Naked Halloween

By Jacqueline Jillinghoff

I

I

love my Uncle Teddy, ’cause he’s weird. He’s like over forty, and he still lives with my grandmom and makes model airplanes in the basement. It’s not like he’s a total loser. He’s got a master’s in electrical engineering, and he works on radar or something for some big defense contractor in New Jersey. Dad says he makes more money than him and Mom combined, and he’s always going to California or Hawaii to “test the systems.” It’s just that he never got married. Dad doesn’t remember him ever even having a girlfriend. Or a boyfriend. Mom says it’s because his mother castrated him psychologically. I think that means he’s afraid of sex, but I can tell you, he’s not afraid of sex with his favorite niece.

That’s me. I’m Danielle. I’m the girl who likes to run around naked. I’ve done it at my school and around my neighborhood, and once, late at night, I walked into the Mini-Mart in nothing but a tank top and a floppy straw hat. Mom and Dad took me to a nude beach over the summer, which was awesome, but since school started again (I’m in seventh grade now), I haven’t had a chance to indulge. It was Uncle Teddy who got me outside again, and he did it so that only a few people who saw me realized I was naked.

We got the idea about a week before Halloween. I was home alone when the doorbell rang. I was in my room, and needless to say (but I’ll say it anyway), I didn’t have any clothes on. I’m not supposed to answer the door when Mom and Dad aren’t home, but they told me Uncle Teddy might stop by. So I came down, pulling my bathrobe on, and tying the belt just as I opened the door. I was kind of pissed off. I’d just started to play with myself upstairs, and I didn’t like being interrupted. But as soon as Uncle Teddy came in and got a look at me, I knew I could have some fun with him.

Uncle Teddy is a big guy, but he’s not heavy. He had on jeans and tan work shoes and a leather pilot jacket (he’s a pilot, too) with a fur collar. And he’s got a nice black beard that’s starting to turn gray.

“Hey, Squirt.”

“Hi, Uncle Teddy.”

“How’s my little girl?”

“Not so little.”

“I can see that.”

He kissed me on the head, which he’d done before, and he rubbed my back through my robe, which he hadn’t.

“Your Dad home?”

“They’re not back yet.”

Mom and Dad teach at the music school, and sometimes they don’t get home till late.

“OK. I just wanted drop this off,” he said. Uncle Teddy has all kinds of tools, and Daddy’s always borrowing them. He handed me a red plastic box with a switch on it and a little plastic spot that looked like it might light up.

“What is it?”

“It’s a stud finder,” he said. “Your dad said he wanted to hang some pictures.”

I put it on the coffee table.

“I should get going,” he said.

“Aw, can’t you stay a little bit?”
“I don’t want to keep you. You look like you were about to take a bath.”

“I was,” I lied. “But I don’t have to.”

“OK, then.”

He took off his jacket and sat on the sofa. I jumped on his leg, riding it like a horse, the way I did when I was little. Only, like I told him, I wasn’t so little anymore. My left knee was tucked into his crotch. I hadn’t tied my robe very tight — just an overhand knot — and it separated at the top, so he could see the middle of my chest. He knew I was naked under there. He reached around and gave me a rub low on my back, like he was being affectionate. Really, he was checking to see if I was wearing panties.

Which, of course, I wasn’t.

He had on a green-plaid flannel shirt. It was nice and soft, and I rubbed it while we talked. He kept his hand on my back, like he was scared of going down farther. I hoped he would.

“You all set for Halloween?” he asked me.

“I guess.”

“You don’t sound too enthused. Don’t you have a costume picked out?”

“No.”

“Why not?”

“I don’t know.”

“Come on. When your father and I were your age, we planned our costumes for weeks. We never bought anything, either. It was all homemade.”

“But it’s boring. I’m tired of going out dressed like princesses and crap.”

“Too much like kids’ stuff?”

“Yeah.”

I wriggled on his leg. We kept talking, pretending nothing was happening, but the rough denim felt good on my clitty. I was getting warm, and he must have felt how damp I was through his pants leg. He was getting bothered, too. I could tell by looking at his jeans.

