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Thank you for potentially taking the time to read my entry for the 2026 Halloween story contest. This is also my first time posting to the site, or any site at all, so I hope you enjoy it!
Disclaimer: All characters in this work of fiction are adults and all sexual acts are consensual.
Sitting inside the cab of my truck, I watched the wind blow leaves from the autumn trees onto residential yards while the last light of day fell beyond the horizon. Barely 7 o'clock with the days growing shorter, I pull in front of a ranch style home, the light of my magnetic sign illuminating the area around me as I pull a warming bag from the back and walk towards the door.
My name is Dan Kerns. I've been delivering pizzas for Sonny's pizzeria since I was a sophomore in high school, earning side cash for video games and snacks. At 22 now, Sonny's has always been my part-time job, but in less than a year, I should be walking the stage to get my degree before putting this city in my rear-view mirror and flooring it. Don't get me wrong, the free pizza is nice and Sonny's daughter was fun to work (and flirt) with, but staying in one spot forever is arguably very sad.
Stepping around fake gravestones and spiderwebs as I walk up the drive, I see a shadow already at the door and don't bother knocking when it opens.
"Sonny's Pizzeria, we hope you are having a wonderful day. One thick-crust meat lover and a side of garlic parmesan wings are right here for you." Pulling the boxes from the warmer, the smells hit me and the person at the door, their features unreadable with their porch light off makes a similar sound but enhanced with a sultry, feminine voice.
"I can't wait to get this in my mouth. I have been waiting all day for something this thick." Her words were full of innuendo as she took the boxes, dark emerald nails shining for a moment in the light before disappearing again.
Taking a step back and getting ready to head back to my truck, I hear the snap of a purse open and a soft hand with pale skin places a $10 bill into my hand. Stammering a thank you and leaping over the decorations, I hauled ass away from the house without a second thought.
Crazy-ass single women, perverts, and worse have tried to get my ass into their houses but only a few have managed to get me to stay before I'm driving away. I'm not a small guy and I know how to handle myself, but I don't often go looking for trouble or dabble in homewrecking... especially on the clock.
That was 3 weeks ago. Over the last 21 days, that house has ordered 7 pizzas, and due to Sonny's cost cutting measures to afford his new wife's BBL, I am the only driver. Every time I deliver, she has a new one-liner and every time I get to see a little bit more of her.
Aside from the pale skin and manicured nails, over the last few deliveries I have found out that her eyes are gray, her hair is naturally ginger, and she has one of the thickest bodies I have ever seen. Standing barely 5 feet tall and looking to be around a size 22, she is plump and knows she is stunning as she keeps trying to break down my walls to come inside.
Halloween night had me running all over the city delivering stacks of food for hungry parents and kids ready to go trick or treating. Despite the good tips, I also had several pieces of candy as well as a phone number written on a note sitting in the console. Pulling back into the store lot to grab my last delivery, I see Sonny laughing at me as I bring in my warming bag. Despite the fact that Sonny is a 5 1/2 foot tall Italian man with olive skin and a big mustache and I am an over 6 foot pasty skinned non-Italian, I decided my last halloween working for him would be as him. Dresses in similar gray slacks and an apron over a blank white t-shirt, I added a ridiculous fake mustache to complete the ensemble. Seeing it for the 10th time that night, the pizzeria owner was still laughing until he slid the last two pizzas in my bag.
"Danny, you look tired... or maybe 'I' look tired." He laughs before I can start and we print the receipts for the order. "It's that one that seems to keep buying my delicious pizzas to see you. Last order of the night, text me when it's dropped off and I'll clock you out so you can go have fun with your friends."
"Thanks Sonny. We keep doing business like this and your new wife is going to want to get the front done too." Walking out the door as Sonny laughed loudly again, I set the bag in the passenger seat and started the engine, the local radio playing the ghostbusters theme as I put on my mustache and drove.
Slowing my usual pace for late night costumed pedestrians, I arrive in front of the ranch style home and see the final decorations out on her lawn. Handmade ghosts hang from limbs and a fog machine spits the last of its crawling mist as I knock on the door.
Spying the empty candy bowl on the chair next to me, I set it on the bag as the knob clicks open.
