Isadora: Day 5 (Running the Script)

You’d always wondered who owned the 3-story gothic house on Bleaker Street, never even guessing it was a place the college used as student housing. That’s the address Isadora Bloom gave you though.

Two lamps hang beside the front door, the bulbs designed to flicker like candlelight in their ornate, wrought iron frames. Roses form a wall around the gardens, mostly red but with an arch of pristine white over the gate itself. You stride across the crazy paving towards the door and ring the bell.

“NEVERMORE!” screams a harsh voice in place of a ring.

The word repeats and slowly fades out like an echo in a deep chasm. You don’t know whether you’re more amused or creeped out. Someone’s fully committed to the bit here, to an extent no normal person would. Then again, who are you to judge normal anymore?

It takes a few moments for the door to open. Isadora stands there, wearing a sheer red velvet tuxedo cut to tightly embrace her form and, given how deep her cleavage dives, probably nothing else. From inside the house music flows, something strange and organic, more a case of mixed nature and horror sounds blended into rhythm and melody than anything you’d identify as any normal genre.

“Good, you came,” says Isadora. She twists on her heels and heads back into the house. “Come. We have things to talk about.”

You follow her, wondering what’s going to happen. Something sexual, obviously, since this is about your challenge with her. She leads you into the living room and the gothic atmosphere deepens further.

The room is lit by numerous thick black candles burning away on shelves and tables around the walls. In their light you see various creepy looking ornaments, although you suspect that is not the word Isadora would use. A heady aroma of sweet smoke adds piquancy to the room, some kind of incense you guess. And there, in the center of the room, a woman is tied naked over the back of an elaborately carved wooden chair. In the half-light of the candles you can’t tell who she is but something about her looks vaguely familiar.

Isadora runs a finger across her left buttock, making the woman flinch as you notice that Isadora is brushing across welts risen on the woman’s skin.

“Do you like my little pet?” asks Isadora.

It says a lot that after several months of College Spread this is merely unexpected and not shocking.

“As long as she’s enjoying herself, it’s cool,” you say.

“Are you enjoying yourself, my pet?” asks Isadora, her voice teasing rather than earnest.

The woman shakes her head and you notice the ball gag in her mouth.

“Do you want me to stop?”

She shakes her head even more vigorously and Isadora gives her a firm spank.

“See, desire isn’t always about simple ‘enjoyment’,” she tells you. “Sometimes it’s more rewarding to push your limits, and bask in pain and discipline for a while. Don’t worry, it’s entirely consensual. She even has a safeword.”

You raise an eyebrow. “And a ballgag,” you note.

“True, true. But she can give a hand signal…”

“With hands that are tied to the chair legs?”

Isadora chuckles, deep and throaty and devilish. “A conundrum, eh? No, seriously, we play together enough that I know what she likes and if she ever shakes her head vigorously then I know that’s a signal to stop.”

You sigh as you stare at her. “Are you playing with me?”

“Oh sweetie, I play with everyone who comes here. But actually, Raven isn’t just here to play out a scene tonight, she’s here for you.”

That makes you pause. “What do you mean?” you ask.

“She’s going to be in the play. Specifically, she will be the beguiling seductress you send to Earth to try to seduce and manipulate Kaori to surrender to her sinful nature. She will fail, leading to you disciplining her and plotting with Rebekah to claim Kaori yourselves.”

So, you think, this play is really starting to get fleshed out. There’s still about 3 months until the end of the academic year, and they already know what it’s about, what characters will be in it, and, as you discovered from Tabby, they’re building the sets.

“This… is going to be much more intense than I thought, isn’t it?” you admit, mostly to yourself.

Isadora takes a deep breath, savoring the moment. “Well, yes. This is going to form part of the grading of everyone involved. Well, apart from you and Rebekah of course.”

“Grading?”

Now you are baffled. This is all last minute and suddenly the grades of people involved are affected by the play. A play that didn’t even exist until you performed a challenge in front of an audience 3 weeks ago.

“Yes,” says Isadora. “Everyone involved will gain extra credit for the work they do. It all fits into their courses after all - set design, stagework, direction. I will be writing the evil characters such as you, Rebekah and our seductress here and Raven will be scored for her acting.”

“And the college is okay with handing out points for a sex play?”

