Jailer Jack

"That's everything," I said, my neck muscles tense under his caresses as he turned me around and urged me upstairs.

"I think we'll go to the living room. Nice wide sofa, good spot to watch a movie," he said softly, ducking into the kitchen for his backpack on the way. I hesitated next to the couch, and Jack frowned. "Sit down."

"I need to pee," I said.

He looked at me for a long moment, and down at his watch. "You have two minutes. If you're not back by then, I'll send the text. Don't do anything silly, Mel."

I fled, counting one-one hundred, two-one hundred... I peed in record time, and after I washed my hands, sixty-one hundred, I froze. There really was no way out. Even if left, went to a neighbor, whatever, it would only take Jack seconds to send the text. And I wasn't sure I could run anyhow. My limbs felt rubbery and my mind fuzzy. Perhaps it was a kind of shock setting in.

My steps were heavy and reluctant as I shuffled to the living room, ninety-one hundred, and clung to the door frame. Jack was lounging comfortably on the sofa, his jacket and shoes off and with the couch blanket slung over his lap. The lights were off, and he was lit only by the TV, and he patted the spot next to him.

My stomach churned as I sat down on the edge. Jack pulled me toward him, nestling me against his chest, my head on his shoulder. He pulled the blanket up over my lap and put his arm around me, caressing my skin as he flipped through the channels, like a weird parody of a loving couple.

"What do you want?" I asked, vibrating with tension.

"Nothing yet," he said. "I want to wait a little longer for the weed cookie you ate to kick in."

"What?" My pulse exploded as his grip tightened and prevented me from jumping off the couch. "You gave me drugs? Why w-"

"It'll help you relax. This doesn't have to be unpleasant for you." Jack loosened his hold and returned to the idle caresses on my arm. "In fact, I think by the end of the weekend, you might rather like me. Now watch the movie."

The weed came on slowly, so slowly I had convinced myself it wasn't working. Until it absolutely was. My limbs felt heavy and uncoordinated, and my mind sharper in some ways, duller in others. Like I could feel everything so much more vividly, but my brain was filled with dense clouds that would clear for brief moments and then roll back in even thicker. My head fell on Jack's shoulder as the room spun, half kicking off the blanket as my skin burned and my thoughts scattered.

Jack stood up and fumbled with his bag as I buried my face in my palms, trying to make sense of what was happening. I heard him messing around, but I was way too high to care anymore. The couch shifted as he sat down beside me again and captured my wrists, pulling my hands away. His gaze swept over my body, watching as my head lolled.

"You're really feeling it now, aren't you? It'll keep getting stronger for a while yet, baby," he said, tucking me back up against him. "Don't worry, we're just going to watch a different movie."

I stared at the TV, trying to ignore Jack's hand. He was caressing my inner arm, brushing the barest edge of my breast through my cami as the movie loaded, my attention firmly diverted when a smiling naked girl surrounded by men appeared on the screen.

"Jack?" I asked in a confused voice as the men surrounding the girl pushed her back, shoving their rough fingers inside her and cocks into her mouth.

"Shh, baby, just watch. You liked watching it last night, didn't you?" he said, and tucked the blanket over us again. "Relax."

My breath came in pants and my head spun, wishing I was anywhere else but on that couch, unable to move and unable to look away. Jack's gaze was heavy in the darkness, his attention firmly on me as I watched the porn, his light caresses moving to the goosefleshed skin below and the side of my breast, the scant protection of my cami barely dulling the tickling touch. On screen, the girl was being fucked doggy-style while another man held her head and ground his cock into her face while she gagged, and endless hands fingered her clit and ass.

The squelching, slapping sound was obscene and impossible to escape in the half-darkness. For brief stuttering moments, the assault on my senses would win and I'd succumb to the wheedling arousal, the unbidden and unwanted fire fanned by smut and drugs.

"Do you like watching that, baby? You're breathing heavy and your nipples are poking through your shirt," Jack said. I looked down at my chest, noting the hard points peaking the fabric as I breathed, and hating he was right. It was too much, I was too high, and I couldn't shut out the porn. When his finger crept across to tease my nipple through the thin fabric, I gasped, transfixed, as he cupped my breast and squeezed. Before long, Jack slipped his hand under the strap of my cami, groaning quietly as he caressed my bare flesh.

"Your skin is so soft, baby," Jack crooned, his fingertips grazing the very tip of my peak, and I pressed my lips together to muffle the squeak of arousal escaping.

