πŸ“š jailer jac Part 6 of 5
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Jailer Jack Pt 06

Jailer Jack Pt 06

by vaguelysuggestiveusername
19 min read
4.66 (9000 views)
adultfiction

I walked back inside after another Tuesday night with Jack, his cum running down my legs and staining the leather of my boots. Somehow, he'd teased me so effectively that I'd begged him to fuck me. While I was sober.

I felt like I was losing my mind.

Hidden away in my bathroom, I pulled out my journal and sat in the bath, my cheek resting on the cool tiles as I tried to make sense of... the entire week.

'

I don't know how, but I think Jack is messing with my head. I'm not sure if it's some Pavlov response or what, but I keep having these chunks of time when I'm not in control anymore. Or, I am, but it's a different me. A Mel that literally craves his cock. Or maybe I really am just fooling myself, like he says. I DON'T KNOW...

'He found out I was going to take some time off work...'

I wrote it all down. Everything. I no longer trusted my own mind, not when I was with him.

The following night I went out with Dad, keeping a smile plastered on my face as he enthused about my trip. It was the last time I'd see him for over two weeks, and the dread hanging over me had grown to nightmare levels. I promised him I'd call when I could. The lie I'd landed on was that I'd be heading to an area with bad reception. He thought I was going to spend my vacation writing and sketching. I hated deceiving him.

That night, I had another of the strange, vivid dreams of Jack. They invariably happened after he called, and I'd wake the next morning feeling tired, my thighs slippery with arousal and imagining I could smell his cum. When he showed up at my house after Dad left for his trip, my anger had reignited into an inferno. I was always exhausted, and it felt as though Jack was consuming my whole world.

He walked in like he owned the place, grabbing my ass when he pulled me in for a kiss and informing me he'd taken the two weeks off too.

"Yay," I said, my sarcasm barely concealed. Jack snorted and let me go, walking into the living room and giving me a wide smile.

"Whenever we're in here, I remember the first night. This is a sacred space."

"Sure. Whatever. I thought you wanted to spend

my vacation

at your place?"

Jack frowned. "There's no need to be rude, Mel."

"You can't expect me to not be kind of mad about this, Jack. I have done

everything

you asked. You've turned me into your little Pavlov sex slave and I don't think my very minimal complaints have been unreasonable," I said. "Hell, I'm even dreaming about fucking you on my nights off now, and I-"

"Just on your nights off?"

"I... what?" I frowned. It was an odd question, and his tone was... weird. "Why does that matter?"

"Answer me."

"Yes. Weird, vivid dreams where you're using me like a sex doll or something."

"But you still cum, right?"

A tiny alarm bell finally started to ring. "Did you... is... is that

real

!?"

Jack was silent while a slight smile spread over his face. My eyes unfocused as my brain went into overdrive. All the dreams. All the missing time during the massages. The weird compulsions to fuck Jack as enthusiastically as I could, and stopped feeling like just 'playing along' a while ago. The puzzle piece hit me out of nowhere, the thing I'd been trying to remember for weeks.

"Your friend, he's a hypnotist. You stopped yourself from saying it, but that's it, isn't it?" I whispered, my mind reeling back in horror when he shrugged. "How?!"

Jack laughed. "It's no different to letting yourself go when you're stoned. Now we can both enjoy ourselves more when you're sober too," he said, shrugging. "Think of it as a faster way to get used to the situation."

"But it's not. It's a remote. Congratulations, Jack, you turned me into a mindless sex pet after all," I said, sarcasm dripping from every word. Jack laughed harder, and I scowled at him. "What?"

"No baby. My friend explained how hypnosis works. As in, it doesn't work unless some part of you didn't

want

to do it," he said. "So I have my answer. You want this. You want me. All I have to do is wait for you to admit it to yourself. And while I know how stubborn you are, I am very fucking patient."

"Don't hold your breath."

"I don't have to. I already know. I heard the recordings, baby. When we fuck while you're under, just having me inside you feels like an orgasm. You love it when I cum," he smirked. "And those reactions have been happening when you're not tranced out too. They're supposed to. I could stick in my cock with no prep, and you'd be wet and close to cumming in under thirty seconds."

"Bullshit. There's no secret part of me wanting to act like the sex hypnosis equivalent of a chicken."

