As I shakily applied shaving cream to my face, I wondered if it was too late to call my bank and report that credit card purchase as fraudulent. Sure, I had been the one to type in the numbers, but I wasn’t exactly thinking coherently. If you wouldn’t be allowed to operate heavy machinery while in my state, there should also be some regulation against 2AM purchases of over five-hundred dollars.
With a boozy brain, I had enthusiastically agreed to Halloween plans with an old college buddy. He linked me to a flashy, password-protected website that featured photos of two very gorgeous women donned in gothic garb. I clicked through some photos of the exhibition and saw that it was a lurid take on a haunted house experience. Allegedly, the home itself was haunted with spirits from the nineteenth century. The page promised a night crafted for the ultimate horny thrill seeker, the squeamish and prudish warned to stay far away. The details of the evening’s festivities were vague at best, only providing coy bios of the group of go-go performers that were hosting the event. They were to guide individual guests through the house, acting as our guides, perhaps. As I scrolled the dancers, I fixated on one in particular, Helena, a petite and curvy brunette with a cherub face. She looked more dangerous than the rest, her dramatic, stormy eyes projecting through the screen and into my soul. I assumed there would be plenty of dancing during the performances, and I would love to see how she moved her body. If I was going to assign a partner to myself, it would absolutely be her.
When I woke up, I looked through bleary eyes at my phone and faced my actions from the night prior. It was there in a bright notification: “Get your ass here at 9PM sharp for your night of terror–Helena.” I racked my brain and searched the website again, refreshing my memory about the beauty I selected. I was nervously turned on, a sensation I hadn’t felt since the first time I had sex. Surely I was not going to be murdered by this beautiful woman, right? At the worst, it would probably just be less exciting than they had built up, my friend and I deceived by flashy ad copy. I had been to a few strip clubs before, friends getting married and inviting me out for scandalous romps, but this would be my first time with an individualized experience. In a way, I was already terrified by the house, by Helena.
As the day went on, I had to slowly accept my fate and avoid flaking on my friend. He was sending me hourly texts counting down to nine o’clock. I had never realized my friend was such a fan of haunted houses or Halloween in general, to be frank. Just like me, he was a pretty average guy, running through life just trying not to fuck up too many times and generally avoiding anything that toed the line of social unacceptability. I guessed he was getting stir-crazy from his stagnant love life, a feeling I also knew too well.
I finished shaving and stared at the mirror, suddenly more self-conscious of my grown-out haircut and tiny nicks from my sloppy razor technique. It would have to do; I had wasted so much time pacing around my condo and trying to calm myself, which became easier when the thought of Helena invaded my mind. I felt a slight twinge inside my pants and realized I was hard and eager, my body feeling more than ready for her company. I hate to admit it, but I had to take a break from getting dressed to jerk myself off, mentally undressing Helena, pulling down the chain straps of her tight crop top and peeling off her pleather leggings. I carried that fantasy with me as I hopped into my car and gripped the steering wheel, watching the GPS arrival time quickly approach.
I parked on the street outside of the house and saw that my friend was already there, sitting on the curb and finishing up a cigarette. I chuckled when I noticed his shirt, a black basketball jersey over a black thermal long-sleeve. That fucker had even “gothified” himself for the occasion. I walked over to him, and a condom materialized in front of my face, my friend dangling it while greeting me in a sing-song voice.
“Hey man. You ready to get fucked by a big titty goth girl?”
I looked at him, puzzled.
“Get fucked? What do you mean?”
“Dude, what? Are you fucking with me? Like, sex. I’ve never done it with a professional before.”
Suddenly, everything clicked. All the subtle references to the “sexy fun” I’d be having sounded a lot less softcore.
“Wait, do you mean you invited me to a brothel?”
He let out a deep chuckle and reassuringly patted me on the arm.
“Nah, man. This is an interactive art installment. They’re art students who do sex work on the side, I guess. You know me. I love supporting the arts.”
“So, what makes it scary?”
“I dunno yet.”