"Stop fighting it. I know you like it when I do this. You squeeze your legs together every time I do, all panting and squirmy. Let's just get you a little more comfy-"

He made me sit on the edge of the couch as he threw some of the big cushions on the floor. I tried not to think about how wide and flat the couch was without those cushions, or notice when he dropped his shirt where my bare feet rested. Or how floppy and compliant I'd become when he tugged my cami over my head.

"Come here, Mel, lay down," Jack said. I glanced over, noting with hazy relief that he still had his pants on, and tried to ignore the tented fabric over his crotch as he laid me flat. Jack propped up on his side and smiled widely, before dropping his face to my breast and sucking my nipple into his mouth. He teased the peaks with his tongue, chuckling over my skin when I arched into him involuntarily, and hovered his lips over my ear. "So squirmy, baby. It's OK if you like it, I want you to. The cookie should start kicking in properly soon, and I can't wait to see how squirmy you get then."

"What? Jack, I already feel funny, can I please-"

"Shh, baby, you'll be fine. I'm not hurting you, am I?" he asked, watching my expression as he squeezed my breast, his thumb flicking back and forth over the bud rich with nerve endings.

"No," I said in a small voice.

"Good girl. And tell the truth, this doesn't feel all bad, does it?" he said, teasing the tips of my nipples again as my breath hitched. Jack smiled when I gave a tiny shake of my head. "See baby? You need to relax. I just want to touch you for a while. Watch the movie."

He turned my face to the screen, his hand back on my breast as he licked and kissed my neck, chuckling when I squirmed and whimpered. My heart broke in that moment, because I knew he was going to win. Was it still forced if I enjoyed it? Was my body betraying me?

My mind felt like it was breaking apart, swinging wildly between fear, confusion, and arousal from the relentless onslaught of porn and endless touching, licking, sucking... And all of it with the dizzying disorientation of the weed in my system, turning me into a warm rag doll that wanted to feel and not think.

The girl on the TV screen was being fucked by two men at once, and the look on her face was pure bliss.

Jack's hand left my breast and skated lower, rubbing my stomach in wide circles, pushing the waistband of my pants down until he laid his palm flat on my lower belly and perilously close to my mound. He started kissing and licking my neck again, making me shudder until he cupped my pussy through my sleep shorts. I whimpered in protest and tried to jerk my hips away from his touch. Jack lifted his head, his hand gripping me hard enough to make me go still. Like a warning.

"Mel, I'm going to fuck you tonight, and a lot over the next few days. Don't start off on the wrong foot with me, and I swear I will make it good for you. It's gonna happen either way. In fact, lift up your butt," he said, and shimmied my shorts down my thighs, pushing them down my knees and away. The hardness in his pants pressed into the back of my leg as he cupped my mound, saying what a good girl I was under his breath when I didn't move and dropped his face to mine. "Make me believe you want me too baby, give me your mouth."

My kiss was timid, but his tongue thrust against mine like he was trying to fuck me with it, capturing my lips with his teeth before diving back in again. Jack's lips were bruising as he squeezed my pussy, rolling the skin just enough to tease my clit, and he groaned when my hips involuntarily rolled with him.

Jack broke the kiss, gazing at me intently as he nudged my legs wide, one dropping off the edge of the couch, and draping the other over his own. My pussy was open, vulnerable, and I jerked when he combed through my pubic hair.

"I think we'll shave this tomorrow," he murmured, massaging my mound before running his fingers through my folds. My stomach curled when I realized I was wet, and Jack was using my arousal to rub my clit. My disgust faded quickly as sensation and marijuana wiped the thoughts from my mind. He circled my entrance, still watching my every reaction as I shuddered into the touch.

My lips curled away from my teeth when he pushed a meaty finger fully inside me, my back arching off the couch and a wild keening tearing from my throat as he thrust. My passage twitched around his intrusion, his entry easy and slick from all the stimulation, and I clamped down, trying to stop him. It just made him groan.

"Oh god Mel, you're so fucking tight. You like that baby?" Jack's finger burrowed into my sodden core, deeper than anything had ever been. He pulled it free and stuffed it in his mouth, sucking the arousal off and groaning, his lips crashing back on to mine. I tasted pussy on his tongue, fighting to stay still as he captured my hand and placed it over where his erection tented his pants. He held my wrist in place, grunting as I squeezed him through the fabric. "That's right baby, feel how hard I am for you. That's gonna be inside you. Just keep touching me."