“Oh, you poor sweet child. You really don’t understand this place at all do you? The fact that they are allowing such a play to be put on, the fact that they allow COLLEGE SPREAD to continue, should tell you all you need to know.”

Not for the first time you realize this is a fact. You joined because the university was a top university with a strong reputation for its sociology and psychology departments, particularly being noted for identity-related courses. A glance at the course catalog showed they had a number of courses regarding sexuality, mostly at post-grad level but a few at undergraduate. But there was nothing about it that would have prepared you for all of this.

“How do they even raise funds?” you ask. “I mean, I assumed they’d rely on government grants a lot like other schools, but people are up in arms if a college puts on a single event that showcases gay rights…”

“We do a lot of research related to sexual health, social issues, and so on. That’s where the grants funding comes from. I’m involved in some of it myself as part of my PhD. But we do rely less on the government and more on other sources than a lot of universities.”

That makes a bit more sense, you consider, though it’s still surprising how much they get away with.

“Anyway,” she says. “You didn’t come here to talk about university administration issues. You came because you need me to perform a challenge for you. What do you have?”

You suck in a deep breath, knowing exactly which one you want, but not sure she’ll be willing.

“I don’t suppose you’d consider a slave contract?” you say. “We can limit it, of course.”

She nods. “Done,” she says, taking you by surprise. “But you’ll be the slave, not me. I understand you signed one with Dr. Moreau a couple of weeks ago meaning she can call on you any time to work on the play, right?”

You nod.

“Then I want the same. As I say, I’m working on your lines, Rebekah’s lines, and those of your demons and seducers like Raven here.”

She pats Raven’s abused buttocks, drawing a groan from the young woman.

“I need to be able to call on you to go over lines, run scenes, and so on. You sign that right over to me, and we will call it a slave contract.”

“That… works,” you say, wondering just how much of your time is going to be taken up with this play now. “I need to record it though.”

Isadora tells you to get your camera ready while she draws up a quick document on the computer. She types a very short contract quickly, basically just a quick sentence or two stating that the slave will practice elements of the play at the mistress’s call. And a moment later, it’s printed, signed, and done.

“Now,” she says. “Let’s show you mean it. I want to see you improvise a punishment scene with Raven here.”

“But she hasn’t agreed to be recorded,” you object.

“Oh this thrall would love to be recorded for the game, wouldn’t you, slave?” she says. “Nod to agree like a good girl.”

Raven closes her eyes, her blush slightly hidden by the candlelight. She bows her head once, a slight nod indicating acceptance.

“Good girl, now, she’s failed you. Kaori has still not given in to her lusts. It’s time that she feels your anger.What do you do?”

Well, you think, you’re in this now and it doesn’t look like the woman is objecting. You step closer and study her. She does look familiar, you think, but you can’t place her. Not at first. Then you hear Tank Marshall’s voice from way back in the early days of College Spread.

“I don’t fuck goths!”

“OF COURSE!” you say. “No wonder I couldn’t place you. You’re one of the ladies of the deck but nobody ever challenged you! You just got swapped in to ruin Tank’s hand…”

Isadora and Raven both look unsure what you’re talking about. You notice the perplexed look on their faces and explain. Isadora gives a sardonic laugh, her lips curling in a sneer.

“And you?” she asks.”Do you ‘fuck goths’ or are you as weak as our dear quarterback?”

You turn a stare on her that could freeze the sun, calling on the practice you’ve had at times in this very game of taking a dominant role.

“I’m not some weak jock,” you say. “And goths don’t intimidate me. The question is…”

You run your hand up from Raven’s slit to her asshole, prodding inside her briefly when you reach it. Allowing yourself to fall into the role you’ll be playing in the play you continue.

“...Has she earned it? I sent you to Earth to bring that little slut to me and you FAILED! She’s even got a chikan fantasy and you couldn’t ensnare her? What kind of seductress are you?”

You pull out your finger and slap her hard across her right buttock, thrusting her body into the back of the chair with the force of it. Raven cries out into the gag in her mouth. You pause a moment, unsure if you went too hard, but she doesn’t shake her head, doesn’t make the ‘stop’ sign Isadora mentioned.

“You,” you hiss, turning on Isadora herself. “Get me a condom. I am NOT fucking this disgusting thing without one. I am the KING of hell. You don’t expect me to sully my unholy flesh on this failthing, do you?”

