Mistress Ruby

Disclaimer: this episode contains consensual degradation and humiliation play. Please listen at your own discretion.

It was wrapped neatly in a black box topped with a vibrant red ribbon. My early Christmas present from you. You were so excited watching me open it. When I slid off the top lid, all I found inside was a small card.

Printed in neat letters, it said: Confirmation of session. Mistress Ruby. December 30th. 9PM. Hosted at client’s home.

I was… ecstatic, to say the least. You...gifted me...a session with a dominatrix. Another woman, coming into our home, to dominate me.

We had been talking about trying some new things in our sex life recently. I came to you wanting to try something I’ve always fantasized about…humiliation and degradation. I want to be dominated by you, completely and utterly helpless to you. You were unsure at first. It didn’t come naturally to you, calling me names, treating me like your fucktoy. And that’s okay - sometimes that happens in arrangements like this. It can take some time.

You were afraid of hurting my feelings or not living up to the fantasy in my mind. You said it was a hot idea, but you wanted to take it slow. So, Mistress Ruby is your gift to me, in the meantime. Someone I’ve admired for some time. Someone who knows exactly what they’re doing and can guide us into this new part of our sex life. And now she’s here, in front of us. Fuck, I’m the luckiest guy on the planet.

“Safewords. Repeat them for me so I know you’ve been listening. ”

I’m on my knees in our bedroom, wearing nothing but my boxers. I’m wearing your other gift - a collar and leash that came with the card. You’re sitting on the window seat, wearing my favorite bra and panty set. You look so fucking hot sitting there, watching us. Watching me, like this.

“Yellow...for slowing down. Red for stop. ”

The Mistress smiles and tightens her grip around my leash. The slight tug gives me butterflies.

“Very good. And you, sweetie?”

I stare up at the woman who’s going to humiliate me for the next hour. Her eyes are darkened with makeup and her skin-tight latex jumpsuit is perfectly fitted to the curves of her body. Heat rises up in my cheeks.

“I...um...the same. Yeah. Yellow to slow down and red to stop.”

Mistress Ruby’s eyes darken as she leans down to look at me. Fuck, her gaze is so intense. She’s in charge - and she’s making that very clear. I look over at you and find that you have a cute and cheeky grin on your face. My cock is rock hard and I have to stifle the desire to touch it.

“Very good. Let’s begin, shall we?”

She yanks up on the leash and I quickly rise to my feet.

“Now, I have a couple of rules for you to follow, okay? Nod your head, yes…good boy. You’ll only speak when you’re spoken to. And you’re going to end every sentence that comes out of your mouth with ‘Mistress’. Are we clear?”

“Yes, Mistress.”

“Now, you pathetic little thing, get on the bed. Lie on your back. ”

I very quickly do as I’m told and lie back on our bed. I stare up at the ceiling trying to control my erection. The sound of metal clinking makes my cock tremble with desire. She ties me, spread eagle, to the bed with my wrists and ankles restrained to each bed post.

“We’re going to practice some orgasm control. That’s right, my little fucktoy, you’re going to have to hold it in for as long as you can. Until I give you permission to cum, that is.”

I opened my mouth to protest, but quickly remembered her rules. Part of me wants to find out what her punishment would be for speaking out of turn.

“Yes, Mistress.”

You bite your lip and gaze down at me, but I can’t tell what you’re thinking. But your eyes are dark with desire and I have a feeling you’re desperate to get your hands on me.

Suddenly, her hand curls around my shaft through my boxers. She squeezes and massages me so slowly, so sensually. Her grip grows tighter as she moves… up and down...the warmth of her hand, the pressure of her light grasp. Fuck, it feels good...

“Aw, what a good boy. So horny and turned on for me. You don’t have a cock that’s worthy of being seen, though, so I think I’ll leave those boxers on for now. ”

My body jerks in response to her touch and her teasing. I feel shame rising up inside of me, but it’s good. It’s pleasurable to feel unworthy.

“It is rather small, isn’t it, darling?”

“Now that I think about it…yes, yes it is.”

Oh, god, to hear you say that. Fuck, that’s so hot. I want to beg you to degrade me more, but I know I’m not allowed to speak. Mistress tightens her grip and teases the head of my cock. Pre-cum is already leaking through my boxers...

“Oh my god, you really have no control, do you, pet? You’re already leaking everywhere. How pathetic. ”

She rubs me faster, teasing the rim of my head with her thumb as she massages my shaft. Fuck, fuck...

“You dirty pig. Are you going to make a mess all over yourself? ”

I’m trembling now as I shake my head, no.

“No, Mistress.”

Her hand suddenly pulls away and I’m left with an aching, desperate cock.

“Good. Because if you cum early, I’m going to force you to keep your dirty boxers on this whole session. ”

I don’t think I’ve ever been this turned on before.

“Naughty boy. Mind your business. ”

I’m forced to stare up at the ceiling and wait for my next test of willpower. I feel a light tickling sensation on my abdomen that trails up my chest, to my neck, and finally to my mouth.

“Open your mouth.”

A leather crop is shoved between my lips.

“Make yourself useful for once and hold this for me.”

I pull a little on my restraints and am suddenly made aware of just how helpless I am to you and our Mistress. It’s such a cathartic feeling, though, knowing you’re there to make me feel good, to train me.

“Alright, alright. Let’s take a look at this little cock, shall we? Darling, would you do the honors?”

Your hands curl around my waist as you draw my boxers down to my bound ankles.

“That…that’s it? Oh, you poor pathetic thing. How could you possibly give your wife any pleasure with that?”

Her hand suddenly tightens around my shaft. The lube she is rubbing all over me is cool and the wet sensation makes me buck and thrash. I’ve got to control myself. My cock twitches in her grip as she rubs me up and down with smooth, slow draws.