He swallowed hard.

“Uh,” he said. “If you had your choice, what would you go out as?”

“Lady Godiva.”

“I like it!”

“Yeah, but Mom and Dad would never let me.”

“Why not? Before you were born, once, they went to a party as Adam and Eve. They had on felt fig leaves and flesh-colored body stockings. We could do the same for you, with a long wig. We could tape up the hair strategically. In the dark people would think you’re really … really, uh …”

“Really naked?”

“Mm-hm.”

Humping his leg had loosened my belt. My robe hung open more. Uncle Teddy was so cute. He pretended to cough, so he could move his head to the side and then glance back and peek at my little titties.

“If it’s dark, why can’t I just be naked?” I said.

“Because you’ll be cold. Besides, you don’t want to do take the chance.”

“Why not? Nobody’ll know.”

“What — go into people’s houses and ask for candy with no clothes on?”

“The wig’ll cover everything up. And if somebody asks, ‘Hey, are you really naked?’ I’ll brush the hair back and show them — like this.”

And I got rid of the belt.

God, I must be a total perv. I love showing off my body, and I loved the look on Uncle Teddy’s face when my robe came apart and he saw my pussy clamped to his leg. I still don’t have any hair down there. Mom’s right about him, though: girls freak him out. When Dad or the principal at my school see me naked, they’re all over me. Poor Uncle Teddy just stared. The way he stared got me hot, but it was frustrating because he didn’t do anything —except his hand finally slid all the way down to my ass.

I could see I was going to have to give him some encouragement. So I put my hand on the lump in his jeans.

“Wow,” I said. “You’re really hard.”

“Dani, you shouldn’t do that.”

I rubbed him through his fly.

“You want me to stop?” I teased him.

His face was flame-red, and he was tongue-tied, but when I undid his belt and his zipper, he pushed my robe off my shoulders so he could see more of me. He was scared shitless, but he wanted it bad.

He was wearing boxers, and his dick popped up through the opening. It was nice — shiny and smooth. I rubbed it lightly with my open hand. I liked the way it flicked and twitched. Uncle Teddy did, too. A lot. I kissed him on his mouth. He kissed me back, on my face and my neck.

“Your beard tickles,” I said. He licked my neck and my ear, and his beard tickled more, which got me more worked up. I closed my hand around his penis and pulled it slowly. He loved that.

“Know what we could do?” I said.

But he just looked at me, dazed by my hand around his cock. It was all up to me, but I liked being in charge.

I got off him, knelt between his legs, and pulled his pants and shorts down to his knees. He had enough smarts to lift his butt off the sofa, at least. His balls hung between his legs in a soft, mushy sack. I tickled them. I also leaned in and gave his penis a big, slurpy lick. That crushed him, so I put it in my mouth and wiggled my tongue around on that spot guys love. I learned about oral sex at school, sucking on my principal’s giant cock, and I could tell, from the way Uncle Teddy’s cock was twitching, that if I kept going, he’d be finished and I’d have a lot of sticky glue on my face.

I didn’t want to waste it. So I stood up, letting the bathrobe fall to the floor, and climbed on his lap. I took his dick in my hand and pointed it up between my legs. The look on his face was priceless. His eyes were shiny, like he’d been crying. He couldn’t believe what was about to happen. I swear I could hear his heart beating.

I lowered myself onto him. I was so wet from his leg that he went right in. I settled down, with my hands on his shoulders, and moved my butt around.

“Like that?” I said.

“Uh.”

“Don’t worry,” I said. “I’ve done this before.”

“I get that feeling,” he said.

“You’re funny.”

I unbuttoned his shirt. He doesn’t have any hair on his chest, like my Dad. I kissed him there. I moved my ass around in a circle. Clockwise. Counterclockwise. He has a nice cock. It’s thicker than my Dad’s, and I like the way it fills me up.

I took his hand and put his middle finger in my mouth, licking it all up and down and getting it all wet.

