4 Sissy Halloween Stories to Spice Up Your Festivities

4 Sissy Halloween Stories to Spice Up Your Festivities

Sissy Halloween stories

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VOODOO PRIESTESS

Author’s note: This story involves shemale on male sex, if that’s not your thing, no problem, thanks for clicking anyway. It is also being submitted for the Halloween contest so if you enjoy it, please vote for it. Thanks, and enjoy!! Happy Halloween!!

*

“Be careful man,” my roommate warned me, “Crazy shit happens down there on Halloween, even crazier than normal!!”

Being from a small town in the Northeast, I was way out of place here in the deep south; however, when I was deciding where I wanted to apply to college, I knew this was the place for me.

There was no other place on Earth that could offer what New Orleans could, the culture, the history, the music, the food, it was so diverse and special. But, if I’m being honest, another part that drew me here was the “crazy shit” as my roommate called it, the mystique, the night life, the intrigue.

“I know,” I replied, “I’ll be on the lookout for anything strange.”

I had been here only a few months so I hadn’t really experienced much. I had been downtown during a Saints game and seen the costumes and revelry, but I figured Halloween night on Bourbon Street would be an entirely different animal.

I had heard stories about Mardi Gras and New Year’s and all of the wild and crazy things people did and I decided that I wanted to partake, I wanted to make my own memories too.

Several of my neighbors were going out on Halloween night to the French Quarter and invited me to come along. They were from New Orleans so I figured they would be able to help me navigate a little better, keep me out of some of the places that I might not want to wind up in.

I decided to dress up as a zombie, that seemed simple and cheap enough since I could just get some makeup at CVS and some old, worn clothes to use as my costume.

Needless to say, Bourbon was flooded with people when we got there. It was definitely a party atmosphere with music playing, people dancing in the streets, balcony patrons throwing beads, it was a wild scene.

I saw a woman covered only in body paint dancing with a “priest”, a nun dancing with the devil, many strippers (though I couldn’t tell if those were costumes or just ladies working), hordes of vampires ranging from scary to sexy, and plenty of Saints jerseys. We mingled with the crowd, moving from bar to bar, taking it all in.

Then, I saw her. She was standing outside of Pat O’s, dressed as a voodoo priestess. She was tall, at least 6′, and she had on a sheer, black lace bodice that magnified her ample breasts and showed her firm, toned stomach. She had on a black dress that was short (mid-thigh) in the front and ankle length in the back with black, fishnet stockings and knee-high boots.

She had long, curly, black hair that was cascading down past her shoulders, peeking out from under a headdress with a skull and crossbones adorning it. Her pale, green eyes contrasted nicely against her light, mocha colored skin, drawing me in, almost hypnotizing me. She must have noticed me too as she locked eyes with me, almost willing me across the street toward her.

“I’ll catch up with you guys later,” I said to my neighbors, as I started out across the sea of people towards her.

I waded out into the street, trying to navigate my way across. As I got closer, she casually started to walk away, moving into the crowd and heading down Bourbon. I tried to keep up; however, she moved much more effortlessly through the mass of humanity than I did, pushing and shoving my way through in an attempt to keep up.

She turned down a side street, away from the crowd, allowing me a chance to close the distance between us, but when I got to the intersection, she was no where to be found, almost like she disappeared.

Suddenly I felt a presence behind me, almost chilling, “Are you following me??”.

I turned to see her standing there, hidden in the shadow of a door opening, her eyes piercing into my soul. “I, ahh…., I saw you outside the bar and I was hoping to talk to you,” I stammered.

“So, you decided to follow me??” she asked, staring at me intently.

“Well, I thought you saw me too,” I relied, sheepishly, “I know it sounds corny, but I thought I felt a connection with you. Plus, I think you are very beautiful.”

She smiled coyly, almost triumphantly, before relaxing her guard a little. “I’m on my way to a very private party,” she replied, “Would you care to join me??”

“Yes, I would,” I replied, “My name is Sam, what’s yours??”

