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The Sissification Of Sebastian, The Sissy With The Big Cock — Part 3: Delivered

HIS PLAN TO BE FUCKING A RICH HOT BLONDE ALL SUMMER HAS TAKEN A DIFFERENT ORGASM DENYING PATH…

Zatanna Dark · 2026-03-04 11:42 · 37 claps · 6.9 min read paywalled
#sissyfication #sissy-training #sissies #fiction
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Wiki topics: LIT · Literature & Writing ✍️ · Writing & Creative

AI image by Night Cafe — Sissy Sebastian to Be — by Z

AI image by Night Cafe — Sissy Sebastian to Be — by Z

The Sissification Of Sebastian, The Sissy With The Big Cock — Part 3: Delivered

HIS PLAN TO BE FUCKING A RICH HOT BLONDE ALL SUMMER HAS TAKEN A DIFFERENT ORGASM DENYING PATH…

Zote: Don’t miss out on Parts 1 and 2

[embed]The Sissification Of Sebastian, The Sissy With The Big Cock - Part 1: Auction The Sissification Of Sebastian, The Sissy With The Big Cock - Part 1: Auction RENTING HIMSELF OUT DOESN'T GO AS…zatannadark.medium.com

Sebastian doesn’t know it, but he’s only five minutes away from being delivered inside Zatanna Dark's lower level to her mansion, where he’ll be spending most of his time, dressed as a latex sissy made, often in bondage, while not being allowed any release of his quickly building seed.

As they take the last few turns, he’s given up on release from the straps holding his wrists and ankles. His only concern is his very much neglected, big, hard, and throbbing cock, and his pair of ever-growing, aching, and swelling balls.

Again, he directs X to touch his cock, using only his eyes. A quick glance at her hand, and back to his cock. Back to her hand, back to his cock. She silently shakes her head no. As much as she’s craving his cock, she’s not craving another extreme punishment from Mistress Zatanna, especially with her ass still hurting from the last one.

X knows they’re almost home, so she can handle not touching his cock for just a few more…

And Mistress Zatanna unexpectedly slams on the brakes, yelling, “DAMN CAT!”

Unprepared, X tips forward, only stopping herself by firmly landing a hand on Sebastian’s cock. Wanting even more pressure on his throbbing member, he lifts up his hips hard as he releases his pre-cum.

Any other normal pre-cumming male, you’re lucky to get a dribble. And as far as true sissies go, their whole orgasm is nothing more than sissy tears, equal to your average pre-cum. Sebastian is neither, and his pre-cum launches from the tip of his cock, angled towards him, splattering on his left cheek.

His loud grunt catches the attention of Mistress Z, who replies, “Sorry about that. Didn’t want to kill a cat.”

Realizing what happened, and needing to not be caught making her new sissy cum, or even pre-cum, X needs to clean up the evidence before the back doors of the van open. She leans over him and quickly licks the pre-cum from his tip, before licking the splatters off his cheek.

X whispers to just Sebastian, “Tell anyone, and I will kill you… got it?”

AI image by Night Cafe — X

AI image by Night Cafe — X

He nods, just as the back doors pop open, letting the light cascade in and reflect off of X’s freshly shined latex. Seeing Sebastian still helpless, with a still throbbing and neglected cock, Mistress Z is proud of Slave X.

“Very good, X. I thought for sure you’d be all over that big sissy cock of his.”

“Mistress, I behaved, following all of your rules.”

“Good, because you know what happens if you don’t?”

“Yes, Mistress, I know, but may I ask a question?”

“You may ask, X.”

“Are you sure he’s a sissy, because I’ve never seen a sissy with such a big cock, Mistress?”

Sebastian can’t help but mentally agree with the question, as his cock continues to wave surrender, needing to be milked, and milked badly.

Mistress snaps, “X, you seem bound and determined to spend the night ball-tied in the box, again. Is that what you want? Daring to question your Mistress about who I feel is a sissy, and who I don’t?”

Nervously, X replies, “I’m sorry, Mistress. I never should have doubted or questioned you like that. I don’t want to spend the night ball-tied in the box again. Please, Mistress, I’m sorry.”

“I accept your apology, X,” turning to O, she continues, “Take your sister to my bedroom, and bind her to one of the posts, at the foot. You can choose which one.”

“Thank you, Mistress,” replies O.

“I wasn’t done yet. What’s going on today? Are you jealous of the attention X is getting? Do you need to be punished also?”

“No, Mistress, I’m sorry, Mistress.”

“Okay, bind her to the post of your choice, facing away from the bed, and gag her well. That way, she won’t be able to see or complain, as you lick my pussy while hogtied between my legs.”

“Yes, Mistress, thank you, Mistress.”