"Again, not how it works," he said. "Don't you get it? None of it would work if you were a rando off the street. All it does is get the stubborn thoughts resisting

what you want

out of the way. If I called you in the middle of dinner with your dad, or at the cafe, and said the words, nothing would happen. It's the wrong context. But when we're alone, when you know sex is a probability, the fact that your subconscious is all too willing to switch off those stubborn thoughts... Well, that's very telling, Mel. That's real fucking telling."

"You blackmailed me into all this. If I had a choice,

I don't choose this.

"

"For now," he said, and I shivered. "Besides, you're up to over a hundred thousand views, and your fans are begging for more. So I'd suggest you go upstairs and have a shower. And leave your phone down here. We're gonna have a great night."

As soon as I was inside the bathroom, I locked the door and pulled out my secret journal.

It's fucking hypnosis. He's turning me into a literal sex slave. DON'T TRUST HIM. RESEARCH HOW TO STOP THIS.

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My head snapped up as a knock startled me

"Are you OK in there? I haven't heard any water running."

"Uh-" I hid the journal again and looked around. "I was just looking for the body wash you like. I'll be down soon."

"Do you need any help?"

"No, I'm fine."

"OK baby. I'm leaving some clothes out for you. When you're done, put them on and come to the living room."

When I walked out of the bathroom, Jack had laid out my sleep shorts and cami on the bed for me. I pulled them on with a frown. He rarely wanted me to get dressed, and never in these.

I entered the living room with dragging feet and froze. It was as if I'd stepped back in time. The lights were off, the couch illuminated only by the television that was paused on a scene from a familiar porno- the same one Jack had played to force my hopelessly stoned brain into arousal the night he took my virginity. The couch cushions were missing on the floor behind it. It all looked exactly like that night.

"What is this?" I asked, a vague sense of suspicion joining the dread coiling in my gut.

"We're starting fresh," Jack said. "Now I want you to listen to me carefully-"

My eyes widened as a klaxon of alarm bells sounded in my head. "Don't, Jack. Whatever trigger you're about to pull, just stop. Please."

"

Diaphanous

," he whispered, and my brain switched off, and I stood with a glassy stare as my pulse and breathing slowed. Jack grinned and stepped toward me. "There baby. Isn't it so much nicer just to be calm, knowing you'll have a lot of orgasms soon?"

"Yes."

Jack chuckled. "I wasn't really expecting an answer to that one, but thank you. Now sit on the couch for a minute. I have to make a call." He glanced at me as he held his phone up, the soft synthetic bells droning.

"Hello?" said a gravelly voice.

"Hey man, I'm at Mel's house. I'll need to do the memory thing tonight. She figured out what was happening by accident, so the next bit has to be now," said Jack, watching me as I gazed mindlessly at the wall. He wandered into the hallway near the front door, but their voices were still audible.

"It should be fine, I guess."

"Will it overwrite her realizing about the hypnosis too?"

"Probably, if it only just happened. Tell her to forget the last hour or so while she's in doll mode. Then once you trigger the overlay, not knowing it's anything more than relaxation will be more in line with the new memory anyway," said the raspy voice. The longer the strange man on the phone spoke, the more tiny sparks of recognition burst, but way down in the vaults of my brain where I was trapped. "How many weeks have you been using the tracks now?"

"About a month and a half."

"Give me a run down?"

"Um, doll mode for two weeks without testing, and another two after I started using it. The new one for almost two more again. And there's no change in doll mode, it's well established."

"Yeah, it should be fine. Tell her the fairytale version of whatever memory you're changing before you start during doll mode and try and mirror real life as much as possible. That'll be the stronger memory and should act as a filter for everything else. It'll consolidate when she sleeps."

"Can I redo the whole first weekend?"

"You won't need to. Once the new version has taken hold, you should see the effects as soon as tomorrow. You can still redo the weekend if you want, but the first night is the one that matters. The trigger word is basically record mode, like over the top of a previous recording on an old VHS tape, you know?"

"Cool. Is there anything else? Can I use the weed oil?"

"Maaan, are you trying to mash her brain into oblivion? She already has the automatic enhancers. They help anchor all this. Throwing in the weed oil might turn her into your cock slave."

"You convinced me."

"Don't get her stoned, but the lube is fine, is all I'm saying. Poor girl won't know what hit her."

"Sounds like a solid plan," Jack laughed. "OK, thanks man. We'll catch you next week."

"See ya."

Jack walked back into the living room, staring at me for a moment.