“Lenoir,” she replied, walking past me and heading down the street, “Follow me.”

I followed her for several blocks, away from the throngs of people on Bourbon, until we arrived at an old, shotgun style house. It was a three-story house, with brick and stucco exterior, and a large, wrought iron entry gate that led into an outside, downstairs courtyard with a beautiful fountain.

I could hear music playing inside as Lenoir led me through the entry foyer and into the main house. Much to my surprise, the décor inside wasn’t that of a Halloween party, but of early 18th century French Acadian. Everything was very ornate, the drapes, the rugs, the artwork, the furniture, it was all very detailed and kept in immaculate condition.

We continued inside through the hallway and past several more beautiful pieces of art, until it opened into a large common room. There were several people milling about (not much of a party I thought) and an older, black gentleman was playing a beautiful grand piano in the corner.

“Would you like a drink??” she asked, motioning towards the bar on the other side of the room, “Please, join me.”

I followed her over and sat down at the bar, surveying the scene in the room. Most of the people were older, all dressed in outdated, formal attire that I would imagine would be worn at a turn of the century dinner party. There were a few assorted people with clothes that were a little more modern, but no one other than us was dressed in a Halloween costume.

“I try to do things a little differently,” Lenoir offered, apparently noticing my confusion. “This isn’t a typical Halloween party, more of a celebration of all Hallows Eve, a time when all spirits and souls are free to mingle.”

“Gotcha,” I said, trying to relax and hoping to get to know Lenoir a little better. “Your home is very beautiful.”

“Thank you,” she replied, “Most of the pieces here have been passed down through generations, authentic to their time periods, I’m just trying to keep the tradition going.”

“This place could be a museum,” I said, still looking around at the beautiful furniture and artwork, “I’d be terrified to throw a party here,” I mused, jokingly. I couldn’t help but steal a few peeks at Lenoir as I admired the house, her ample cleavage on display, her toned, sexy legs, what a fox, I thought.

“Have you ever tried absinthe before??” she asked, snapping me out of my daze and motioning to the bartender.

“No, I haven’t,” I replied.

I watched as the bartender poured two tall glasses of a greenish, almost glowing liquid from a dark bottle. Lenoir took one and handed to me, taking the other for herself. I held it to my nose, getting a strong smell of licorice, before drinking it down. It was very harsh, not what I was expecting at all, but left a rather pleasant aftertaste.

“That’s some potent stuff,” I said, my mouth watering from the burn.

“It was banned for many years,” Lenoir said, “Many people believed it to be hallucinogenic. I discovered an old distillery in my travels that continued making it even when it was banned. I always try to keep several bottles on hand. Would you like another??”

“Sure,” I replied, already feeling the effects of the first one, as I took the second.

After we finished our drinks, Lenoir took me by the hand and led me up the stairs. My eyes were having trouble focusing as we walked into a room that appeared to be an office or library.

There were two large bookcases filled with books on each side of the room, in the center was a large, oak table, that had several books open on top of it. There was a fire place on one side and a very ornate oil painting of a beautiful woman, dressed in old, Victorian clothing hanging over it.

“My great, great, grandmother,” Lenoir said, motioning up to the painting. “She was brought as a slave from the West Indies by an Englishman, who took her as his bride. He was violent to her and her family so she ultimately escaped, stowing away in a merchant ship until she reached New Orleans.”

I sat down on a stool near the table, the absinthe really starting to take a toll on me now. Lenoir walked over next to me and took my face in her hands, lifting my head up to face her as she stared into my eyes. I could feel her warmth close to me as she leaned down and kissed me, her soft lips caressing mine, as she slipped her tongue inside of my mouth.

“You are feeling the effects of the absinthe now,” she said, “Intoxicating, isn’t it??”

She took my hand and lifted me up to my feet and resumed kissing me, more aggressively this time, probing my mouth with her tongue. Instinctively, I lifted my hand to her waist, running my hand along her firm, toned stomach, pulling her closer to me, our tongues exploring each other’s mouths.