He looked at his phone, noticing our appointment time had finally arrived, and was off to walk purposefully towards the front door. I trailed him, only reaching the bottom of the stairs by the time he was knocking rhythmically against the thick wood. A woman appeared to greet us, and as the door opened, I saw a mess of cobwebs illuminated by small LED candles lining the hallway walls on small ledges. She demanded our IDs and scanned up and down our bodies slowly, her cold, judgmental look making me shiver. Noticing my trembles, she smirked at me and handed the card back to me.
“Alright, boys. Last chance to pussy out. You in or out?”
My friend nodded his head, said “fuck yeah,” and looked to me. I gulped and looked into the house again as I tried to get some saliva back in my dry mouth.
“Uh…yeah I am.”
The woman’s eyes narrowed, and I watched as her manicured fingernails gripped the doorframe, the veins in her forearms visible against her pale skin. I realized that two of her fingernails were not long and pointed like a stiletto, but rather filed down to a short length. It was an interesting fashion choice, I thought.
“Hey, boy!”
Her voice rocketed me back to Earth.
“Listen to me carefully, so you don’t fuck this up for yourself. We’re only letting you in if I see some enthusiastic fucking consent. No scaredy-cats allowed. You surely read the release before you clicked ‘I agree to all acts above,’ no? You already gave us all your money like a good little worshiper, and we’re not giving it back to you. Again, I’m sure you already read about your purchase being completely non-refundable on the checkout page.”
My friend’s cheeks puffed out as he looked at me and tried not to laugh. That little fucker. He deliberately chose not to remind me of what I had signed up for, probably didn’t want me to back out. We were already here, and I had already paid, and I didn’t want the beautiful redhead in front of us to think I was a pathetic coward. She probably already thought I was a stupid pervert, sinceI couldn’t stop myself from staring at her breasts, bare behind the mesh of a see-through, crystal-speckled bra. My curiosity burned through me.
“Yes. I’m ready. I want to go in.”
The house had been decorated as if it was an abandoned domicile, some chairs flipped over onto the floor, clutter scattered. As we walked towards the check-in table, I saw a sculpture of several knives thrust into a screaming decapitated head, painted with the deep reds and purples of bruises and mottled blood. A life-sized dummy hung from the stair railing, suspended with a long chain of condoms, tied together and fixed into a slippery rope secured around its neck. Near the stairs, a small fan on the floor blew a light breeze against the dummy, swaying it ominously back and forth. We had to step over another corpse, a reclaimed clothing store male mannequin with a plastic bag duct taped around its head. Glow-in-the-dark dildos of many colors were glued to its body, making it look like it was blooming large colonies of fluorescent mushrooms all over its limbs. There was one more body to navigate around before we reached the back room, the most terrifying one to me yet. A CPR dummy’s chest was bisected and open, stuffed full with what must’ve been thousands of deadstock glass eyeballs. There was a dildo attached to it as well, but it was split down the middle, covered with hundreds of glued-on dead ants. The entire house was overrun with simulated murders.
My gaze found one person in particular as we finally entered the room to meet our women. Helena. My friend wandered over to where his partner was sitting, and Helena sat at the table, eyeing me as I approached her. Even in the low light, I could see her bright teal eyes gleaming, large and inviting. She looked devilish, like she had a secret she wouldn’t share with me. I could tell she recognized me from the photo I had to submit. Had she been excited to see my face pop up, thinking that I wasn’t her average client? Maybe I was being too full of myself, but by the look of Helena, I had a looming feeling that I would be humbled quickly, regardless.
She was even more vibrant in person than in her photo online. I loved a dangerous gal more than anything, and she didn’t look very safe in her spiked collar. I could see her thigh-high pleather boots reflecting light beneath the table, and the heels had to be at least seven inches high. How could she even walk in those things? I couldn’t stare at her boots for too long, my eyes were drawn to her breasts, so full and luscious, barely hidden behind a tight pleather corset with thin ropes securing it closed. I could see she was only wearing a pair of panties, black and pulled up high on her hips as she sat with her legs apart under the table. My mouth watered. Then I heard her sweet voice.
“Well, hello there. I’m glad to meet you.”
