to her in a confession she’ll probably never see.
She takes her first sentence like a champ, just as I expected.
I’m the one who's struggling to keep it together. Each time I pull my mask up to reveal my mouth, it’s harder and harder not to claim hers with my own, and when she licks her lips before my last spit, my resolve is gone.
I crash our lips together with a force that steals her breath.
She can’t reach around to touch me with her hands bound together, but mine are free, and they latch on her waist with a bruising grip as I explore every inch of her mouth.
I allow myself a moment to indulge in the fantasy where this is real Jack and real Margot alone in the house we share, before pulling away, leaving a mouth full of my spit behind in the process.
“You did so well taking your punishment for being late,” I say as she swallows for the last time. “Color?”
Her bright blue eyes are almost entirely black as she looks up at me. “Green, Sir.”
“Good, now place your head on my thigh and keep it there, pet. Are you ready for the punishment for not being honest with me?” I ask as I begin petting her hair back from her face.
“Yes, Sir.”
The longer I run my fingers through her hair, the more she relaxes on my leg.
I’m about to order her to take out my cock, when I remember I have her hands tied.
I use one hand to make quick work of my pants, allowing my weeping dick to spring free, while the other continues petting her.
The precum dripping out of my head is hardly enough to cover my length, but I’m positive she’ll be dripping with arousal.
Reaching down, I dip two thick fingers inside her pussy and find the lube I was looking for.
The intrusion causes her to shiver, and chill bumps erupt across her body.
I don’t intend to let her come tonight, but I can’t help myself from rutting my fingers in and out a few times before I take them away.
I didn’t think it would be possible to get any harder, but as her eyes roll back in her head, my already rock-hard dick proves me wrong.
“Mmm, my little whore is dripping for me tonight.”
On the last thrust of my fingers, I scoop out as much of her wetness as I can to lube my cock up before stroking my hand up and down my length.
Her brows furrow in confusion as I continue to pet her with my other hand.
I know she wants to take me in her mouth, and God do I want that too.
I’m starting to wonder who this is punishing more.
I stop petting her momentarily to click play on my computer.
It’s just an audio of some random porn, but she’ll be none the wiser since she can’t see my screen.
How could I ever get off to a poor imitation of sex when the archetype of desire is kneeling at my feet?
And completely naked sans the diamond collar I gave her, with her arms tied behind her back, at that.
“Let’s see here, who do I want to watch today? Ah yes, Dakota. She never would’ve lied to me.” I couldn’t point you to a Dakota if you held a gun to my head, but she doesn’t have to know that. All she has to know is that her deceit displeased me.
The moment the audio begins, she tries to lift her head, but I replace my hand to pet her, keeping her on my thigh while I jack off with the other. I can practically feel the anger radiating off her as I use my best acting skills to tease her.
The truth of the matter is that I haven’t gotten off to the image of any other woman since the night we slept together. And if I’m being honest, it was Margot I’d envision long before that night.
By the time I’m close to coming, I’ve completely drowned out the phony audio, my mind homing in on the only woman I care to hear moaning. My hand stills where I’ve continued petting her, as I aim my cock down, spilling my cum onto my boots.
After taking a second to catch my breath, I click the audio off and dare to look at her. Just as I assumed, a fire rages in her eyes, but she still says “green” when I ask for her color.
“What’s wrong, pet? Did you want my cum?” I ask as I continue petting her hair back. I watch as her anger simmers down, her face donning the most seductive pout I’ve ever seen. “Yes, Sir.”
“If you want my cum, lick it off my shoes.”
I hope that she can see the challenge in my eyes even through my brown contacts because if there’s one thing I know about this woman, it's that she never turns down a dare.
I would much rather strip naked and hold her flush against my body, feeling her soft, warm skin against my own. But alas, when in Rome.
She widens her stance so that she can bend over more easily with her hands tied behind her back, and licks my fucking cum off my boots. My cock, which had been half hard and flopped over onto my thigh, is now back at full attention.
“That’s my good pet. Goddamn, you’re such a good fucking whore,” I say, releasing the tie around her wrists and allowing her the use of her arms. Even as strong as she is, I know how hard that position must be without the support of her hands.
By the time she’s got my boots squeaky clean, I’ve managed to tuck my still hard cock back into my pants.
I really want nothing more than to sink into her perfect little cunt and fuck us until we’ve both lost count of our orgasms, but I was told to always follow through with punishments, and I’m sure she’ll learn her lesson.
She’s such a good fucking girl already, so I shouldn’t have to deny us that fantasy many more times.
She’s back in position, kneeling on her cushion with her hands on her knees, when I crouch down again to see her.
“You did so well tonight, pet,” I praise, stroking her hair back from her face. “How would you like your bath?”
“Excuse me?”
“I said how would yo..”
“No, I heard you, Sir. What do you mean how would I like my bath ? I haven’t come yet.” Her head is no longer hung in submission as she stares up at me, demanding so much respect, even from her knees.
“You agreed to this punishment weeks ago, pet. I’m only doing what we agreed.”
This time, when I reach down to run my fingers through her hair, she swats my hand away, standing to her full height with a grace women around the world would kill for. Her dominance takes over the room as power radiates from where she’s standing.
“In that case, Sir, I will not be requiring a bath tonight.” She grabs her personal items from a locker in the corner of the room and wraps her trench coat around her still naked body, then she’s out the door, mumbling something about asshole and just wait.
If I didn’t know how to handle her meltdowns, I might be scared that I'd ruined things for good. Lucky for me, I’ve been dealing with Margot Sinclair's tantrums all my life, so I’m not the least bit defeated.