I ran my hand down her hip and grabbed her ass, pulling our bodies together as we kissed.

“You want me, don’t you??” she moaned into my mouth, momentarily breaking the kiss, “Tell me you want me.”

“I do,” I replied, my lust overcoming my drunkenness and emboldening me further.

She took my hand and led me to a bedroom down the hall. There was a large, four post bed in the center of the room with a huge canopy covering it. She pushed me back against the bed and began taking off my clothes.

She lifted my shirt over my head, then ran her hands over my chest, dragging her nails across my stomach as she unbuckled my pants, pulling them down and dropping them to the floor. She slid my boxers down, my hard cock springing free and standing at full attention.

Lenoir then stepped back and began unbuttoning her bodice, slowly revealing her magnificent body to me. Her breasts were gorgeous, at least a mid D cup, full, with large, dark nipples that contrasted nicely against her mocha colored skin.

Her stomach was flat and toned, her abs showing just above the waist of her skirt. She turned her back to me and unzipped her skirt, letting it fall to the floor at her feet. She didn’t have any panties on and her fishnet stockings did little to hide her tight, firm ass as she bent over, taking off her boots, giving me a wonderful show. I could feel my cock twitch just watching her, I was captivated.

“Are you ready for me??” she asked, swaying her hips seductively.

Lenoir then turned to face me, revealing her massive, 10″ cock.

She smiled devilishly at me as I stood there, mouth agape at the sight before me, watching her stroke her giant girl cock. Surprised as I was, my cock somehow became even more rigid at the sight before me, this gorgeous woman, standing before me, naked, rubbing her huge erection.

Without a word, she moved back over towards me, stood between my legs, and started kissing me again. As her tongue probed my mouth, she took my cock in her hand with hers and started rubbing our dicks together, masturbating us. Her skin was so smooth, almost silky, as she stroked us together, rubbing our shafts, stroking our cock heads.

I could feel my will melting away, succumbing fully to her, as she began gently rocking her hips, fucking our cocks together in her hand. She released our cocks and brought her hand up to my shoulder, gently easing me down, onto my knees in front of her, her massive organ now just inches from my face. Her dick was magnificent, completely shaved, cut, with a slight upward curve.

I stared intently as she stroked her cock in front of my face, pre-cum forming on her mushroom head. Unprompted, I stuck out my tongue and probed her cock slit, tasting her for the first time, taking her pre-cum into my mouth. She was delicious, and at that moment, I knew I wanted more.

I looked up at Lenoir from my knees, lust filling her hypnotic green eyes, as she bit down on her bottom lip, instructing me without saying a word, telling me to suck her cock. She was rubbing her tip on my lips, teasing me, as I opened my mouth and took her length into my throat.

“Agghhhhhhhhh,” I heard her moan as I began to suck on her dick.

I relaxed my throat and began bobbing up and down on her shaft, licking the underside with my tongue on each pass. I flicked my tongue on her head, teasing her tip, massaging her slit, as I stroked her cock with my hand, hoping to please her. I licked down her shaft to her smooth, hairless balls, and sucked them into my mouth, gently kneading them, rolling them over my tongue, hoping to convince them to empty their contents into my eager mouth as I stroked her erection.

I moved my mouth back onto her cock, now massaging her balls with my hand, and began working in earnest, wanting her to cum, wanting her to give me her nectar. I could hear her breathing quicken, and, knowing she was close, I plunged her dick down my throat, as far as I could without gagging, and held her there. She started rocking her hips, popping her head into my windpipe, as I deepthroated her, taking all of her cock.

“Oh fuck,” I heard her cry out, “I’m gonna cum!!”

I felt her cock spasm in my throat and then fire its first shot straight into my stomach. I pulled back, popping her out of my throat, so that just her head was in my mouth, as she continued to ejaculate, filling my mouth with her sperm, unloading her balls. She continued to cum, rope after rope, into my mouth as I eagerly swallowed, gulp after gulp of her seed, stroking her cock, milking her dry.

