TAIL OF THE DARK SIDE

 

Feature writer: John Candu
Feature title: Blog Posts Tail Of The Dark Side
Dedication: To Cocoa
Uploaded: ASSTR 2003
Story codes: satanic, shemale, LGBTQ, cross-dressing, sissy-sluts, demons, devil worship

Reaching out to John (John Candu) or anyone who knows his latest email address. I read this story in 2003 on ASSTR, it’s no longer accessible through their website (some error message comes up) – I kept a copy of it (as I do with all my favorite stories to read when offline) because I really enjoyed it. I have tried to reach you by email, but all the emails given on ASSTR bounce back – please contact me on [email protected].

Tail Of The Dark Side

Hello, Sweeties — it’s Aleena. I’m the lucky cross-dressing sissy-slut who got the fucking of her life that evening with the devil worshipers.

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 slime’d with goo I headed straight for the shower and right to bed. I should of 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 outta 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 she-male. 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 wagging’. 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 eleven 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’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

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.

“Yessssss,” 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 20 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.”