She rose from the chair and walked over to me, extending her hand outwards to shake. Curious. She had the same odd nail configuration as the first woman, two short nails and the rest long, menacing daggers. I thought the formal greeting was unique, almost grounding in the midst of this intense fantasy. It was a bit of normality, even if what was about to happen was anything but normal for me. I shook her hand and introduced myself, meeting her eyes. I felt like I was going to melt in her warm, inviting smile. She leaned down in front of me, allowing me a long look down her top as she made a note on her paperwork. I felt my hard-on growing, and I felt shy for some reason. This was a place where I wouldn’t be judged for admiring how her sexiness was almost otherworldly.
Helena tucked the paper into a folder and turned to me, biting her lip while she grinned.
“So, you ready to go to our room?”
She grabbed my hand after I nodded, and led me to a dark hallway with five doors lining the walls. Next to each door were hooks with various toys of torture hanging from them: riding crops, canes, spreader bars, bundles of rope. As we walked to our room, I heard the light cries of a man through the wall, whimpering in between loud cracks of some sort of whip or paddle. I gulped as I had another realization, a memory flooding my mind from my cloudy, drunken night. The letters B.D.S.M. flashed in bright lights. Bondage. Discipline. Dominance. Submission. Sadism. Masochism. I knew what that meant. I was a cultured man having watched plenty of porn in my days. I’d be lying if I said I hadn’t clicked on a few of those videos before, but never with a man as the recipient of torture. The women in the videos I watched always seemed to enjoy the treatment from their doms, and I figured there must be something to it. I was sure I had a choice of what I’d allow from Helena, but I was also expecting her to push my limits. The possibilities seemed endless.
“Alright, here we are.”
Helena pulled me into a room with a large mural on the wall that depicted a man tied up on a pole, a hoard of naked women prodding him with electrical wands. Before I could make any remark on the decor, she began stripping off my clothing, ripping open the button snaps on my shirt and pulling down my pants. My underwear weren’t off limits either; she pulled the elastic down and pushed them to the floor, releasing my cock, rock hard from the attention I was receiving. At the same time, I felt wildly exposed, standing there with no playbook and a pair of prying eyes analyzing each inch of my body. I stood still as she leaned down and picked my clothes up, walking to the bed and slowly folding each item meticulously, totally ignoring me. I ached with desire, wishing she would come back and touch me again. Just the sensation of her fingers brushing against me as she stripped me was enough to fill me with yearning.
After agonizing minutes, she finally finished folding the few things I had, deciding that this stage of my teasing could end. She looked over to me, her eyes colder now. I didn’t understand why, but I felt fear tingle through me. She spoke to me, voice slightly deeper, more assertive.
“Go sit on that stool over there.”
I obeyed her command, wincing as my skin made contact with the cool metal. That vulnerable, exposed feeling was stronger now. She made me feel as though I was on time out, and I hadn’t even done anything yet. Her heels clicked on the hardwood floor beneath us as she made her way to me. She stood, hovering over me, and licked her lips.
“So, I’ll remind you of the rules you agreed to. You are going to eat me out and make me cum as many times as you can within a window of five minutes. Every time I cum, you will be rewarded an opportunity to opt out of one of the punishments I will be delivering in the time we share. I’ll warn you: you’ll be wanting to make me cum a lot. I don’t know why you even picked me. I was very open in my profile: I’ll kick your ass. You understand?”
My heart raced, not knowing if my imagination could even match what her mind could concoct. If she was part of the crew who designed the house, I was sure she had some wild punishments in store for me. I nodded.
“Good. As you can see, there’s a timer next to me. Five minutes, you worm. Do you even know how to pleasure a woman?”
“Yes, I do.”
I shouldn’t have said it, and I don’t know why I was surprised when she gave me a hard shove off the stool, sending me tumbling to the ground and yelping in pain. My shoulder hurt, burning and sore from the contact. She leaned down and took advantage of me falling into the fetal position, smacking my ass hard with an open palm.
“Did I ask you to fucking talk?”
I shook my head and rolled over onto my back, trying to collect myself.
“That’s right. Now get on your fucking knees and unzip my boots.”
