Degradation

Clicking the link, a new page opens with a different set of instructions. You read them quietly and commit them to memory, your nerves growing with each new perverted request. “Make sure to follow our orders to the letter,” it warns at the end.

“We’ll know.”

“Hey Cass,” you begin as you sit down on the living room couch next to her. It was late in the day and your fiancée was wrapped in a blanket, reading a book. A warm cup of cocoa steamed on a coaster close to her. “I…” You try to swallow the heavy lump in your throat. “Can we talk about our sex life?”

Her eyes shift, glancing up at you from above the tome. She opens her mouth to say something but hesitates. “This is serious,” she ponders out loud, lowering her book gently into her lap. “What’s up babe? Are you getting nervous about finally doing it now that the wedding’s three months away?”

‘It’? A moment before you remember: your wedding night, the evening where you and Cass were to finally lose your virginities to one another. With the sudden stress brought forth by the blackmailer, you’d forgotten about that important, upcoming night. “No!” you quickly tell her before immediately backpedaling. “I mean, yes? Maybe? I-”

“Relax babe,” she interrupts, putting a warm hand on your shoulder and making small circles on your back. “Take a deep breath and tell me what’s making you anxious.”

“I’m not anxious… about the night itself.” Taking a deep breath, you hope Cassandra doesn’t inquire further. The last thing you want is for her to learn about the nature of your ****. Steeling your resolve, you continue with the plan. “I want to introduce something new to the bedroom. Something we can build upon in the coming weeks to make our first night as a married couple more special.”

“Oh!” she states, caught off guard by the admission. All tension flushes from her system and a gleam of elation fills her beautiful eyes. In a single moment, she’s transformed from a caring partner to a child on Christmas day. “What did you have in mind?”

“It’s…” you struggle to find the proper words. “...pretty out there. Honestly, I don’t think you’ll be into it.”

“You can’t know that unless you ask!” She smiles warmly at you. “I’ve seen my fair share of porn, I know what’s out there. As long as it doesn’t break my pledge, I’m down to try anything!”

Please don’t say that. “It won’t,” you reassure her, hands clammy with sweat. “Next time you give me a blowjob, I…” You lock eyes with her, Cassandra giving you the strength to calm your nerves. Your resolve would shatter if you looked anywhere else.

“I want to **** you.”

To your chagrin, Cassandra doesn’t reject the idea outright. She digests the request without another word and a pit manifests in your stomach, a growing fear that your fiancée might actually consent to this.

“Why?” she asks, her tone curious rather than upset. “You’ve always been such an advocate for equality and women’s rights.”

“That hasn’t changed,” you quickly clarify, reciting the arguments the blackmailer detailed amongst his instructions. “This is just… a fantasy I’ve had for a while: finding a submissive and treating her like my toy. I want to manhandle her and toss her around, call her names and use her to indulge in my pleasure. Even throw her around and smack her a bit.”

“I see,” she ponders, still contemplative. While you wait, you try your best to hide your disbelief that your wonderful fiancée is actively considering letting you do this to her in bed.

“In a way, I get it” she eventually says, “Men like feeling dominant over women, and you do have a tendency to get a little rough when we do oral. It just seems a little… ****.” She snuggles closer to you and gives you a bawdy smirk. “You don’t have to **** me for me to be submissive.”

“I know,” you tell her, giving her forehead a kiss. “I just want to see how far we can push that submissiveness.”

“I do like a challenge,” she chimes, excited at the prospect. “Although I have to admit, I don’t know how much I’ll enjoy it. Especially if part of the degradation involves name calling or being slapped.”

“It might,” you admit, deeply ashamed of the words coming out of your mouth, “In the fantasy, your pleasure is secondary, so it’ll likely end up a part of it. Honestly, I might even end up preventing you from getting yourself off.”

Cassandra listens to your words carefully, deciding for herself whether she’s willing to play ball. Knowing the blackmailer is listening, you feel trapped in your seat, unable to move while your fiancée deliberates on the future of your sex life. To make it worse, your conversation with Cassandra has riled up something within you and now you’re no longer sure that you even want her to refuse…

“I agree to everything,” she eventually states. It’s impossible to tell whether you feel elated or terrified. “With one stipulation! I want to have a safe word. One of my own choosing.”

“I…” you hesitate, unsure whether the blackmailer would ultimately allow it. “Okay. If you think it’ll help you feel more at ease with it. Did you al—”

“Bubblegum!” she beams, smiling brightly like a five year old.

Her childishness makes you sigh. “‘Bubblegum’ it is!” Despite your apprehension, her eagerness is calming and you find solace in the fact that Cassandra was able to quell her uncertainties regarding the decision. If she’s in, so are you!

“Thanks babe! I promise to only use it if things gets too much.” Her words grow quiet and a heavy blush manifests on her cheeks. “So, where do we begin?” Her voice is quiet and meek, exactly as a submissive should be.

“I have a few ideas...”

Not much later, you’re sitting on the couch with Cassandra on her knees before you. Pants and boxers crumpled around your ankles, your cock would be completely exposed if it weren’t for the warm embrace of your girlfriend’s wet mouth.