I took all she had, until her balls were drained, and her cock started to deflate as it slid from my mouth, a single string of cum running from my lips to the tip of her cock. She looked down at me, approvingly, as I swallowed her delicious load. She reached her index finger down and rubbed the tip of her cock, taking the last remnants of her jizz and bringing it to her mouth before sucking it clean.

“Get up on the bed,” she instructed, motioning behind me. I climbed up on the bed in a seated position, Lenoir standing between my legs, my thighs straddled around her waist, my cock impossibly hard. She leaned down and licked my cock from the base to the tip, sending shivers of pleasure up my spine, before taking me in her mouth. She bobbed up and down a few times, teasing me, riling me up before standing back up in front of me, her cock starting to harden once again.

“Masturbate for me,” she instructed, “I want to see you cum, I want you to cum on my cock.”

I started stroking my dick, slowly, wanting to savor this moment. I was watching Lenoir, her beautiful breasts, her gorgeous eyes, and her magnificent cock, standing before me, wanting me to cum for her. She was stroking her cock too, bringing it back to life, it hardening in her hand as she watched me, licking her lips.

She started massaging my balls, rolling them around in her hand as I masturbated, stroking my cock for her. I felt her slide her index finger down under my balls and find my asshole, gently probing it, teasing me. With that same wicked smile, she slid her finger into my ass, up to her knuckle, sending a jolt through my cock, electrifying my body. I was furiously stroking my cock now, right on the verge of cumming, while she fingered my asshole.

“Oh fuck, fuck, fuck!!!” I cried out, as I felt my cock spasm in my hand and explode, blasting my first shot out and onto Lenoir’s tits. I leaned forward and pointed my dick at hers, unleashing a torrent of my cum onto her cock, painting it white with my seed.

“That’s it,” she said, smearing my cum onto her erection,” Cum for me, cum on my cock.”

I continued to cum, pumping my load onto her dick until I was spent, my balls drained, and collapsed onto the bed behind me. I watched as she continued to rub my cum onto her throbbing rod, coating it, lubing herself up.

“Do you want me to fuck you now??” she asked, stroking her massive girl cock, “What I want can’t be taken, it must be given freely.”

“Yes,” I replied, “Please fuck me Lenoir.”

She grabbed my legs, spreading them around her waist, as she pushed her hips forward, her cock, coated with my cum, seeking entrance. I felt her head at my asshole, probing and stretching my ring, preparing me for her dick, preparing me for her to take me.

I tried to relax as her head popped in, sliding past my ring and into my ass. She started to slide her hips forward, slowly taking me, feeding me her cock inch by inch, as my ass accepted her prick. With one final push, I felt her groin press up against my ass, her cock buried to the hilt inside of me. She held me there, impaled on her dick, as she stood over me, savoring the feel of my ass around her cock like a sheathe.

“You’re so tight,” she groaned, placing my legs up onto her shoulders, “I’m going to enjoy this.”

She shifted her hips back, withdrawing her cock out to the tip, before slamming back inside of me in one thrust, bottoming out her massive tool into my ass.

“Fuuuuuuuccccccccccckkkkkkk,” I cried, almost blacking out, as she started slamming into me repeatedly, fucking me.

“So good,” she moaned, “I could fuck you forever, maybe that’s what I’ll do.”

Lenoir was pounding me now, thrusting her hips and driving her cock as deep into me as she could, her balls slapping against my ass as she fucked me, filling the room with the sound of our skin slapping together.

I watched as the sweat beaded up on her chest and ran down into her cleavage, between her heaving breasts. I could feel the head of her dick rubbing against my prostate as she hammered away at my ass, causing my own cock to harden and begin to leak cum on my stomach.

“So close,” she purred, “You’re so close to being mine forever.”

Suddenly, she slowed her pace, taking care to continue to probe my prostate as she fucked me. Again, she shoved her dick as deep as she could inside of me and held me there, skewered on her cock, and gently started rocking her hips, gyrating her erection inside of me.