Isadora’s eyes seem to sparkle in the candlelight at the way you embrace the part.

“Of course, master,” she says. “I have a few from when I play with the boy demons.”

She turns to leave but you grab her by the shoulder.

“I know you, bitch. You are the most corrupt of my minions. And your cries when you play with your toys rock the walls of hell itself. Bring me the largest of them so this thing can know the cost of failure.”

“Yes, master,” Isadora says.

The grin, the chuckle, the way she licks her lips tells you she’s loving this. How Raven’s feeling you’re not sure but she can stop this any time. If Isadora is right that she likes having her boundaries pushed then that’s what she’ll get. Of course, you’ll watch carefully for the sign to stop, but until then…

You slap her left buttock, watching the flesh ripple under the blow.

“You should have known better than to let me down, fool. I had thought you competent, but now I know you have no place among my people. Once I am done you will be cast down, a mere whore for human hands to torment.”

At the far side of the room, Isadora rummages through a large cabinet, pulling out more sex toys than you’ve seen before. You don’t look at her, relying on her experience to find the best implement among her collection.

Your hand falls again, this time on the right side of her ass. Again she cries out into the gag, words unintelligible but the pain, evident And yet, she does not object. So you repeat it. Left, then right, then left again. It takes you a moment to realize Isadora is back and watching you eagerly.

“Enjoying her suffering, slave?” you ask.

“Yes, master,” says Isadora.

“Be careful or I might have you suffer alongside her. Now, this failthing did at least try, so I will give her a chance to ease her suffering. Remove her gag and allow her to soak your toy before I insert it into her ass.”

Isadora’s eyebrows arch at that. And as you look at what she brought, you’re not surprised. It’s a giant black dildo, over a foot in length and several inches in diameter. Raven looks over her shoulder and sees it. She squeaks and shakes her head vigorously in panic.

“Or… perhaps her pussy, if she can show how eager she is by properly servicing the phallus as if it was my own.”

With that Raven gives a slight now and exhales sharply through her nose. You consider that maybe it would have been wise to check what you were suggesting before making the threat, but at least things are fixed now. And from that nod, she wants this again.

“Besides, my cock likes a tighter sheath than that slack pussy of hers.”

You insert a finger into her asshole again, stroking it in and out while Raven glares at you. It seems that the derogatory comment offended her. Still, this is a role play and she must know that because she does not protest.

Isadora reaches for the clasp that holds the straps of the ball gag together and unfastens them.

“Mercy, master,” begs Raven, her voice sultry and teasing.

She doesn’t want mercy, she wants you to do what you said. You watch as Isadora lowers the dildo to Raven’s mouth and Raven leans forward to lick and suck it. She struggles to even get her lips around it, but with effort manages. You stroke her ass as she works, trying to get the thing as wet as possible before you insert it. A couple of minutes later and Isadora pulls it away and passes it to you.

“Relax, whore,” you say.

You run the knob of the fake cock up and down her slit, watching as she shivers in excitement. Then you push it into her willing body, slow but steady, never stopping to give her time to adjust until it’s in all the way to the balls formed as a means to hold the thing. Raven raises her head, gasping as she tries to adjust to the pressure of the overly large toy within her. You give her a moment, enjoying the way she arches her back, pulling against the bonds that hold her to the chair. Isadora passes the condom she brought to you, but you glare at her. If she wants to be in this she will be FULLY in it.Even if, according to the slave contract, she commands you.

“What are you doing, slave?” you demand.

“Passing you the condom, master,” she replies.

You shake your head. “No, slave. Putting that on is YOUR task. As is getting me ready to violate this filthy beast. Now, kneel and prepare me!”

She grins, enjoying the way you’re playing your role. Slowly she sinks to the floor before you. Her hands reach for your fly and pull down the zip, followed quickly by unfastening the button at your waist. Her fingers hook into the waistband of your pants and underwear together and she pulls them down, revealing your rapidly hardening cock.

She seems to purr as she admires it, and leans in to flick her tongue over its head. You sigh at the feeling, wet and warm and wonderful, and stroke your hand through her hair to encourage more. She licks down the shaft, then back up. Her mouth opens and she takes you inside, sucking as her tongue rolls around your cock. You can’t help but groan at the feeling. She doesn’t carry on for long, though. Just enough to get you fully hard and ready. Then she rips open the condom packet and rolls the latex down your length, giving both of you protection. After that she takes you in her mouth again, her hungry tongue pleasuring you intensely. You pull her from you after a few seconds, eager to take Raven’s ass and not cum in Isadora’s mouth.

