TAIL OF THE DARK SIDE 1 & 2

Feature Writer: Text /
Feature Title:  Tail of the Dark Side 1 & 2 /
Contact: [email protected] /
Uploaded: Nifty Archive Story / 12.06.2003 /
Story Codes: Gay, Authoritarian, Cross-dressing, Shemale /
Author’s Notes: Dedicated to Cocoa By John Candu Hello, Sweeties — it’s Aleena again! As you know from Part 1, I’m the lucky cross-dressing sissy-slut who got the fucking of her life that evening with the devil worshipers.

 

Tail of the Dark Side 1

Greetings, sweeties. I’m Aleena, and, man!, do I have a strange tail, I mean tale for you!

I am thirty years old, five foot, seven inches without stilettos, lanky at one hundred and thirty pounds, dark hair, pouty lips, and have a really-really nice ass, which I know how to use and, dear lord, does it ever get used! My circumcised clit is a proud six inches.

My cross dressing goes way back — so far back that I can’t even remember my first set of heels. It’s an art I’ve cultivated carefully over the years, and I have a lovely, shaved, moisturized, curvaceous feminine body.

Friday nights are when I absolutely flower. I like nothing better than to slip into black stockings, a micro-mini, and low-cut blouse with a little color, perhaps a red belt or a scarf, and head for the clubs.

This past Friday evening, on a full moon, club life was looking dull, and I was about to head home early, close to midnight, when a well-built black stud eased next to me at the bar and offered to buy me a drink.

Jace was at least six foot, five inches and muscular with a smooth coffee-and-cream skin. He looked like a basketball star but said he was a teacher. We conversed over a couple of drinks I had my usual Mud Slide with plenty of Kaluha and before long he was leaning in close, rubbing his hands over my back and letting his hard cock graze my leg. It was just too much — my clit was standing up and just a wagging. I hate to seem over eager, but he no sooner asked if I wanted to go back to his place than we were out the door.

Now all the teachers I’ve ever known lived quite modestly. But Jace’s condo was definitely high-end. Authentic-looking African headgear and strange, ancient pieces decorated his walls, and musty-looking eldritch artifacts and ominous stones of questionable origin were tastefully displayed.

Leather-bound (seemingly so, though I’ve never seen or felt leather quite like this before with such eerie, well, grayish/pinkish color…) books filled shelves on every wall, and dark paneling gave the place a rich but gloomily unsettling atmosphere. I couldn’t put my finger on it, but there was something strange about the place — and Jace himself though I’ve got to admit that he was plenty nice enough.

I shrugged off the strange feeling and turned my attention to him, as I hoped to soon have his chocolate cock plugging my mouth and ass. He poured more drinks and we sat talking on his black leather sofa. He sat close and I teased him unmercifully, lightly tracing the outline of his zippered but throbbingly huge member with my delicate painted fingers.

Jace was clearly a sophisticate and an excellent host. Each time my glass got more than half empty he refilled it. It was an expensive whiskey that I couldn’t quite place. Before long I was beyond tipsy. What happened after a certain point is now vague at best, but I do remember certain things clearly, such as finding myself willingly bent over what I first thought] was an ancient desk that smelled oddly of moldering wood and perhaps\ something more sinister. Black candles were aflame all around us, casting eerie dancing shadows.

Maybe it was the booze, but for whatever reason I found that I was even hornier, with the worst case of butt itch I can recall. My mini was hitched up around my waist I don’t wear panties, so I was exposed and rearing to go. My wrists were chained down, and my ankles were strapped to the legs of the table. Due to my horny state, I was not the least concerned. I could hear Jace fumbling behind me and thought he was just getting out of his clothing. But then I caught a glimpse of him in a wall mirror and went cold. I thought I would surely pass out from the horrible sight. Jace was robed, with black hood, and upon his chest rested what looked to be a huge diamond-encrusted black pentagram — the upside down, BAD kind of pentagram. And he held in front of him the largest god-damned sword I’ve ever seen. Both fists were wrapped around the handle and it looked for all the world as if he were about to slam that thang between my wing bones and halve me like a hen.

Instead, Jace began mumbling as he traced in the air what could have been a pentagram. The chanting grew louder, and I discerned a foreign tongue that sounded something like this.

“Yggdilla, R’Leah, M’goodoo, Astoth, Belial.”

As the ceremony proceeded, a long line of other robed figures filed into the room behind him. Each carried a black candle and was repeating the litany in sync with Jace.