He reached back between my legs, settling in to feast on my skin, determined to wring pleasure from my flesh. I tried to fight it, and I didn't want it, but I was drowning. The green tendrils of weed were dissolving my resistance. I hated Jack. That would never change. But what he was doing... it didn't hurt. It was so difficult to fight the haze in my brain making everything so warm and slippery. Letting my body give in while my mind hid safely away seemed so much less damaging.

"Your clit is hard, baby. It took a little while but look at you, you're so close," he said, dropping to suck and flick my nipples as he undulated his fingers, hooking them as if beckoning a response. "Come on my hand baby, you're fucking yourself on to it. Come for me. I want to feel you squeezing me with that tight little pussy of yours."

Jack ground his palm into my clit, his beckoning jabs relentless as my butt lifted off the couch and my body quivered. My back arched as a blinding orgasm ripped through me, my hips thrusting against his hand as waves of pleasure tore me apart. Jack groaned as my pussy clamped down on his fingers, pressing hard inside me as I shuddered, smashing his lips on mine and groaning again when I sucked his tongue. My belly was on fire, and I rocked into him as it went on and on, fanned by a cocktail of fear, weed, and depravity.

I stared at the ceiling as I came down, trying not to notice how Jack was beaming at me, or how my hips still rolled with his hand. How my pussy clutched when he bit down on my neck, sucking and teasing the taut flesh, ignoring my feeble protests when I whispered some gibberish about being too sensitive.

The pressure of Jack's fingers didn't allow me to come down completely, and I felt somehow... stripped back. Like my conscious mind had fled, because it wouldn't survive if I let it feel good. Whatever was left of me arched into his mouth on my breast, and whimpered from the sensation, not from fear. When he pulled his hand free of my body, he stuffed his slippery fingers into my mouth.

"Taste your cum, Mel. Taste how you felt when you fucked yourself on my hand and came on my fingers," he crooned, pulling them free when I coughed, bruising my lips with his own. As his tongue explored my mouth, the taste of my pussy seemed to spur him on, and I heard the clink of his belt and whisper of fabric before he shifted suddenly.

Jack captured my hand without breaking the kiss, and placed it on his bare cock, holding my wrist to keep it there when I tried to move it away. The flesh was hot, smooth and hard at the same time, jerking when I squeezed, and I realized with alarm that I couldn't close my hand around it. My breath caught in fear as he rolled his hips, thrusting his cockhead into my captive hand, my pulse accelerating when it became slippery with precum. He released my wrist suddenly, his breath heavy and voice hoarse. "Roll on your side, face the TV, shuffle back a little and bend your knees. Stick out your butt more... Yes, that's right, good girl."

He moved me around, positioning my hips so I curved toward him, caressing my folds from beneath me. A shudder of fear quaked through me as he pressed himself close and pushed his shaft between my thighs, rubbing the head over my clit and grinding hard. When he thrust, his cock would slide out and up over my pubic hair, like he was giving me a preview of exactly how big he was. I was grateful he couldn't see my grimace.

"Reach between your legs and put it in, baby," he whispered, pulling my thighs open.

"Jack, please-"

"Now, baby. I want you to put me inside you," he said, his grip on my thigh tightening. I turned my face into the couch and reached for him, his hard flesh slippery in my hand as I guided him deeper between my legs until he nestled into my inner lips. I tensed and stifled a sob as his hips rolled against me, not quite able to breach my resisting body. "Feel that baby? I'll try to be slow, but you should take me pretty nicely after cumming.... Ahh fuck, you're so wet."

"I'm high as hell and watching porn. It doesn't mean anything." My voice was muffled against the couch, but when he stilled, I knew he'd heard and immediately regretted opening my mouth. His cock nudged against my sex, and the pressure increased.

"What was that? Did you say you can't wait to feel me inside you?" Jack asked, his tone soft and menacing, the end of his shaft breaching my entrance as he pushed harder. I screwed my eyes closed and pressed my face into the couch to muffle the tiny noises of pain as his hand on my hip tightened and the broad head entered me. "Don't worry baby, I can't wait to be inside you either."

Jack jerked me back on to him as he thrust hard, driving what felt like a baseball bat inside me. I squealed as my body stretched, jerking forward and away from the presence splitting me apart. My pussy clamped down, trying to push him out as his cock jolted, and I whimpered as he pulled back.