“She’s all yours, Sire,” she says as she stands again.

“Good,” you say and line your cock up against the bound woman’s anus.

You push within, slow and gentle as you can. She’s already full with the oversized dildo in her pussy, now with you penetrating her rear entrance you know she must be hurting. Besides, with only Isadora’s saliva as lube, you know you have to take it easy so as not to hurt Raven. Still she cries out as the bulbous head pushes past her sphincter.

You pause, giving her time to adjust. She doesn’t signal to stop, just takes a moment to adjust before giving a barely perceptible nod. And you carry on entering her.

Inch by inch, you move into the tightnes of her asshole, groaning yourself at the incredible pressure you can feel from squeezing into her doubly-penetrated body. If it’s intense for you you can only guess how it feels for her. Not that you intend to stop without her safety signals being triggered now. It’s too much to resist. You grip her hips and use them to pull yourself further into her.

Finally, you bottom out, your balls resting against the hairs of her pussy as you savor the incredible tightness. Her muscles spasm. It feels like her anal passage is trying to pleasure you. Perhaps she is doing it deliberately. More likely it’s just her reacting to the pain and the pleasure of what’s happening to her. Still you can use that.

“You like your master’s cock, failthing!” you growl.

“Yes, master,” she moans.

You spank her hard, first on the left buttock then the right,

“You’re not here for YOUR pleasure, fool! No wonder you could not seduce the earth bitch if you cannot control yourself when being punished!”

She cries out at the unexpected pain. “Sorry, master!”

Then you begin to pull out of her once more, taking your time to ensure both of you feel it to the utmost. Initially, you intend to fuck her ass until you cum, but as you get within an inch of withdrawal you change your mind. You pull out of her fully and step back.

Raven turns to look over her shoulder. Isadora simply stares at you. Both are evidently confused by what you’re doing.

“Free her!” you growl at Isadora.

She pauses just a moment before obeying. Raven stands up, uncertain as to what comes next. You reach across and grab her nipples, squeezing hard. She winces in pain, sucking in a sharp breath. You dig your thumb nails into her sensitive flesh, just enough to hurt but not damage her.

“You think you get to enjoy yourself when you let me down, bitch?” you hiss. “How stupid are you? Stand in that corner and watch as my other slave gets to enjoy my cock. And do NOT let that dildo out of your body.”

Isadora grins, barely suppressing a laugh. Apparently she wasn’t expecting you to use orgasm denial on Raven, but she definitely approves. As Raven goes to stand and watch, Isadora kneels before you again and peels the condom from your cock.

She leans forward and flicks her tongue across the slit of your penis, already eliciting a groan given how excited you still are from Raven’s ass. Her breath hits your cock in a burst, a silent laugh perhaps at how aroused you are. She opens her mouth and takes you inside. As her warm lips embrace you her tongue begins to run against the underside of your shaft. Slowly she lowers her head further and further down, sucking as she does so. It’s nice. Sexy even. But you have to admit it’s not close to the best blow job you’ve had.

You curl your fingers through Isadora’s russet curls, pulling her deeper onto your cock. She doesn’t resist. If anything she welcomes you into her throat. Even as her gag reflex kicks in, and you feel her throat begin to squeeze you in peristaltic bursts, she keeps going deeper. Her face presses into your pubic hair and she uses her lips and tongue to add pressure to the part of your cock not in her throat. She can’t be able to breathe, you think, which worries you, but as she reaches for your balls and begins to squeeze and roll them between her fingers it’s clear she’s not letting you go.

It’s an unusual technique, but it’s effective. You can feel the tightness in your balls increasing. You know you won’t hold out much longer and as you tighten your grip on her hair, Isadora swallows hard. Her hands squeeze and tug your sack, pushing you over the edge and you explode in her throat, shooting your orgasm straight to her stomach.

She pulls back gasping for air, collapsing onto her ass on the carpet. In the dim light you see her run a finger over her lips, licking the remnants of your cum from it with a grin. Your own legs are almost collapsing and you have to lean on the chair back for a moment to support yourself.