Jace’s chanting grew louder and his voice took on the texture of a growl. His cock rose hard as steel from his open robe. He finally put down that nasty sword and approached my open buttocks. His drippy-wet cock head pressed against my sphincter. He grabbed my hips — his hands felt claw like and hairy — and he slammed home brutally. His balls were soon slapping my own.

No less than ten glorious inches of thick cock meat invaded my ass, and I met his wicked thrusts with proportionate counter thrusts. Jace’s cock stretched me to the limit and in awhile my ass felt as if it were hanging loose an open like an old slut’s used cunt, almost as if all tone and resistance had gone out a my poor aching sphincter ring.

My clit bounced around wildly, slinging precum, just hard as rock, as Jason slammed into me, growling fearsomely, for more than twenty minutes, maybe more. I was simply
in heaven. A prodigious amount of pre-cum leaked around his cock and out a my hole.

It flowed over my balls and hung in long sticky ropes. Lord, I have never experienced anything so hot — his balls made soup the whole time he plowed me. Then he picked up speed and I felt the claws dig in as his baby-maker got ready to seed me. At the same time, the chanting audience picked up the pace, sounding as if they would reach a vocal climax — and I was not incorrect.

With an ear-splitting howl, Jason gushed — his cum hosed the walls of my colon with such force that I felt myself filling up and overflowing. The audience howled and screamed as well, and Jason spurted maybe ten or twelve times, taking me with no regard to anything but his vital need.

My breeding was finally finished — all too soon. The master had given me his gift. Cum poured in long thick strings from my ass-pussy as he pulled out with a wet, slicky “pop!”

Master was done, but the congregation was now ready. I took dick after dick all night long easily fifty cocks just as huge as Master’s. Never had I been filled so full — way beyond capacity — with cum time after time after time as those howling, chanting followers took my body. Cum coated by balls and legs and puddled at my feet.

At some point I passed out, only to wake up stretched over what I could now see was an ancient wooden altar. In addition to the thick coating of drying cum on my ass and legs, I was lying in a pool of my own seed from, obviously, having enjoyed the evening intensely. My wrists and feet were now free. I found in front of me a strange, aged parchment with the following note penned in a strange, blood red ink:

“My Dearest Aleena, you were simply wonderful as our altar cover last night. You are hereby invited to occupy a prized and honored position in our congregation, and we hope you will consider. If your answer is yes, simply be here at midnight for your continued initiation. Signed, Your Dark Lover.”

I know, without doubt, that I would be here again at the appointed hour.

Tail of the Dark Side 2

Lemme tell ya, getting fucked is ONE thing, honey, but then there is getting FUCKED.

There could NOT have been a single hard dick left in that whole roomful of Satanists after we were finished! And at the conclusion I was so content I couldn’t have cum again if my life depended on it, though I was much more tired than normal — strangely zapped of energy almost as if a vampire had sucked my every drop of blood. But it was so HOT, girls. My little clitty shot cum time after time all night long as those darling, fiendish thugs filled me with spunk.

When I got home I was so slimed with goo I headed straight for the shower and right to bed. I should have slept soundly, but weird dreams kept bubbling up — dark, disturbing, nightmarish things crawled through my subconscious.

Even so, I woke refreshed four hours later with an enormous hard on — my clit ready for action again as memories of the action with my mysterious black lover and his followers came flowing back. My swollen ass pussy was so sore that morning — in a deliciously sensual way that only another sissy-shemale slut can understand. It throbbed each time my little heart went pitter-pat.

Cum continued to flow out of my sweet little pucker that morning even after a thorough douching before bed last night. I reached down and got my fingers all spunky at my slimy rosebud from all my unknown lovers’ cream, and I coated the head of my clit and started polishing. I could have shot off right then and there. But I ultimately decided to save that load for later — the growing pressure in my balls would make the approaching midnight appointment even more enjoyable.

For my friends out there who don’t already know this, I wanna say it takes a LOT of work to be a passable she-male. In my case, I’m making the transition from cross dressing to living as a full-time shemale. Now, you’ll hear all kinds of definitions but here’s mine, because Aleena doesn’t let nobody else define who she is. Some of us guys who live the Life want to get surgery to have the clitty whacked off and a pussy formed in its place. I don’t go for that shit. I like my clit just fine like it is, thank you very much. I love to USE it and want my lovers to know I’ve got all the parts and that they WORK. And for that reason I take just enough hormones to give me tits but not enough to prevent my clit from working.

Another thing. I spend considerable time and money maintaining The Look. Honey, if I do say so myself, I am a knock-out. I have a clear, soft, unblemished honey complexion (not bad for a white girl!), a slender body, and an unmodified ass to die for. My ass cheeks form perfect globes that naturally part to reveal my tight, pink rosebud. I just love to have it licked, reamed and fucked.