"Mel, you're going to go deeper into

diaphanous

, understand?" He grinned when I nodded, my eyelids fluttering as I sank. "Good. I want you to forget everything you heard about hypnosis. It's unimportant to you, and those conversations never happened, OK?"

"Yes," I said, ignoring the part of my mind screaming against it, the chains tightening the harder I fought.

"Good. Now take off your pants," he said, grabbing a familiar bottle from his bag before kneeling in front of me and I wiggled my thin shorts down to my ankles. He pushed me backward onto the couch so I laid flat and nudged my legs wide as he unscrewed the bottle cap. "Hold your pussy open for me, baby."

Jack held the dropper over my mound, drizzling the warm amber oil over my folds and pushing it inside. My clit received special attention. He pulled back the hood and dripped directly over, making sure every part of my bud was soaked. He repeated the routine until I was utterly slick, and even swirled his oil-drenched fingers around my asshole before restoppering the bottle and pulling my shorts into place.

"This takes about half an hour to kick in, and I have a few things to set up. So I want you to sit there and concentrate on your pussy and how horny the weed is making you. Do you understand?"

"Yes."

Jack told me I was a good girl and left me there. I heard water running upstairs, but stayed exactly where I was, blinking as the sensory input washed over me, all disregarded except for the growing heat between my thighs. The only outward signs were a flush over my skin, my increasing breath, and my nipples hardening below the thin fabric of my cami top.

Jack grinned at me when he returned, wearing just his long pants and carrying his shirt and shoes. Those, he dropped on the floor as if they'd been discarded, before setting up his camera to record from the darkness besides the television.

By the time Jack turned his attention back to me, my pussy was throbbing. He arranged us on the couch so he lay on his side and me flat, slipping his hand into my shorts and pushing his fingers inside my slick passage as he ground his palm into my clit. Within moments, my body was rocking into him, and my breath was coming in tiny moans as Jack grinned. "That's right baby. Let's get you good and horny first."

He knew my reactions well, and as soon as I began to spasm in the pre-orgasm quakes, he stopped, withdrawing and cupping my mound as his eyes swept the scene. I still stared forward, oblivious and tranced-out, disconnected from my warm, needy body that was thoroughly primed for more.

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"Now, in a moment, I'll give you a new command word. You know this one, you've been learning it for a couple of weeks already, and it does something very special. But first, do you remember back when your computer broke, and I came over to pick it up? I'm going to explain to you what

really

happened, OK?"

"Yes."

"Good girl. I loaned you my laptop and asked you not to look in my private folder. And every night, we chatted online for ages, and it got personal and flirty very fast. You told me you were still a virgin, and you wanted someone older and more experienced to take it, but you were too shy to go out and meet someone. I made a joke that I'd help you out, and to my surprise, you agreed. Do you understand?"

"Yes."

"Then you said you'd watched the porn on my laptop, and when I got upset, you said it was hot. You turned on the webcam and played with yourself for me. You told me you wanted me to take your virginity. Which brings us to tonight. I brought your computer back, set it up, and you were only wearing your pajama shorts and top. I tried to be a gentleman and pretend I didn't notice you were naked underneath. You asked me to hang out when I was done and offered me a beer. We started flirting, and you suggested we watch some porn together and see what happens, and now we're on the couch. You're still a little nervous, but you really,

really

want to fuck me. Do you understand?"

"Yes."

"Oh, and one last thing. You find the idea of my cum inside you an incredible turn on and fantasize about it all the time."

"Yes Jack."

"Good girl," he said with a delighted chuckle, and started the porn. Onscreen, a smiling naked girl surrounded by men appeared, who descended upon her and shoved their fingers inside her and cocks in her mouth. Jack pulled the front of my cami down and popped my breasts out, teasing my nipples until they hardened. "Listen to me carefully Mel.

ELISION

."

My eyelids fluttered as I became aware of my surroundings, my heavy breath, the burning throb between my legs. And the hot tongue on my neck, the hand on my breast.

"Your skin is so soft, Mel," said a familiar voice, as I swam back up out of the dark and found myself very warm and comfortable on the couch. I was laying down, and was wearing only my sleep set, and Jack lounged beside me on his side as he caressed my belly and breasts. Between my thighs, my clit was throbbing and tingling, and my breath caught as Jack kissed down my neck and sucked my nipple into his mouth.