She had my legs pinned against my chest, almost folding me in half, as she leaned forward and kissed me again, her tongue dancing around in my mouth. I could feel my orgasm building, having never even touched my cock, until I felt the crescendo, like a wave crashing down on me, and my cock erupted again, spraying my stomach and chest with jizz.

“That’s it,” she said, “Cum for me, tell me you are mine, beg me to give you my seed.”

“Yes Lenoir,” I cried out, my brain a mush of alcohol and lust, “Take me, I’m yours, please cum inside of me!!”

She began pounding me again, pushing my legs against my chest for leverage, bottoming out her massive erection inside of me, plunging her dick in and out of my ass as she took me, making me hers. I felt her cock twitch, then she exploded, filling my bowels with her seed, coating my insides with her sperm.

“Aghhhhhhhhhhhh!!” she cried out, flooding my ass with her load, painting my walls white with her jizz. She continued pumping, unloading blast after blast into my flooded ass, until her balls were drained, and her cock started to soften, slipping from my stretched asshole, her cum leaking out and pooling on the floor at her feet.

“You are so good,” she purred, leaning forward to kiss me again, as I began to fade out of consciousness, “Now I’m going to fuck you every day, forever.”

****************************************************************************

I awoke the next morning to the sound of traffic outside, cars passing by on the street below. As I rubbed my eyes, trying to shake off the effects of the alcohol, I couldn’t help but notice the bedroom looked totally different than it did last night.

The canopy on top of the bed was gone, all of the bed posts were broken off and missing, and the linens had been removed, the springs from the mattress poking through. I gathered my clothes and got dressed, confused about what was going on and eager to find Lenoir.

I walked out into the hallway and back to the stairs. Just like the bedroom, everything looked totally different, the paintings were no longer hanging in the stairwell, the walls bare revealing the wallpaper beneath, all cracked and peeling badly.

Downstairs was more of the same, no furniture, no drapes, no paintings, all of the items that were so meticulously placed and cared for were gone. The house itself appeared in need of serious work, like it had been abandoned and no one had lived there for years.

I was starting to panic. Had someone moved me and put me in a different house after I had passed out last night?? Where was Lenoir?? There was no one else here but me. What the fuck was going on?? My panic was interrupted by the sound of a voice approaching from outside.

“The next stop on our tour is the Devourneaux residence, former home to one of the oldest and most powerful voodoo priestesses in all of New Orleans,” a woman’s voice said.

What the fuck did she say?? Voodoo priestess?? Whose house am I in?? What the fuck was going on?? My mind was racing at this point, trying to make some semblance of what was happening. I moved towards the door so I could hear more, intently listening as the tour guide continued.

“The legend goes that Mrs. Devourneaux was quite the temptress, often using her beauty and sexuality to lure men here to her home where she murdered them, typically by poisoning, so she could collect their souls.

The neighbors around here swear that every now and again they still see Lenoir, coming home with a new victim, looking for more souls to collect.”

Now I was freaking the fuck out!! Lenoir was an ACTUAL Voodoo priestess?? I tried to open the door to no avail, it wouldn’t budge, so I started banging my fists against it, trying to alert the tour group just outside.

“Hey!!!” I cried out, “Help!!! I’m stuck in here!!! Can anyone hear me???”

I could still hear the tour guide’s voice, obviously not able to hear mine, talking about how Lenoir came over from the West Indies as a stowaway, the same story she told me last night, only now it was about her, not her great, great grandmother.

Was she a ghost?? Was I dead?? Was I the latest victim?? Had she poisoned me and taken my soul?? I slumped down to the floor, leaning against the door, and began to cry, totally freaked out, not knowing what to do.

“It’s quite OK dear, no need to cry,” said a voice behind me, unmistakably belonging to Lenoir.

I turned to see her standing there in a sheer, white dress, the sun shining through the cracks in the boarded-up windows making it almost transparent as she walked slowly towards me. I could see her large, dark nipples clearly showing through the thin material, and the outline of her cock, already erect, showing through her panties.