“Here,” I said, and I moved his hand down to my pussy. He had to twist it around, but he got his finger in, and he rubbed my clitty in a tight circle. I could feel it swelling against his fingertip. He didn’t rub too hard, maybe because he was nervous and afraid he’d hurt me, but it was nice. It was just enough to put me over the top.

“That feels good, Uncle Teddy,” I said. “That feels … Oh! Yeah! I like it. Do it more! Do it more!”

It was a quiet one, but deep. It went all up my back and down my legs, tightening me all over, curling my toes and clenching my asshole. I grabbed his shoulders and pushed down on his cock. He pushed back, and we were really fucking, instead of me just riding him. He got into it, moving his hips and loving the way my wet pussy stroked his cock. He looked so surprised. I don’t think he ever thought anything could feel so good, and I loved being the one who got to show him that pussy rules. It paid him back for all the ice cream cones and the plane rides.

“I love you, Uncle Teddy.”

He pushed his dick into me as far as it could go and held it there, like he was nosing his plane up and stalling. We hung in the air, waiting to fall. Then he pulled back, a tiny bit, and filled me up with his come. His cock jerked and twitched, and his juice shot out in warm, thick gobs. There was a ton of it, like he’d been saving it up all his life. I squeezed him with my pussy, and that wrung him out some more and got me coming again. Oh, so good.

I fell onto his chest, panting and shivering.

“Hey,” he said suddenly. “I’ve got it.”

“What.”

“What you can go out as.”

“Huh?”

I had no idea what he was talking about. I was still dizzy from coming.

“Dracula.”

It was the weirdest thing. I could barely move, but he was all bright and chatty, like fucking his niece was some kind a brainstorming tool. Now that his wiener was empty, his mind was clear, and he could move on to the next thing.

“God,” I said, “you’re such a dork!”

Then we heard Mom and Dad pulling up in the car, and we had to get dressed fast.

II

I was never so scared in my life.

Halloween’s supposed to be spooky, but I was monster-roller-coaster terrified. I felt like I was about to pee myself, and all I was doing was walking down the street. Little kids in costumes passed me going the other way, with their parents behind them. Everybody stared at me. At least that’s how it felt. The dads looked extra close. One of them whistled when he saw me, long and low, and he said something to Uncle Teddy, who followed a few steps behind me.

“What did he say?”

“That I’m lucky to have such a pretty niece.”

“Really?”

“More or less. Look, if this bothers you, we can go back.”

“No fucking way,” I said.

“Sweetie, you’re shivering.”

“Yeah,” I said. “It’s fantastic.”

We did the Dracula thing, like Uncle Teddy suggested. I had on a black tuxedo, a white ruffled shirt, and a red bow tie. My face was pancake white, with dark circles under my eyes and ruby-red lipstick. I’d painted my fingernails black. I had plastic fangs and fake blood dribbling from the corners of my mouth. My hair is long and light blond, and instead of dyeing it or covering it with a wig, we teased it and made it scraggly and put some mascara in it to make it look dirty. Uncle Teddy said it made me look more ghoulish.

He was right. I was a total ghoul, and I was totally naked. All I was really wearing was my black Mary Janes and a beautiful black velvet cape with a red lining that Uncle Teddy dug up somewhere. The rest of my costume was painted on.

My uncle is a freaking genius, and I swear, inside that repressed Catholic mama’s boy there’s a horny twelve-year-old playing with his hard-on. He took me down to his basement — “Step into my la-BOR-a-tory,” he said, flicking his tongue at me — and told me to take off my clothes. I happily obliged, while he switched on the air compressor he paints his model planes with. It’s got a thin blue hose with a nozzle at the end where he can screw in bottles of paint. He says it’s better than buying spray-paint in cans. Anyway, he sprayed me black from my neck to my feet. The rest — the shirt ruffles, the belt, the buttons, the bow tie, even a matching red handkerchief over my titty — he did with brushes. It took like two hours. It would have taken less, except we got distracted when he told me to sit on some newspapers and spread my legs so he could spray in there. He ended up sticking a couple fingers in my cunt and jiggling me off.

“See?” he said. “You’ve created a monster.”