My personality is totally feminine. I often set off lesbian gaydar. And let me confess: Yes, I am bisexual, honey. Sex is sex — and I love all flavors, baby. I work every day to get my NUT and it’s just as likely to be with a woman as with a man. I also enjoy BDSM, but I’ll go into all that later. My clitty is circumcised and has a head the size of a fat plum. I show about three inches soft and almost five when clitty starts a waggin’. I’m neatly shaved with just a Hitler `stash above my cock. My balls are large and hang low, and they do a good job producing cum — I can shoot five feet when I’m hot. Now, jumping to the action.

I had a midnight appointment at Magi Jace’s spooky mansion. I took a long bubble bath after sundown and dressed in my most sinister Gothic attire: tight black leather mini, black fishnets, black heels, black tank top, and, of course, black nail polish and liner with dark crimson lipstick. I was just blotting my lips a little after 11 that evening when Jace called and said his driver would be around shortly. When I stepped out of my apartment I was greeted by the uniformed driver of the black hearse.

He opened the back door, revealing an interior almost identical to a stretch limo. Odd, though, how what I thought at first were dark tinted windows were really blacked out windows. Kinda creepy. When I got out at Jace’s place, I noticed the place was dark and there were no other cars. Just like last night. I wondered if the throng of monk-like, Satanic followers would again materialize. The driver escorted me up the steps, opened the large, heavy oak door, and I entered the candle-lit foyer. The door quietly closed behind me, sealing me in tomb-like silence.

Uncomfortable silence. I shrugged and laughed at myself for being so nervous. I ambled around looking at Jace’s art. The African head pieces, spears, bones and other artifacts were tastefully arranged on furniture and walls. After more than 20 minutes I was leaning in for a closer look at a ceremonial dagger in the dim light when I began to feel eyes upon my back.

I turned suddenly and found a tall, imposing black woman staring intently. She was a powerful woman in a red, hooded robe, possibly more than six feet tall with a short blonde Afro. With her left hand she was griping a strange-looking wooden staff that sorta resembled the weird implement held by a statue labeled “Set, God of War and Chaos.”

Her parted robe exposed a firm but feminine leg. Her face remained as inscrutable as the statue of Set.

“Oh! You frightened me,” I gasped. “I didn’t hear you. I-I’m Aleena.”

“I’m Cocoa,” she said, smiling slightly.

Light danced across her wet lips like a laser. Her brown eyes concealed a mystery — something was up. Cocoa walked a step closer and stretched out her hand.

“Welcome. Are you ready for your initiation this evening?”

Somewhere, a clock chimed the midnight hour. Her touch was electric. Her firm hand squeezed and held mine a moment longer than necessary as Cocoa’s eyes drifted to my nipples and lingered a moment before unabashedly sizing up the rest of my body.

“I think so,” I said, swallowing.

“Then follow me,” she commanded.

We negotiated a warren of dark hallways, then descended a long stairway apparently chiseled into stone. After awhile I got the idea, however impossible it might be, that we were going deep underground into a vast cavern beneath Jace’s townhouse. Torches, whose flames danced to a current of air, lit the way. It was colder now, making me shiver, and the steps were wet from water dripping from above. As we went deeper I detected an ominous odor that I could not quite identify but, perhaps, could have been guano, incense and decaying meat.

Cocoa stopped abruptly and I crushed against her back.

“Sorry!” I said. “We’re here.”

She indicated a massive door held by ancient iron hinges. She inserted a large iron key and twisted, then tugged on a heavy black ring to open the door with a loud creak.

I followed her into the darkness. After a few steps I heard her stop, then she struck a match and lit a torch. She touched the torch to several others placed around the room as my eyes adjusted and began to take in the chamber, which appeared to be a place of torture.

“I believe you know Magi Jace,” she said, indicating the silent black man sitting on a dark stone throne, barely visible in a dim corner of the chamber.

Jace was completely naked except for several gold rings, a gold chain and the pentagram. He nodded silently as he stared impassively.

“You will face a series of challenges involving trust and fear. You pass the tests by trusting me and obeying. If you do that, you will live to overcome the fear — understand?”

“Yes,” I said hoarsely.

“Good. Now strip.”

“W-what?”

She backhanded me across my left cheek before I even saw it coming. Without another word I began taking off my clothing as she and Jace watched. I was scared, yet my cock began inflating. And so did Jace’s long black snake. His eyes remained glued to me. Cocoa reached down, gripped my shaft and jacked my clit gently. “If you cum before I say cum tonight, you will pay a dear price, I assure you.”