“That,” you gasp. “Was the strangest blow job I’ve ever had.”

She laughs. “I didn’t hear you complaining.”

“I didn’t say it was bad,” you reply. “Just… strange.”

Isadora shrugs. “I don’t exactly sleep with many guys, I’m more used to women. So I’ve only ever done it once before. I kind of had to guess.”

“The way you started choking yourself on my dick?” you say. “Hot… but scary.”

Her laughter deepens. “Yeah, well, I’m not a stranger to breath play. That was easy. Glad you liked it, I wasn’t sure if you would.”

She stands, surprisingly gracefully for someone who had just been choking herself a few seconds ago. Then she stretches her hands and arms behind her head and arches her back. If you hadn’t just cum the sight of her supple, naked body would have you ready to go again. She truly is beautiful. Isadora turns to look at Raven, still standing there with her legs squeezed tightly around the dildo.

“Can she take that out yet?” she asks.

“Oh, yeah,” you say. “The scene’s over. But get that hand away from your pussy. There’s no point in orgasm denial if you only make it last a couple of minutes is there?”

Raven scowls at you, but obeys. She removes the huge toy from herself and winces at the slight pain of its removal.

“Fetch some cider will you?” says Isadora.

Raven nods and withdraws quietly from the room. As she does, Isadora walks over to the nearby couch which you now notice is covered in a sheet. She pats the place beside her.

“Sit,” she says. “A new indie vampire movie was released last week. Raven and I were planning to watch it after we were done playing. We’d love for you to join us… unless, of course, you need to get back home to Rebekah. I heard your news from Selene.”

You shake your head. “No, she’s over in New York this weekend. Impulse group are doing some kind of magazine featuring her esports team.”

“Interesting,” says Isadora. “So, you’re free tonight. Then come.”

You walk over and sit beside her. “Didn’t we all do that already?”

She rolls her eyes. “You’re a better dom and actor than comedian,” she says.

You shrug. “What’s with the sheets anyhow?”

“Oh, we always lay them down when we play. It makes cleanup so much easier. Don’t you and Rebekah do that?”

“Ummm… no?” you say. “I never thought about it actually. You take a lot of care of the furniture for student housing.”

Isadora cocks her head to the side and stares at you. “You… think this is student housing?”

“It’s not?”

“Seriously? I know this is a top university but you think they provide three story gothic mansions for individual students to live in?”

“Wait, you and Raven don’t live together? I assumed—”

“No, not at all. I own this place. She lives in Riverdale.”

You frown, trying to work out why you know the name. It’s not one of the city districts. Isadora notices your confusion.

“Ah, you’re new here. That’s the Moreau estate. The colonial-era mansion on the riverfront?”

Now you know it. You’ve passed it several times, even if it is a little out of the way. It’s obviously the home of someone very wealthy. Which says a lot about Raven herself. And probably about how the two women met each other. Your own family is as middle class as can be and now you’re bumping shoulders with what? Millionaires? More?

“Oh.” It’s all you have.

Raven returns a moment later carrying a tray with three full glasses of amber liquid. She places one down in front of each of you then takes her place in a nearby easy chair. She folds her legs, one over the other, and takes a draft from her glass. You follow suit. The cider is warm and sweet, lacking the bite of alcohol.

“Are you staying for the movie?” she asks you.

You nod. “It sounds like fun. Unless I’m interrupting…”

“No, that’s fine. I was just worried that you might be distracted by my slack pussy!”

There’s a little venom in her voice when she says that. You can’t resist leaning into it.

“No, I’m pretty sure I can ignore it, no matter how loose it is.”

She sucks in a breath and glares at you. You laugh and raise your hand in apology.

“I’m sorry, I couldn’t resist. That one hit home, huh? Sorry, I was just leaning into the role and as ‘the king of Hell’ I was demeaning you for failing to seduce Kaori. Honestly, you’ve got nothing to fear there. You’re hot. You both are, but you know that already.”

“It’s okay,” says Raven, reaching for the remote control. She presses a button and turns on the tv, selecting the movie from a streaming service. “I get it, but let me promise you this. One day, I don’t know when or how, but one day I’ll get even with you for that one.”

“Fair, fair,” you acknowledge.

And so begins a fun evening with two very sexy stars of the play you’ve somehow become a slave in twice.