“It’s not so bad,” she said, kneeling down on the floor with me, taking my face in her hands and kissing me softly, “You may find that you enjoy being my slave, serving me, pleasing me.”

“But I’m dead and you’re a ghost,” I replied, still trying to process what was happening, “You killed me and now I’m stuck in this house forever.”

“Shhhhhh,” she said, pressing her finger to my mouth, “All of the answers will come in time, I promise, but, for now, your master wants you to pleasure her again. Do I look like a ghost to you??”

Lenoir stood up in front of me and let her dress fall down off of her shoulders, revealing her gorgeous body to me again.

For some reason, at that moment all of my cares drifted away as I stared at this goddess standing before me and I wanted to do nothing more than please her. I reached up and slid her panties down her toned, muscular legs, revealing her throbbing cock, already fully hard, and took her into my mouth.

“That’s it,” she cooed, “Take Lenoir’s cock.”

I began bobbing up and down on her engorged shaft, taking her full length into my throat, as I licked up and down her cock, coating it with my saliva.

I teased her head with my tongue, probing her cock slit as I sucked her, wanting her to use me for her pleasure. I licked down her cock to her balls, sucking them into my mouth as she began jerking her dick, slapping it against my face, treating me like the slave I was.

“Turn around and bend over,” she instructed, “I want to fuck your ass again.”

I did as I was told, stood up, and turned around, placing my hands against the door, spreading my legs for my goddess.

In one motion she yanked my pants and underwear down around my ankles, exposing my ass to her, ready for her to take me again.

“Mmmmmm,” she cooed, approvingly, “I’m going to enjoy breeding you for eternity.”

I felt her cock head pressing at my entrance, probing, until it popped inside, slipping past my ring. Lenoir grabbed my hips and began thrusting her rock-hard cock inside of me, her balls slapping against my ass as she fucked me, using me for her pleasure, up against the door. She leaned forward, pressing her breasts and her hard nipples against my back, and started kissing the back of my neck and nibbling on my ear as she pounded me.

“You’re going to enjoy being my slave,” she hissed into my ear, “I promise.”

She reached around me, taking my cock in her hand, and began stroking me as she fucked me. I could feel my eyes roll back in my head, lost in pleasure and lust as her cock massaged my prostate and she jerked me, almost milking my cock.

“Don’t you want to cum for me??” she whispered into my ear, “Don’t you like how your mistress makes you feel good??”

“Yes mistress,” I replied, my cock about to burst, “Take me.”

I felt my cock spasm in Lenoir’s hand and then explode, blasting my cum all over the door in front of me, draining my balls. Seeing me cum must have driven her over the edge as she began pumping her cock into my ass with renewed vigor, holding onto my cock as a handle as she thrust, over and over, slamming her monstrous penis inside of me repeatedly.

“You’re going to make me cum slave,” she hissed, “Tell Lenoir you want her seed, tell me you want me to cum inside of you again.”

“Please…….,” was all I could muster, my voice trailing off, my mind and body a mush of lust.

“Please what??” she asked, still hammering my ass with her mighty girl cock.

“Please…….., take me,” I moaned, completely surrendering to her and accepting my fate, “I’m yours, I’m yours forever. Give me your seed Lenoir.”

She shoved her rigid cock as far into me as she could and held me there, impaled on her dick. I felt her cock twitch and then erupt, releasing her seed inside of me, flooding my bowels. She began thrusting again as she came, pumping me full of her sperm, rope after rope, filling me completely, until her balls were drained and her cock started to soften. She pulled her dick from my ass, her cum dribbling out, running down my legs, and pooling on the floor beneath me.

“I promise you will come to enjoy this,” she said, kissing my neck again, “For now, I must go, I have others to tend to.”

With that, she was gone, leaving me to my thoughts, bound to her for eternity, my existence now only to serve her. I slumped down to the floor again, overcome with emotion, waiting for her return.

Also Read: Sissy Fag Stories

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