As he teased it with his teeth and tongue, I writhed below him while a vague memory tried to squirm its way into my mind. Like this had happened before, but differently. Like I should be angry, or scared, or... something. But it didn't seem to match the much stronger reality I was living. I knew at one point Jack had scared me, but that feeling was unimportant right now. And the thought faded as soon as Jack's hand swept down over my mound to caress my thigh, making me gasp as I jerked at the brushing contact.

My pussy was screaming with need, but I was too shy to say anything. Instead, I let my legs fall open, one dangling off the couch and the other half drawn up and resting on Jack's thighs. He kissed his way back up my neck and I turned my face to meet his lips, my tongue twining with his while his caressing hand inched higher, glad that he couldn't see how hard I was blushing from being so... brazen.

Jack's palm curved flat on my inner thigh, his wrist pressing into the heat of my pussy. My breathing accelerated, and I moaned into Jack's mouth, who was grinning when he raised his head.

"You're really sexy, Mel. How do you feel?"

"Excited. But nervous," I said. "I'm worried it will hurt."

"You don't have to be nervous. We're going slow," he said, letting go of my thigh. "Can we take your shirt off?"

I nodded with a shy smile, wriggling to help Jack pull my cami top over my head. He dropped it to the floor and groaned as he took in the expanse of my skin.

"Fuck Mel, I can't believe we're doing this. Do you have any idea how much I want you?" he breathed,

I laughed nervously. "I know I asked you for this. But I'm kind of worried I'll be bad at it," I said. "I-"

"Mel, you're overthinking. I promise you, there is nowhere I would rather be. And watching you realize how good everything feels is a huge turn on." Jack ran his thumb over the very tips of my peaks, and a weird wet sensation surged through my pussy. "Let me know if you like this."

"Uh huh," I breathed, my voice becoming a squeak when he leaned down and bit my nipple, teasing with his tongue while he pinched the other. "Oh f..."

I wanted to squeeze my thighs together to search for some relief from the sensations running through my body, but I didn't want to close my legs. I

wanted

him to touch me.

The tickling circles over my belly got wider, and his lips rose over my neck to find mine. Soon after, he cupped my pussy through my shorts, even the slightest pressure enough to make me moan into his mouth.

He broke the kiss and grinned. "I guess you like this too," he said. He kept his fingers flat, rolling my flesh through the thin fabric, and I felt that same weird wet surge again while I tried to fight off the more embarrassing moans. The porn caught my attention for a moment, and I frowned.

"What's wrong, baby?"

"Nothing, oh fuck, nothing... this just feels really familiar," I said.

"I'm not surprised. You told me you'd fantasized about this. A lot," he said, dropping his face to mine. His tongue tasted like mint, and entwined with my own, and he grinned when he pulled back. "You said you touched yourself imagining it."

I giggled, too shy to answer. I didn't remember fantasizing about it, but knew fantasy would pale in comparison.

Jack pressed the fabric of my shorts into my soaked flesh where it grew sodden, running his fingers all over until it felt like every inch of skin was outlined. He slid along from my entrance to my clit, massaging my lips. The sensation was maddening, dulled, and made me buck against his hand to seek more intensity. My breath came so fast I wondered if I was hyperventilating.

"Roll toward me for a sec," he said, his palm on my ass urging me closer. He held his elbow wide to give me room. "Do me a favor and undo my pants. Things are getting, err, tight in there."

I tilted up my head as I reached between us, undoing the button, and jolting a little when my fingertips brushed the hard heat as I tried to get the zipper down. Once he was free, tenting his underwear, I shrugged internally. He'd touched me.

His boxers were silky and baggy, and as I ran my hand up and down his length through the fabric, Jack's eyes slid shut.

"Am I doing this right?" I asked, as I discovered a patch that was almost as wet as the crotch of my shorts, and shuddered.

"Everything you're doing is exactly right," he breathed, his breath hitching when I explored the end of his cock, the broad flare of his cockhead identifiable through the damp silk. His hips rolled toward me, thrusting into my eager hand, and he groaned. "I shouldn't do that. I am way too turned on, and I don't want to cum in my shorts,"

"Feels a little like you did already."

"That's pre. Precum. It means I am really,

really

horny," he said, groaning again when I ran my hand over his head. I noticed when I pressed over the underside, where the flare met at an almost point, he'd shudder and jerk in my direction. "You tease."

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