I crawled over to her, trying to straighten my posture and preserve an ounce of my dignity. The zipper on her boots was high up on her thighs due to her small frame, just inches away from the soft curve of her pussy underneath thin fabric. I could see the outline of her lips, a noticeable indent pressing in. It looked delicious, and it called for me, but I had to focus on my immediate task before I could move on, lest I face her rage once again. I pulled the zipper down slowly, admiring each bit of the skin I was being allowed to see. She let out a tiny gasp when I accidentally knocked my hand against her while I was peeling down the fabric.
Oh, no.
She didn’t even have to say anything. I knew I had fucked up. She didn’t tell me to touch her yet. She used her other foot to kick me in the shin. I winced in pain, but realized that my cock was twitching every time she abused me. I regained my balance and returned to her other boot, the one that had just disciplined me. I kissed the tip of the shoe before lifting my head and going to unzip it. She grabbed my head and shoved it back down.
“Lick it, too.”
I hesitated for a moment, trying not to show her my weakness, but feeling slightly repulsed. Dread washed over me. I knew I would have to do this if I wanted to move on with the experience. I was afraid of the whips and chains outside the door. I opened my mouth and tentatively extended my tongue, dragging it over and tasting plastic.
“Good worm. Now fucking hurry up and unzip it. You’re wasting your own time going so slowly.”
I quickly pulled down the zipper, and she kicked off her shoes, deciding yet again to drag on my torture by lining them up perfectly next to the door. Despite what she had just said about my speed, she took her time evilly, making me watch as she bent over with her ass in the air. She came back to me with more aggression, knocking me to the floor. I breathed heavily as I saw her removing the black panties, stepping out of them and kicking them over to her boots. In the second I took to close my eyes and take a deep, steadying breath, she hovered her body over me. I opened my eyes to the glorious sight of her wet cunt and the crescent of her round ass. I only could savor the vision for a moment before she squatted down onto my face, smothering me with it.
I inhaled the scent of her as she situated herself into a comfortable position, a glorious mixture of saltiness and sweetness that made me feel like I only had one mission, to give that perfect pussy the pleasure it deserved. Helena began grinding against me, shoving my nose against her mound.
“Lick my pussy, you dumb shit. You want me to just fuck your face or something? Not yet.”
I felt stupid that she had to tell me. She had already turned on the timer once she removed her underwear, and my time was ticking down. I was wasting precious seconds by acting starstruck. I began, sucking gently on her clit. She tasted just like she smelled, but maybe even sweeter. I felt honored to have her use my face as a chair. As her moans increased, I started to lick her, slowly worshiping her clit in intentional movements, circling my tongue and adding pressure. I wanted to ask her if I could grab onto her hips while she was grinding on me, but I didn’t dare break the seal between my mouth and her wet cunt. Her moans told me she was already close to her first orgasm, one prize coming my way. I ate her pussy like it was my only means of sustenance, lapping up every bit of her. My jaw ached, but I pushed through to make her cum. The sounds were angelic, her moans ringing loud and melodic. I had a feeling my face would be bruised from how hard she rocked herself against me, controlling the pace of her climax.
“Good boy. I can’t believe it took me this long to say that. You’re slacking. That’s one. You have three minutes left.”
Fuck. I had to move faster. I wasn’t aware of any publicly shared statistics regarding how long it should be taking me to do this, but it felt like I was going slower than average. Only one in a couple minutes? I was slacking. I had to make her cum more. I dedicated all of my efforts to dancing my tongue against her clit with a sharpshooter’s precision, centering all of my tongue’s strength on an up-and-down flicking motion. She screamed up to the ceiling in ecstasy, and I noticed her clit was throbbing in my mouth. I returned back to sucking on it and pushed her over the edge to another shaking orgasm. Her tits bounced in her shirt as her body shook, mesmerizing me. Her beautiful face was twisted into an expression of pure bliss and a slight look of exhaustion, tiny droplets of sweat gathering at her hairline. She moaned for longer than the first orgasm, and finally caught her breath to update me on my situation.
“Mm. So, that’s three now. Good work. Those last two were basically just one big one. But I’m nice. I’ll count them separately for you. Also, one minute.”