“So have you,” I said.

The first test was getting past Grandma, who was sitting in the living room, watching “Jeopardy!” I tried to cover up till we got outside, but of course, the first thing she said was, “Well, pull the cape back and let me see.”

Uncle Teddy, who was behind me, reached around and held it open it like a curtain.

“Ecce vampira,” he said.

My knees almost gave out. I mean, I like showing off, but this was my fucking grandmother, for God’s sake. If she caught on I was naked, she wouldn’t just want to have sex with me like everybody else did. She’d be pissed.

But all she said was, “Oh, Teddy, she looks dead.”

“That’s the point,” he said.

She looked me up and down. It felt like it took forever, and Uncle Teddy didn’t let go of the cape.

“Where did you get the little suit?” she asked.

“It’s an old one of mine,” he lied. “I had to cut it up because she’s so little.”

“Oh, her face is awful,” she said, but she was smiling. “For such a pretty girl, too. I’d never recognize her.”

I was still shaking when we got outside.

“I can’t believe you let her look!” I said.

“I didn’t think she’d notice,” Uncle Teddy said. “Mom tends to see what she wants to see.”

We walked around the block while I worked up my courage. It was a damp, blustery night, perfect for Halloween. The rush of the wind in the treetops was thrilling, and I loved the way it filled the cape and bathed my bare ass. But inside, I was all knotted up.

We passed some more of the little trick-or-treaters, and finally Uncle Teddy stopped in front of a house on a corner.

“Here’s your big chance, Kid,” he said.

“Can’t we wait for some more kids to show up?”

“Nope. You go up alone. I’ll wait here.”

He lifted the cape off my shoulders, so it hung down my back. My titties pointed into the wind like a couple of sailboats.

“OK, here I go,” I said.

I patted his crotch for luck — yeah, he was hard in there — and started up the walk. The house was all done up for Halloween. There were real-looking tombstones in the yard, and a big dummy hanging from a gallows by a thick rope, with a green spotlight on him. The front door was open, but it was dark inside, except for a jack-o’-lantern that seemed to be floating in the storm-door window. There was ground fog, too, spraying out of a oversized version of Uncle Teddy’s compressor, and sounds — organ music and screams and witches laughing — from speakers hidden somewhere.

Uncle Teddy says the wonderful thing about Halloween is there’s no way to do it wrong. You can be as over the top as you want, and nobody thinks it’s too much, they way they do at Christmas. Nobody ever says, “Let’s put the Hallow back in Halloween.” That’s what I was thinking as I climbed the stoop. I was so nervous, and it was getting so hard to breathe, that I had to pull myself up by the railing, and before I could knock on the storm door, a voice that seemed to come from everywhere boomed out, “STATE YOUR BUSINESS!”

“Trick or treat?” I squeaked out.

“WHAT!?”

“Trick or treat!”

“ENTER!”

I looked back for Uncle Teddy, but the green spotlight was in my eyes.

“HE CANNOT SAVE YOU!” the voice said.

Uncle Teddy has a loud laugh. I heard it from the sidewalk, but it didn’t make me feel any safer. He was cackling like a ghost. They’re just trying to scare me, I thought. Nothing bad is going to happen. So I opened the storm door and went in.

The jack-o’-lantern wasn’t floating. It was sitting on a table just inside the door. I slipped past it into the parlor, which smelled like pumpkin spice and was hung all over with rubber bats and spray-on cobwebs. The only other light was from four candles that stood in big iron on the floor, two at each end of an honest-to-Jesus-Christ coffin.

It was the kind you see in old movies. You know — the kind with six sides that’s wider in the middle to make room for the dead guy’s shoulders. The lid had a window in it, and it was propped up against the foot of the box.

I was getting used to the candlelight and the shadows they threw off, so it took me a few seconds to realize the coffin was occupied. It was a woman, or a dummy. She was wearing pink silk slippers and a pink gown. Her face was gray, she had a gray hair with plastic spiders in it, and she was surrounded by piles of candy — hundreds of bite-sized Snickers and Kit Kats and Mr. Goodbars and Reese’s Cups in brown and red and yellow and gold wrappers. The good stuff. Nobody else was in the room, and no instructions were taped up anywhere, but it was obvious that if I wanted any candy, I was going to have to reach into the coffin and take it.