Each burning plunge of his shaft drove my breath out in an anguished moan as he tried to get deeper, deeper, deeper... Even when he reached the end of my passage and pressed hard into my cervix, his length just kept coming. It felt like he was trying to stretch me open and shape me to fit his monstrous cock. And while the discomfort faded after a little while, it was impossible to forget that it was Jack plowing into my body.

"Oh Mel, I'm inside you baby, and you're so fucking tight. Oh god I've wanted this for so long. You feel so fucking good," he growled. Jack fell into a steady rhythm, fucking me slow and deep as if he were trying to commit every moment of the first time to memory, teasing fingers and the ever present still-rising high lulling me back into the edges of arousal. Tiny little moans tore out of my lips whenever he filled me, and I hated myself when I started rocking back to meet him.

He pulled free suddenly. "Roll on your tummy, baby, that's it, and stick your butt way up in the air. Good girl," he said, feeding his cock back inside me before dropping his body over mine and hilting. I squealed and clawed the cushion as the last of his length drilled into me. "Baby, relax. You're so tight it's like fucking a virgin."

I turned my face away from the TV so he couldn't see my expression as I tensed, wishing I could block out his words. Though even if he hadn't just popped my cherry, I doubted there was any way to forget this nightmare.

Jack paused. "You're a virgin? Mel?" he asked, sounding like he'd just won the lottery. His cock jerked inside me, resuming his fuck even deeper. He laughed as he bottomed out, dropping to whisper in my ear. "I'm going to cum in your little virgin cunt, Mel."

My eyes popped open. "Jack, condoms-"

"I'm clean, and you're on the pill. I saw them when I picked up your computer. You are getting every bit of my cum inside you or on you tonight, baby." He jerked me up on my knees, keeping himself stuffed inside, pushing my spine until it bowed. My fingers curled into claws as he grabbed my hips and fucked me with a savage abandon, as if trying to destroy every last trace of my virginity. "Fuck, it won't be long now. You feel too good."

I pressed my face back into the couch, hating that my body still clutched at him even as my stomach tensed. Jack rammed in so deep he shoved me forward and into the cushion, his heavy cock swelling as it pulsed and flooded my depths with liquid heat. He pushed harder with every gushing jerk, wordless moans almost triumphant as he claimed me.

"That was amazing, baby. You feel so good. I've never cum so hard in my life," said Jack, his cock still firmly embedded. When he pulled out, I cringed at the wet slurping sound and the warm drips that ran into my pubic hair and down my thighs. He rubbed his sex-slick shaft between my ass cheeks as his breathing slowed, pulling them wide and smearing his semen over my skin before sitting back on his heels. "Fuck, that is hot, seeing it dripping out of you. I can see you trying to push it out, but with your butt up in the air like that... Fuck, your pussy is literally full of my cum. Fuck."

Jack pushed me down and rolled me over, arranging my legs on either side of him. His cock arched up between us, somehow still bloated and angry, as he slid his fingers inside me.

"Little virgin cunt got all stretched out by my cock, all slippery and messy with my cum. Fuck, I can't believe I took your cherry, Mel." The filth spilled from his lips like endearments as Jack fingered my flesh, and slipped them into my mouth, holding my jaw so I couldn't bite as a strange, almost salty taste spilled over my tongue. "Suck it all off, baby, your first taste of my cum. You'll get really familiar with that too. Taste our fuck."

I whined around his fingers, gagging as he pushed them to the back of my throat, tears leaking from my eyes when he pulled them free. The semi-reasonable demeanor Jack projected when he'd offered me a cookie and the trapdoor slammed shut behind me was gone. Now, he seemed almost crazed, possessive, even eager as he loomed over me, lowering himself to cover my body with his own, his cock back between my thighs.

"When you were in the bathroom earlier, I took a pill. Now I know how fucking good your cunt feels, I don't think I needed it, but either way I'm gonna fuck you til you pass out," he said, rolling his hips until he found my entrance that gave only a token resistance until he filled me again, pushing all the way inside until his cum bubbled out and ran over my ass.

"See baby? You let me in so nice. I know you didn't cum on my cock yet, but you will," said Jack, propped up on his elbows and his face next to mine, with the same fucking stare that had made me uneasy so many times. It was infinitely worse now, because I knew this was what he imagined when he watched me.