I had to rise to the challenge, so I licked her with every last bit of energy I had left in my mouth to give her one more orgasm before the timer rudely severed our contact. She was incredibly slippery now, and so was my face, covered in both of our fluids. That made it easy to slide my tongue around with no resistance, able to go at the pace I needed. Out of the corner of my eye, I could see the seconds ticking down to twenty. Please, Helena. You need to cum for me. At ten seconds, I finally heard her tell-tale sign of cumming: shallow gasps, her voice cracking at the end of a long moan. I felt an overwhelming sense of accomplishment that her moans were louder than the chirping of the timer’s alarm.
“Great work, little wormy. You hit number four right at the last second. Unfortunately, I think things are about to get scarier for you.”
I gulped as she rose from my face and sat on the stool.
“What the fuck are you doing? Get up.”
I started to stand when she redirected me again.
“No, not on your feet, moron. All fours.”
I listened to her, but felt anxious. I was so small in the room next to her now. I had given up all of my power to her. She shuffled through some things behind me, and I didn’t dare to crane my neck and look at what they were. I only hoped they weren’t too sharp.
She stepped behind me and shocked me with a firm slap on my ass. The stinging pain that lingered after she removed her hand was new, but not intimidating. Her strike felt controlled, full of intention. I knew she had a handle on her intensity and wouldn’t injure me too badly. As soon as the pain began to dull, I received another slap, a little harder this time. My muscles tightened, and I winced with a small tear in my eye. She didn’t take away her hand. Instead, she dug her nails into the soft flesh and kept stationary, her grasp not loosening. The tear dripped from my eye and onto the floor in a small puddle. I heard her voice again, more gentle this time.
“You may speak, but only to tell me you want me to hit you again.”
I opened my mouth to talk, knowing that I didn’t actually have a choice in the matter, but it was dry. I had given up all my spit to her already. I barely managed to choke out some quiet begging.
“Please. Please hit me again.”
Helena slapped me again and again in quick succession, one on each cheek. The stinging sensation traveled up my back, transforming into stretches of tiny goosebumps. My cock was still hard as it swung between my legs with each slap. Helena had me completely twisted around her finger, still making me throb no matter how badly she hurt me. I heard her laugh from behind me as she slapped me again.
“Wow! Are you sure you’ve never done this before? I call bullshit on your reservation survey. You said you had never been a sub before. So, what, are you just a natural or something? Maybe a quick learner. Although, I think that’s giving you too much credit.”
She punctuated her insult with a smack and chuckled. She didn’t remove her hand again. Instead, she slowly moved it to my asshole, running her finger gently around it. My body tightened. This absolutely was not something I had ever done before, nor considered doing. I thought of that area as an exit-only opportunity, but Helena didn’t. She was teasing the idea of inserting a finger inside of me. Maybe I hadn’t wanted that before, and maybe I was nervous, but I knew I wanted it now. That was the point of this experience, right? To put my nervous system through the ultimate test?
My muscles tightened again as I felt a slippery finger start rubbing a circle slowly round my asshole. Lube must’ve been one of the items she grabbed. Lube, and perhaps a pair of gloves? I felt the nitrile on my skin. As her finger pushed inside of me, I had my final lightbulb moment: the fingernails. I could guess there would eventually be another finger inside, nails trimmed to provide a less painful experience when being thrust inside of me.
I felt my legs begin to shake as her finger reached a sensitive spot inside of me. It was a lightning bolt of pleasure shooting directly into my brain, as if I had licked my finger and placed it into a live outlet. I hadn’t realized why other men would seek out such an act until now. She tapped so deeply into my sexual psyche with just the engagement of one digit. With her other hand, she cupped my ass firmly, leaning forward and biting just below her touch. She cooed at me, increasing the speed of her wrist’s movement.
“Aww, you like this, don’t you? You said you’d never done it! I think you’re a fucking liar! Why are you being such a filthy little slut then? I can feel you pressing into me. Whore. I should stop fingering you just for enjoying it this much.”
I whined quietly, and then bit my tongue in shame. I was going to suffer for that one. She removed her finger and used her clean hand to grab my neck and shove my face against the floor.
“You little whore! You’re going to make little whore noises? I don’t whimper like that.”