Cocoa pointed to a leather-covered bench and directed me to lie face down. As I positioned myself on the cold surface, I thought I heard her robe fall to the floor. There was some rustling behind me, but I dared not look and thereby anger this powerful, mysterious woman. Then I felt the lower end of the table descend, as if being cranked downward, which left my body slanting upward at about a 45-degree angle. She stepped into view, naked, wearing an enormous black strap-on and carrying an ancient flail.

Standing in front of me now, her legs parted, her balls hanging heavily and the phallus pointing wickedly at my face, Cocoa said viciously, “Suck it, Bitch.” And with that she lashed the flail at my bare ass, causing me to squeal in pain. From what you already know about me, dear reader, you understand that my sucking her dildo was no problem. Indeed, I engulfed the first five, thick inches in one gulp then slowly began suctioning my lips along the veined shaft. Oddly, I heard her gasp from her supposed pleasure, as if the rubberized cock were real, and then her crop again began cracking across my ass.

“That’s the way, yessss. Suck harder, Bitch.”

Then something happened so strange that I barely have words to describe it. As soon as my mouth and tongue went to work, the dildo took on the warmth, texture and responsiveness of a real penis. In the dim light I could no longer see the strap that held the toy in place. In fact, to my utter shock, as Cocoa gripped my head and fucked and whipped harder, the cock began to swell larger, and I swore I could feel it beginning to pulse. She picked up speed — and I swear this is the truth — I tasted precum. She fucked harder, gagging me, doing deeper into my throat.

“Yessss, worship my Royal Tool,” she hissed.

Surely the whipping was bloodying my ass cheeks.

Definitely precum, I thought, as my practiced tongue worked her cock. As if by magic, the strap-on device had indeed turned into a cock. It was if I were now in a dream. I was enjoying it too much to analyze what might be real and what might not. I just went with it. She lunged deep into my throat and held for a second, and I prepared to swallow her load, but she held back, and slowly pulled her organ out of my mouth, strings of precum snapping as it slid slickly from my lips.

She wiped it back and forth across my face and instructed me to suck her balls. I took real, human nuts into my mouth one at a time and rolled them around with my eager tongue. Several moments later she pulled away, and I clearly saw the strap-on in place. Was I hallucinating? I seemed trapped in a dream!

Cocoa chuckled throatily and unsnapped the belt, letting the cock and balls fall, revealing a lovely shaved pussy with hot, wet lips. I inhaled her womanly scent just inches from my mouth. She turned and bent over, revealing her rosebud and open pussy.

“You know what to do,” she said.

My tongue went to work instantly. I probed her ass, licking and sucking noisily. She pressed back against my tongue as I fucked her musty hole. I don’t know how long I pleasured her, but finally she broke away and walked over to Jace, whose enormous, black cock was standing erect like an ancient stone steel.

She quickly leaped into his lap, impaling herself. She fucked him hard, and Jace plowed deeply into her depths. They came as one. They shook and spasmed together in howling, raw ecstasy. Then she pulled away from Jace and dropped to her feet. She walked back to my table. Jace’s copious sperm leaked from her cunt.

“Clean me,” she commanded. “Clean me good, or else.”

She directed me to roll onto my back, then she straddled my face. Jace’s salty spunk, mingled with Cocoa’s sweet juice, flowed into my mouth. Remarkably, almost a cup of sperm flowed at once into my mouth and down my throat. Then my tongue probed deeply into her love tunnel, and I sucked out the rest of Jace’s cream as she rode my face.

I sucked Cocoa’s clit gently between my teeth and worried it with my tongue, then alternated by applying hard suction and flicking it up and down.

“YESSsssss,” she hissed, bucking.

I sucked and flicked harder and faster, and her powerful thigh muscles began to tremble as yet another orgasm rocked her body. I found I could sustain her cumming by “reading” her body, speeding up or slowing down the flicking, sucking and pressure according to the intensity of her spasms and groans. I gripped her buttocks to lend support as she hovered above me, eyes snapped shut, locked in an almost endless peak of orgasm.

Finally, after what must have been twenty minutes of sustained orgasm, she howled and pulled back, popping her clit from my mouth. Then, she sawed her pussy and asshole back and forth across my hungry mouth and nose as she cooled down. My tongue bathed her butt hole and pussy, probing wherever it could.

“You have passed the first test, Aleena,” she said at last. “But do not become over-confident, for you have a long way to go, and there are many other challenges to meet.”

THE END