She takes the crop from my mouth and drags the leather square over my nipples.

“You really can’t even handle this simple task, huh, babe? Not cumming is too hard for you? ”

Mistress Ruby pumps my cock harder at the same time she strikes me with the crop. Fuck, this is getting to be too much…I can’t cum, I can’t cum…

Fuck, that feels so good…she pumps the head, where you told her I’m most sensitive. Oh god, oh god, I’m going to cum if she doesn’t stop. Fuck...just breathe...don’t cum. Mistress Ruby’s hand suddenly pulls away.

“Very good. Maybe you’re not as worthless as you look. ”

I sink into the bed, my hips rocking...desperate for release…

“Now, let’s let your wife have some fun with you. Maybe you’ll behave if you know I’m watching.”

My mind is hazy as I look over at you. I can see there’s still an air of caution about you, but it’s clear you’re fighting against your shy and gentle nature. Fuck, that’s so hot...

You tap the crop gently against my cock...I’m so close… I’m trying so hard to hold back…

“Go on. Have fun with your obedient new toy. ”

You switch places with our Mistress and mount me, your knees on either side of my hips. Anticipation prickles across my skin. I’ve wanted this for so long…to be your fucktoy. Oh, baby, my cock is yours. I’m yours to do what you want with. Your clit grinds against my cock as you sit on me.

“I think we’re going to have a lot of fun together, aren’t we?”

“Yes...”

“You will call me 'Ma’am'. Is that understood?”

I nod over and over again to let you know I understand the rules. I can’t speak, I think I’ve forgotten how to breathe. Fuck...this is everything I’ve ever wanted. Not knowing what you’re going to do to me is so fucking torturous...I’m enraptured by you. The glint in your eyes, your hands running up and down my restrained body. You lean down, your lace-covered breasts pressing against my chest. God, I wish I could touch you. You brush your lips against mine, teasing a kiss…but every time I reach up to kiss you, you pull away…

“You want to cum, slave?”

“Yes…”

The light sting on my nipple has me arching against you…

“Yes, what?”

“Yes, Ma’am…”

“You’re going to make me cum, and we’ll see how long you last. You’re mine. That cock? That’s mine. You’re just a cock for me to play with. And not even a good one...I’ll just have to make do. Is that clear?”

A beautiful woman, my wife, dressed to kill and wanting to use me purely for her pleasure…this is straight out of my darkest fantasies.

“Yes, ma’am…”

Your circle your finger over my nipple, teasing me with another kiss. I struggle under you. You know how sensitive my nipples are…

“Good. Let’s see how long you last.”

Before I know what’s happening, you’re climbing up my body and sitting on my face. You lower your pussy directly onto my lips.

Oh, god, yes, I’m yours. I’m just a fucktoy for you, baby. I’m just an open mouth for you to fuck.

Suddenly, your hand wraps around my cock, hard. You take my cock, stroking it with a strong, merciless rhythm...fuck!

“There you go. Take it, baby...”

I lap my tongue at your sweet juices and jerk hard against my restraints as you stroke me. You’re in control. You’re in complete control over me. Fuck…fuck…

“You want to cum? Do you think you deserve to cum? ”

You bend forward and wrap your mouth around my cock. Holy shit, your mouth is so warm and wet. My cock fills your entire mouth. Oh, god, the back of your throat is so soft as your cheeks suction around me. Your tongue circles my head, teasing right at the tip. For a moment, I completely forget myself, I lose control and speak out of turn...

“Oh, God! Oh God, please! Please let me come…please…”

“Excuse you? Fucktoys without manners don’t deserve to cum at all. Show him what happens when he speaks out of turn, sweetie.”

My eyes widen as I realize my mistake. Mistress nods at you and you slowly start to climb off of my face. Your hand falls away from my cock...

“Please, Ma’am. Please let me make you cum. Please let me cum…I...”

You’re hovering just above me, just out of my reach. You exchange a glance with our Mistress and she nods again, reassuring you.

“Hmm, you definitely don’t deserve to cum yet. But since you seem so guilty…I’ll give you a chance to make it up to me. ”

You lower your pussy back down onto my face and bounce up and down against my mouth. Your juices are all over my chin and cheeks as I resume fucking you with my tongue.

I shove my tongue deep inside of you, lapping at your clit, doing everything I can to give you as much pleasure as possible.

“You better not cum before your wife does...she is a Goddess and you will pleasure her before yourself, even if it hurts. Understood?”

“Yes, Mistress…yes…”

“Oh, fuck! Fuck!”

“Yeah! Right there! Right there!”

My tongue swirls in rapid circles at your clit. You’re so fucking wet. Your thighs are trembling around my face...

Suddenly, Miss Ruby’s hand wraps around my throbbing shaft...oh, fuck.

“Wait until she finishes, then you may cum.”

“Oh my god...I’m going to cum again…”

She gathers some precum from my tip and spreads it all down my shaft. It throbs in her hand…fuck…

I listen carefully to her moans building...oh my god...I love it, but I want it to end...I need to cum…

I…have never…cum that hard…in my entire life. I’m left in a haze as you slowly climb off of me. My mind is blank…so blank. It’s nice.

I can vaguely hear my restraints being removed. A warm, damp towel wipes over my face and down my body...over my sensitive cock…

“Hey baby…”

“Hey…”

I don’t think I’ve ever felt this relaxed. You take me in your arms, resting my head against your breasts and stroking your hand through my hair.

“You did so, so well. Was that everything you hoped for?”

I kiss your breasts, snuggling you closer to me.

“That was amazing...you were amazing…”

“I loved every minute of it…”

A warm blanket is wrapped around me. I see Mistress give you a reassuring look as her hands grip my arm. She smiles, and I hear her footsteps as they leave the room.

“Merry Christmas, baby.”