“Suck it you slut,” you order her as she bobs, your hands gripping her ponytail.

Still unaccustomed at being name called, she pauses before faking an appreciative moan and echoing your insult. “That’s right,” she pants between mouthfuls, “I’m your slut!”

Not one to swear, the word sounds dirty coming from her mouth. “Shut up!” you tell her, hating how much you like hearing her say it. With her hair as leverage, you **** her down your cock until it brushes the back of her throat. “Don’t talk while I’m using your whore mouth!”

Your grip firm holds Cassandra in place until she begins to struggle. When you finally let her breath, Cassandra pulls back and spits your cock out with a loud, throaty gasp. Not giving her any time to recover, you take advantage of her open mouth and push her back onto you. The facefucking is sloppy and rough, forcing her mouth to make deep guttural noises with each thrust. She struggles against your relentless ****, but the blackmailer’s instructions were clear. Ignoring her resistance, you take your pleasure from her; Cassandra a toy in your hands.

In this moment, her face serves no other purpose than to be a hole for you to fuck.

At your heartrate soars and your dick swells, you pull out of her mouth. Cassandra, panting heavily, keeps it open. A large strand of drool connects your cock to her lips and you snap it with your fist, using it as lube to stroke yourself. Eyes closed and panting from her ordeal, your fiancée starts moving a hand between her legs.

“No touching yourself!” you remind her, trying your best to find pleasure in denying her. “I don’t want you enjoying it.”

Cassandra looks up at you with teary eyes as her hand falls defeated to her side. “Meany,” she whines, still rebellious even now.

You slap her. Hard. “I thought I told you to keep your whore mouth shut!”

For a moment, as her cheek turns red from the **** of the sting, Cassandra shuts down and you wonder whether you pushed her too far. A fine line needed to be crossed, balancing between following the blackmailer’s requests and running the risk of potentially ruining things with your girlfriend. Anticipating her safeword, Cassandra instead shocks you by centering herself and finding some inner will to keep going.

“What if I want to use it to **** myself?” she whispers, looking up at you with a broken pout. Her chin is covered in drool and wet tears stream down her face. She might be a mess but you can’t help and be proud of her resolve.

“Bitch, please!” you berate her, “You’ve done a piss poor job of it so far!”

“I know,” she answers meekly, looking up at you with submissive eyes. “I’ve been a bad slut. Cum on my whore face John, please! I deserve it! Cover me with your sperm!” Her mouth opens and her tongue rolls out, transforming your sweet Cassandra into a slut begging for cum.

“You stupid cumslut!” you screech as you stroke voraciously, your orgasm suddenly seconds away. “Oh fuck, here it comes!”

You explode, erupting cum and fulfilling your fiancée’s wishes of coating her pretty face with long streams of warm semen. Cassandra shudders, excited by the facial’s warmth. She rushes forward and nuzzles her face against your cock, twisting her head back and forth to let you cover as much of her as you can.

As the pleasure subsides, you lean back onto the couch. Reaching to the side, you grab your phone from the corner table and take a few quick snapshots of your bride-to-be. They capture her in a moment of submissive bliss, a small smile etched on her face as cum and drool drip from her chin to her shirt. Mixed in are tears and rogue strands of hair, completely removing any trace of your once innocent girlfriend. Now, she looks like a well-used fucktoy.

“Such a good slut,” you praise her, leaning forward and gently petting a dry patch of hair. Cassandra gently leans into your touch and coos.

After a moment, you leave to go warm a towel.

An hour later, you’re both cuddled in bed together. Cassandra, freshly showered, is nuzzled into your arms, eyes closed and breathing softly in sleep. You hold her gently in your arms, your hands still slick and warm from the massage you finished giving her.

In the silence, you stare at the small glass circle in the wall, imagining the invisible threat lurking beyond it. The hole contained the room’s sole camera. You can’t know for sure whether your blackmailer watched the show live, but with the house’s master password at their disposal, it won’t be hard to access the footage. If you’re lucky, this is the end of it.

“Hope you enjoyed it” you ponder out loud, addressing your hidden voyeur.

“I did,” Cassandra answers quietly next to you, surprising you out of your stupor.

“Cass?” Realizing she's awake, you rest a hand softly on her head and start petting her. “I thought you were sleeping,” you tell her, ashamed and embarrassed at her answer, but secretly happy that she provided it.

“I wasn't,” she sighs, kissing your neck. “Just enjoying the stillness.”

Feeling guilty about what was done, you find yourself unable to speak and silence soon follows. Even now, it's hard to believe that Cassandra agreed to that, let alone actually enjoyed it. Yet, her words make it easier to let go of the regret you fell in choosing to **** her. If the blackmailer does continue until the day of the sell, as long as Cassandra enjoys it, maybe it won’t be so bad...

“Do you… want to keep exploring this?” you finally ask her, struggling to keep your voice steady.

“Yeah,” she answers, only briefly hesitating. “If it’ll make you happy.”

Glancing back at the camera, you ponder what's to comes next.