"Sonny's Pizzeria, we hope you are having a wonderf-..." My words refused to come from my lips as she stood in front of me in a tight fitting Velma from Scooby Doo costume, complete with glasses, brown bob style wig, and kneehigh socks. Following the cute maryjane loafers up to her smooth, thick thighs, I was too flustered to continue and sheepishly handed her the empty bowl. "Must've been a good turnout, candy's all gone."
Her full lips smirked devilishly as she tossed the bowl inside, the plastic thumping off of the hardwood with not so much as a care. Her eyes made me feel as if the bag of pizza was bringing me to her as the real meal, not the other way around. "It was a madhouse, I could barely leave the front door for a minute. But now that the children have gone home, It's feeling kinda lonely."
Watching her hand trail down her sweater, my eyes became keenly aware that this woman is most likely not wearing a bra which made my mind wonder if she was wearing panties which made the nylon warming bag full of her pizza the only thing hiding the tented apron below. "The night is still young, are you going to a party?" My words felt rushed and immature while she stared at me, her gray eyes more intense than I am used to.
"Something like that." Taking the order and setting it inside the door, she bent over before I heard a faint impact on the floor. Leaning to the side to see inside better, my eyes bulge when I see the woman sweeping her arm across the floor frantically with her ass facing me. Whether intentional or not, her skirt was up to her waist and my assumptions were confirmed when I saw her bare, shaven pussy glistening with moisture as she continued her charade. "Um, delivery boy, can you help me? I've lost my glasses and I can't see anything without my glasses."
Mentally recalling never seeing her with actual glasses before, I smile and step inside the threshold. Setting the bag down next to her boxes, I walk around her, taking in the soft skin and how her heavy breasts swing and brush against the floor. Bending over and grabbing the basic black frames, I look into them and notice no magnification before a flailing hand grabs ahold of my forgotten erection.
Looking down at her in front of me, the raw feminine energy she emitted was starting to short circuit the part of my brain that keeps me safe. Reminding myself that she was old enough to be my mom and that I was technically on the clock, I closed my eyes and let her stroke me while she put back on the glasses.
"Oh! Oh my goodness!" Her voice is a mock imitation but it sounds so sexy. "Those aren't my glasses, what is it? Looks like a mystery to me!"
Her words trailed off as I felt her heavy arms wrap around me, enclosing me in sexy flesh until the apron strings were undone and I slipped it off of my neck. Feeling her small hands pull down my zipper I wonder if she is ready before she pulls 8 inches of girthy manhood from my slacks. The way she stared at it made me feel like a king and I thought I was going to cum right then when she licked a bead of pre cum off of the head. Watching her head bob up and down my length in the wig was blowing my mind, the hand between her legs working her clit as the other stroked the length she could not fit inside her wet mouth.
Trying to focus on anything else to keep from flooding her mouth too soon, I stared at the decorations on the walls, the mountain of squishy character pillows, and the empty warming bag by the door until the feeling passed. I felt the cool air hit my cock as her hands grabbed my arms and pulled herself up. Standing so close to her, my lips place sweet kisses on top of her head while she finishes undressing me.
Standing there naked, I make a motion to my truck and the running lights, my host silently taking the hint and walking out with smudged lipstick and moisture soaking her socks at the top and shuts off the vehicle before coming inside to toss the keys on her pizza boxes.
Tossing my phone onto the same box after texting Sonny to clock me out, I wait until she closes the door before spinning her and pinning her between my naked body and solid wood. "I hope your investigation is going well Ms. Velma. Anything I can do to earn a scooby snack?"
Her looking up at me had me as hard as diamond and her hands pushed my shoulders down to the ground as she stood over me on the floor. Looking around like the cartoon crime solver, she winks at me. "I can't seem to find the next clue."
Tossing my fake mustache across the room and lowering herself down, her thighs gripped my head before her hands pressed my face firmly into her sex. "I think it's in there, help me look."
Bucking her hips slowly, I taste her on my tongue while I watch her pull her sweater up and expose her lightly freckled breasts. Keeping eye contact with her, I moan as I watch her pinch her thick nipples before a gush of her essence pours down my throat. Dropping her skirt from her hands and shutting me off from any light, I work my lips around her clit and begin to gently lick and suck. "It's there! It's right there!"