I tried to breathe silently, afraid to make any noise at all. Helena could pounce at any second. After a few seconds, I inhaled deeply as she extended some grace to me, inserting her finger back inside of me and expertly finding that spot again. Leaning into her, I realized my fear was leaving me. This was not painful or uncomfortable, just overstimulating. My legs shook from the temptation of asking her to put in another finger. Despite my needy erection, I refrained from touching myself at all. I was starting to realize I might not even get my cock touched that night. Maybe I would have to be okay with that. Was that part of the meta-game? Was I supposed to be afraid I’d never get to ejaculate? As Helena inserted her other finger, I realized that might not even be a worry for me. I could feel precum dripping from the head of my cock. I peered under me, hoping I hadn’t gotten any onto the floor.
Fuck. There was a wet spot under me. I hadn’t realized I had been leaking for so long. Helena’s grasp on my ass tightened, and I knew I was caught.
“Whatcha lookin’ at, boy?”
She leaned around my body and peered down, wildly giggling once she realized what happened.
“Oh my God! Slut! Slut! Slut! That’s it. This is over!”
I wanted to plead with her when she slipped her fingers out of me and tossed the soiled gloves into the trash can. Please, Helena. Give me your hand again. It’s all I have in this room. You’re my only form of pleasure, and I want your mercy! But I couldn’t. I had to just kneel there, feeling empty and surprised by how much I needed more from her. I couldn’t ask her for anything. If I was smart, I’d be allowed to move forward and feel some sort of pleasure again. Not now, though, unfortunately.
When I heard the opening and closing of the door, my heart raced faster than it had all night. Relentless, Helena was going to the toy hooks I had seen earlier. I tried to listen for any movement, hoping to guess, by sound, which part of me was about to burn. It felt like hours as I waited for her, my cock softening a little bit from the genuine anxiety returning into my brain. Would I be able to handle what she was giving me? My knees were aching as well. I only realized once Helena had stopped giving me a dose of adrenaline.
The door swung open again, and I heard the sound of some clothing hitting the ground. My dick started to swell again, understanding it must’ve meant Helena was now completely naked behind me. Her bare feet paced slowly across the hardwood, approaching me, and finally squatting down next to my head. Finally, I was able to see her extraordinary breasts free from any censorship. Her nipples were light brown, hard, just begging for a mouth to suck on them. Her tits were so round, so full, at least a D cup or larger. I wished I could reach over, feel them, shove them into my mouth, anything. Sadly, I knew I would only be able to watch them swing and bounce as she moved.
She delivered a small kiss to my forehead and brushed away a loose tendril of hair that had gotten caught in my eyelashes. Despite her gentle touches, I couldn’t relax, knowing that this was only a temporary gift from Helena, that I would not see this side of her forever. I noticed a set of ropes in her hands. She played with them as she spoke to me softly.
“Okay, my little worm. I’m going to tie you up now. Just your arms. I know you’re probably starting to hurt a little bit from being on your knees this long. I don’t really give a fuck. If I did, I would’ve given you some knee pads, no?”
I shivered, her cold words almost biting into my skin. She grabbed me by the jaw and pulled me closer to her, tilting my head upwards so I could look at her directly in the eyes as she continued.
“I don’t want you to move at all. Don’t try to help me as I’m doing my rigging. Don’t touch me unless you want to get beaten.”
I nodded meekly, and she kissed my cheek mischievously.
“Alright, perv, sit up on your ankles.”
I straightened my back and rose, letting her roughly take my arms and hold them together.
“Keep them exactly like that…Good…”
She took the rope and skillfully bound my wrists and forearms. I wasn’t Houdini, there was no way out. As I moved my arms to encourage some circulation back into my hands, I realized Helena had tied a tiny rope to act as a leash for me. I couldn’t rotate my body as much as I naturally wanted to do; she was pulling me back into a completely straight posture. Using that control, she lowered my upper body onto the floor, nothing between my face and the cold hardwood.