O grabs X by her bicep, as X first gives her an evil look, followed by one more glance at the massive cock of the naked and bound Sebastian. Mistress Z catches her glance, replying, “Not happening, Slave. Not today, not ever.”

With her backside tightly encased in black leather, entering the side of the van first, Mistress Zatanna sits with her ass closest to the side of Sebastian’s naked chest. Looking first at his very big cock, she lightly pokes the side of the throbbing head, causing him to jerk hard and grunt.

“See, this thing… this big fucking thing right here, Sissy. I admit it’s gonna be a problem, but don’t you worry, I promise to figure this out. Maybe, as soon as you realize you won’t be cumming, it’ll go back down to its more natural and unerect self.”

Sebastian’s mind is full-on spinning the words, won’t be cumming, around and around and around. Not cum? Today is the first day in years he hadn’t already cum at least twice by now, and the clock is continuing to Tick-Tock-Torture him!

“Sadly, I don’t believe I have any chastity cages large enough for such a thing, even unerect. But that’s where cock and ball bondage, or tucking, or both, come into play.”

He takes a deep breath in, smelling Mistress Zatanna’s leather and perfume, closing his eyes, he fantasizes bending her over the back opening of the van, and burying his cock deep inside her back opening…

{Smack!}

“MMMMMFFFF!”

The hard, fast, and painful smack on the side of his cock, caught Sebastian totally off guard, while at the same time, he was happy for his cock to finally get some attention, even if it was negative.

Mistress Z added a very strict, “STOP THAT!” to whatever he was thinking, even though she couldn’t read minds. She didn’t need to read his mind to see his cock dancing to his naughty thoughts.

“That is not the behavior of a proper Sissy, Sebastian!”

She can see the new look in his eyes, so she decides to remove his gag, offering, “Speak your peace, Sissy.”

First wetting his lips, after the leather had sucked away much of the moisture, he takes in a deep breath, and replies without any hesitation:

“First off I’m not a sissy never been a sissy and don’t want to be a sissy because I am a man’s man and I was created to fuck women everywhere spreading my seed while making them cum and cum hard mind you because in case you didn’t notice I have a very big cock not the tiny sissy size cock that keeps cumming up so unless you’re ready to climb on board the Sebastian train and strain I want to be untied and returned to the alley where hopefully my pants still exist understand?”

“Okay.”

“Wait, what?”

“I said, okay. I’ll get you untied and take you back to your alley, as soon as you transfer the $125,000 back into my account.”

“But, I don’t have $125,000. I only got $100,000, and the auction place took $25,000 for their fee.”

“Do I look like I care? Contract clearly says, you’re doing whatever I want, 24/7 all summer long, or I get fully refunded. So, transfer me what I have coming, and I’ll drop you off.”

Sebastian already gave his last $12.52 to Chuck for taking him to the auction. Chuck’s an Uber driver, but for friends, he drives them for cash. Even if he wanted to give Zatanna the money, he couldn’t. Oddly, and for reasons he’s yet to understand, he doesn’t want to leave… not until he gets to fuck X, O, Zatanna, or all three of them.

“I’ll stay.”

“What was that, Sissy?”

Still not liking the term sissy, he replies, “I said I’ll stay. Now, can I get untied and out of the back of this van? My back is killing me. You know, even carpeting would be better than this plywood floor you got back here.”

Poking the overly sensitive tip of his cock multiple times, each time causing him to gasp and jerk, Zatanna replies, “Not until this thing relaxes, then we’ll untie you.”

He tries to reply, but she pushes his gag back into place, before strapping it tightly, adding, “And as far as you believing, that somehow, you’re gonna seed my sisters with that big cock of yours, you might as well stop that fantasy right now, because it’s only gonna make your balls even bigger.”

With that, she slams all the doors of the van, turns off the lights in the garage, and leaves Sebastian to ponder his recent decisions… and all the ways that $100,000 is going to help him, and more importantly, his family.

Those sweet thoughts are quickly replaced by the fact that his cock is swinging around like a beast in a trap, as his balls swell more at the thoughts of fucking X while eating O, and getting his firm ass spanked by Mistress Zatanna timed perfectly to each and every hard thrust…

TO BE SISSIFIED…

I don’t have the title for part 4, yet, but I can promise it’ll be the moment he’s put into his very first latex sissy maid outfit, with his big cock finally tucked safely away…

AI image by Night Cafe — Sissy Sebastian to Be — by Z

AI image by Night Cafe — Sissy Sebastian to Be — by Z

Zote: Just figured it out…

[embed]The Sissification Of Sebastian, The Sissy With The Big Cock — Part 4: Sissified HIS BIG COCK IS FINALLY TOUCHED… BUT ONLY LONG ENOUGH TO REMIND HIM HE HAS A COCK THAT WILL BE IGNORED!zatannadark.medium.com


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