Her voice growled as my head was pinned between her strong thighs, the airway narrowed but not closed as she drenched me in her orgasm. Feeling her body relax, the ceiling lights pierced the darkness I had under her skirt and I watched her sit against the couch, chest still lightly heaving as her thighs glisten with her juices and my saliva.
Her hand reached out and pointed at my hard cock before she grabbed a cigarette and lighting it. Taking a long drag the words came back to her lips. "Give me a few minutes pizza boy, and I'll make sure your balls get drained properly for that display of pussy eating."
Standing against the couch next to her, I take a drag off of her cigarette and rub the head of my cock against her cheek, smiling as she alternates sucking in nicotine and sucking in my girthy tip. "If I'd have known all of this was behind your door, we could have been doing this weeks ago."
"I tried. You were too chicken-shit." Her eyes were playful as she blew rings of smoke onto my prick, the gray clouds breaking over my shaven pubic area. "With a tongue like that, you can drop off my supper anytime."
Stamping out the butt in a glass ashtray, she stood back up on wobbling legs, her ample flesh jiggling hypnotically above her knee-high socks. "Follow me, pizza boy."
As we moved down the dim hallway toward a warm sliver of light at the end, I cleared my throat slightly. "Um... my name is Dan. Should I call you Velma, or...?"
She glanced back over her shoulder with a sultry smirk. "Lucy. My name's Lucy. Are you ready to fuck me, Dan?"
"I've never been more ready in my life."
Stepping into her room, I paused for a second as my eyes adjusted. Shelves and dressers lined the walls, stocked with an impressive array of silicone toys and adult novelties--a few of them looking quite close to my own size. She didn't waste any time shedding the rest of her costume, the sweater and skirt dropping away to reveal her in all her plush, stunning glory. A vibrant bronze dragon tattoo spanned across her back, catching the light as I stepped up behind her, pressing a trail of warm kisses along her neck and jaw. "I love how you've decorated, Lucy."
Her eyes gleam as she grinds her ample ass back onto me, the slickness gliding me between her thick cheeks and hardening me back to 100%. Placing my hands over her tits, the hard nipple begs me to pinch it as we amp up the energy. "I have an eye for things I like, and once I see what I want... I get it."
Throwing one of her legs over the raised mattress, I had a great angle to enter and before I pushed in I asked her one more time. Expecting words, I am instead responded to by Lucy grabbing my hips from behind her and pulling me inch by inch into her depths. Feeling my pelvis grind against hers felt so good and the sound she made at the same time told me she liked it too.
Easing out before easing in for a few moments, I let her get used to my thickness before I speed up. Watching her body jiggle every time I slam myself deep into her makes me feel like a superman and after she cums I push her the rest of the way onto the bed and move up behind her.
Facing her towards her headboard mirror, I make sure to fuck her hard and make her watch, smiling as her mind begins to break, revelling in the telltale sign of someone biting off more than they can chew.
Letting her body rest, I roll her onto her back with her head hanging off the mattress before letting her sample the combination of both of our juices.
Playing with her big tits while she suckles on half of my cock was keeping me going and before she could tap out, I centered her on the soft bed and grabbed her ankles in my hands. Spreading her legs wide and holding them there, I enter her while we lock eyes. Watching her body react to different leg positions, I keep a steady stroking pace as I feel an almost unending flow of her juices drip down my full balls.
Seeing her eyes glazed over, lost in waves of pleasure, my dam busts open and I begin to slam deeply into her. As her body locked its thighs around my waist, I released pulse after pulse of hot seed deep inside her, feeling it gush out of her stuffed hole and onto the sheets.
Holding her tightly as her body came down from its pleasure peak, I kissed her softly while she snuggled and cooed into my chest.
After several minutes of bliss, both of our stomachs rumbled in unison, and we laughed before heading back out to the living room to share some well-deserved, slightly cold pizza.
Sitting there completely nude on the couch next to a stunning, insatiable woman, I suddenly realized I might just have a very good reason to stick around this town a little longer next year.
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