There was nothing more humbling than this, to be restrained and at Helena’s disposal. I couldn’t have anticipated any of the hard thwacks against my ass from some sort of paddle. The stinging from earlier was maximized. Before, it had just felt like tiny pricks of thumbtacks, but now it was thousands of needle jabs. I was bruising and sore, nearly biting a hole through my tongue as I choked back my screams. With every strike, I grew more resigned to my fate. My body had given up on the idea of being able to run away. I didn’t want to run away. I was beginning to crave the paddle’s contact.
Thwack!
Thwack!
Two thwacks in quick succession!
I was slack-jawed against the floor, a puddle of my spit and tears wetting my face and clouding my vision. Helena’s fury was unending. She would tease me by stopping the paddle for a few seconds, lightly dragging her fingers over my bruised flesh. She followed each of these wholesome moments with a thwack twice as hard as what came before.
“Stop squirming away from me, wormy! Come on. You’re not that sore. It’s not like you’re bleeding or anything, just a little red.”
I hadn’t even realized I was pulling away from her, but I tried to correct my behavior immediately. I feared she had another weapon with her that would decimate me even more. After a few more smacks, she finally stopped. She placed the leather paddle next to my face, as to show me what I had just been up against, what I had bravely endured. I heard the sound of what might’ve been a belt buckling, and what I now knew was a lube bottle, a light swishing of liquid and a light squirt as she put it on…her hands? No, it was something thicker than two fingers this time.
With her hands on my hips, she thrust forward into me, revealing that she was wearing a strap-on. I couldn’t control a quiet moan falling out of my mouth as the pressure built, then released. Once she passed the initial resistance of my muscles, my body accepted her gratefully, relaxing against the firm silicone dildo. She found that same spot again and pounded it with each thrust. Her movements were full of sexual rage, destroying my body with her extreme pace. She found strength in her thick thighs, strong and ready to provide endurance. Her body was perfectly crafted to fuck my ass. Even our heights lined up in a way that made it easy for her to achieve maximum depth, and I could feel her hip bones slapping against me as she was able to insert all six inches of the toy inside of me. Maybe if I had answered my reservation survey a bit differently, the toy would’ve been much larger.
The dildo was ribbed with some texture along its head, and that roughness teased my prostate as it slid back and forth. The pool of precum below me was growing so large it looked like I had already cum myself, but I had not. I existed in some middle ground of pleasure, teetering on the edge of climax at every second, not allowed to release the pressure. Helena taunted me, smacking my ass and holding the dildo inside of me, refusing me the glorious friction.
“Do you like this, you little fucking whore? Are you even scared? What the fuck? I think you tried to trick us on the form, and I guess it worked! I bet you’re a slutty boy who begs every beautiful woman you see to dominate you and devastate your ass.”
I wasn’t, but with what I had learned about myself already, I wondered if that was something I should try after this outing. I loved every moment of her cock in my ass, stretching my inexperienced hole as far as it would allow. There was enough lube to make her job easy. I provided very little resistance against her thrusts. I didn’t want to. If Helena wanted me to keep crying while I ached with pleasure, that’s what I wanted her to do. She could put another dildo in me for all I cared. Her movement stopped again, and she removed the cock. I whined and moaned. I didn’t even care anymore. If Helena wanted to kill me, well, I must deserve it.
Helena crawled next to me and peered under me, noticing my throbbing cock.
“Would you look at that? You’re my little whore, huh?”
She paused to kick me in the arm, making me fall forward and smack my face against the floor. I felt some salty blood drip into my mouth from my nose. She lifted my head and saw what she had done to me, then laughed.
“Oh, fuck. Why didn’t you turn your head or something, dummy? Don’t let your guard down with me around. I’m gonna have to charge you a cleaning cost for that one. Damn.”
She crawled back to my ass and mounted me again, fucking me as hard and quickly as she had previously. There was no time for build up. I could see Helena reset our timer at some point, and it showed the minutes ticking down to the end. Stars and random colors flashed in my vision as I edged closer to an inevitable end. I had never known it was possible for me to cum with not the slightest bit of contact with my cock, but it pulsed under me in the needy way it did right before I was about to cum. Every movement against my prostate felt as if my cock was being stroked.