I didn’t know if I was more scared because I was naked, or because of all the haunted-house stuff, but it didn’t matter: I’d never been more aware of how hard my nipples get, or how creamy-warm I get between my legs. I reached into the coffin, and I was just closing my hand around a fistful of the candy when the dead woman suddenly sat up and yelled, “MINE!”

When they turned the lights back on, they were going to wonder where that pee stain on the carpet came from. Really, I shot one. I felt it on my leg. I staggered back, and I must have tripped on the cape, because next thing I knew I was on my ass with my legs wide open. A flash went off, and for a split-second I saw the pink gash of my pussy — the one spot down there Uncle Teddy hadn’t painted. Well, why should he? We didn’t think I’d be showing it to anybody.

I saw a pair of thick black boots and looked up. A Frankenstein monster was towering over me, holding a smartphone.

I scrambled to my feet. The woman in the coffin was pointing and cackling at me. Frankenstein took another picture. I staggered back toward the door, but just as I turned around, somebody else, with long white sleeves and green makeup — maybe a ghost, I don’t know — jumped in front of me waving his arms and yelled “Whoo!”

I shrieked. I really did. Frankenstein laughed, but it wasn’t a fake monster laugh. It was a regular-guy laugh, like he was congratulating himself on scaring the pee out of a little girl.

I ducked under the arm of the ghoul and shot out the door, my cape flying behind me. A group of kids was just coming up the walk, and they got an eyeful. They laughed at me, too, like I was some dumb little bitch who was scared of a few Halloween decorations.

I threw myself into Uncle Teddy’s arms. I was trembling and crying, and believe it or not, without even touching myself down there, I was coming. My pussy was spasming, like it was grabbing at an invisible finger — a ghost finger.

“Hey,” Uncle Teddy said, kissing me on the head. “It’s OK. They won’t hurt you.”

“You turd!” I said, half laughing. “You did that on purpose!”

“Yeah,” he said. “They put on a good show every year.”

“I fell on my butt in there,” I said. “I think they got a picture of me between my legs.”

“Serves you right,” he said. “But at least you didn’t drop your candy.”

He lifted my hand in front of my face and showed me. I’d forgotten I had it, but there it was, a handful of chocolates. I dropped them into my empty bag, and just then, I heard one of the kids who had laughed at me scream inside the house.

“Ha!” I said.

“So I guess you’ve had enough?” Uncle Teddy said. “Shall we go back?”

“Are you kidding? This is fun.”

“You are insane,” he said.

But that’s what we did. I got a whole bagful of goodies, some compliments on my costume, and a couple very appreciative stares, mostly from the older guys. I was sure they knew, but if they did, they didn’t say anything. Like Uncle Teddy says, there’s no way to do Halloween wrong. The best way is naked.

We didn’t get back until after nine. Grandma was already up to her room, and I took a long hot shower to get the paint off. Since the next day was Saturday, Mom and Dad let me stay over. And wouldn’t you know it? I forgot my pajamas.

I was supposed to sleep in Dad’s old room, but once I was sure Grandma was asleep, I snuck down the hall.

Uncle Teddy had the blinds up, and I could see him in bed, under the covers, which were outlined against the window. I slipped in next to him, and I was glad I got there when I did. He was naked, too, lying on his back and pulling slowly on his big boner. I suddenly felt sorry for him. I loved running around naked, exposing myself to all his neighbors, but I never stopped to think what it was doing to him. It probably drove him crazy, and now he was playing with himself in the dark like a kid. A minute later, and I would have been too late.

I brushed his hand away and held his cock.

“Trick or treat,” I whispered.

“Hey little girl,” he said, “you want some candy?”

“Sure!”

And I curled up under the covers and took his penis in my mouth. It was yummier than chocolate.

The End

© 2014 by Jacqueline Jillinghoff