I wasn’t sure how she could’ve known, but Helena realized I was about to make an even bigger mess against the floor. She took the reins of the rope into her hands and pulled me back to her by my wrists. The rope chafed against my skin, digging into me as she held the other end. In front of me, I saw a full length mirror I hadn’t even noticed before that reflected the amazing sight of Helena pounding me. Her tits bounced deliciously as she claimed me, slamming into my ass until I could see my face twisting in the mirror, lips parted and pupils blown.
My body reached its limit and could progress no further. With hips and legs shaking, I released thick streaks of cum onto the ground, my cock twitching randomly with no hand, mouth, or cunt to subdue it. Helena fucked my ass through my orgasm, making my entire body convulse as the it overtook all of my senses. I had never cum this hard before or felt this good while cumming. This was a new level of climax.
I crumbled, all of my energy spent. She slowly removed the dildo and strap-on, then placed them into a laundry basket. She returned to me, pulling the end of the rope and releasing my aching wrists. I finally was able to just sit on the floor while breathing deeply, trying to bring my heart rate back to normal. I felt like my entire being had been surgically removed from my body, and I was just waking up from the anesthesia. Helena offered me a pack of travel tissues for my still-bleeding nose. I watched her in a daze as she wiped a microfiber cloth across the floor and sprayed some disinfectant, tidying up all of the bodily fluids I pitifully released.
She motioned for me to rise from the ground and tossed me my clothing, instructing me to get dressed. As I pulled on my shirt, she arrived behind me, draping her arms around my waist.
“You did such a good job. You’re the bravest boy I’ve ever seen.”
I laughed at the continued condescension, though it felt much different in this context. Helena’s sunny, compassionate demeanor had returned, my reward for completing the challenge.
“You didn’t even use any of your opt-outs!”
Wow. I had completely forgotten I had that option when I was lost in the hazy lust of Helena. I had made her cum four times, that’s four opt-outs, what would have even been left if I had used them? By now, I couldn’t even imagine opting out of a single one of her punishments. I suddenly remembered the woman who answered the door, “enthusiastic fucking consent,” she had said. Maybe this was just their way of allowing us to draw the line while keeping our egos intact. Maybe Helena had faked those moans as she sat on my face. I doubt a pathetic worm like me could ever have made a goddess like Helena cum four times. At least she let me try.
I opened my mouth to speak, but my throat was sore and dry. After a few seconds, I was able to accept her praise and say goodbye. She kissed me deeply, dragging her tongue over my lips and biting me lightly. Every memory of pain left with that kiss. They evaporated in the eventual affection. As she escorted me out of the building, I held her hand again, just like when she had brought me to the room an hour before. At the door, she pointed to a bowl filled with lollipops.
“Take one. It’s a parting gift.”
I accepted the offer and received one last kiss before she thanked me for coming and closed the door behind me.
I found my friend in the same position I had when I arrived. He held an unopened lollipop in one hand, with a lit cigarette in the other. When I greeted him, I was met with a vacant stare. With his cigarette and glazed expression, he looked like he had just been in a combat zone.
“Hey, dude, you good?”
His hand shook as he brought his cigarette to his lips, puffing it slowly and holding his inhale for a while.
“No, man, I’m not. Not at all. That was FUCKED UP. They didn’t say that shit in the waiver, did they? What the fuck did I even bring you to? I ran out of opt-outs in like ten minutes, dude! I had to leave. You wanna fuck my ass? You wanna hit me? What the fuck?!”
I cocked my head, slightly embarrassed that I had a much different reaction to the experience. I decided to lie, save some face, comfort my buddy.
“Ah, yeah. That shit was…fuuucked uuup. Glad I made her cum so many times to build up the opt-outs.”
My friend glared at me, throwing his cigarette onto the ground and pulling his car keys from his pocket.
“You know what, dude? I’m gonna head out. Nice seeing you.”
He stormed off to his car and peeled out, leaving me standing in the quiet neighborhood on Halloween night. It was much too late for the trick-or-treaters to be out, and I was truly alone in my thoughts. I licked my lips and could still taste Helena all over me.
Source: reddit.com/r/Erotica/comments/xxw9sc/fm_helenas_horny_halloween_house