Dawn painted the sea in bloody oranges and pinks as the small fleet anchored in a hidden lagoon. The Pink Pearl dominated the cove like a floating palace of depravity, her hull still reeking of fresh paint and drying cum. On the main deck, Eros stood shirtless, arms crossed, surveying his growing collection with the sharp eye of a man building an empire on broken pride and dripping holes.
Nearly forty sissies now. Marines, clowns, pirates — all remade, all addicted, but still raw. Sloppy. Unrefined. He could see it in the way some still hesitated before dropping to all fours, or how a few tried to retain scraps of their old “manly” posture even while their fat asses jiggled invitingly.
That ended today.
“Line up!” Morgana the Bootlicker barked, her silver-blue hair tied in a severe high ponytail that bounced against her massive tits. She wore nothing but an officer’s coat draped open like a cape and a pair of thigh-high boots. The riding crop in her hand cracked loudly against a nearby ass, making a former Buggy pirate squeal and arch higher. “Master wants perfection. You will become Beta Sissies worthy of his cock or you will be sold to the cheapest brothel we find.”
Bubbly the Cock-Clown cartwheeled past, bells jingling on her nipples and clit hood. “That’s right, bitches! Time to turn those rookie holes into premium cock-sleeves~!”
Nami leaned against the railing nearby, arms folded under her chest, watching with a calculating smirk. A ledger sat open beside her. “Make them pretty and obedient. The premium ones will fetch three times the price in the right ports. The sloppy ones… well, they can scrub decks with their tongues.”
Eros grinned and stepped forward. “You heard them. Strip. Positions. We start with endurance.”
The first drill was brutal.
Forty sissies dropped to their knees in neat rows across the polished deck, backs arched, asses high, mouths open like hungry baby birds. Eros paced slowly down the line, his thick cock already hard and glowing faintly pink.
“Deepthroat training. You will take every inch. You will not pull away. You will thank me with your throats.”
He started with a group of former Marines. Three at once — their mouths stretched obscenely around his girth as he fed them in turn. The first, a busty silver-haired ex-sergeant, gagged hard when he hit the back of her throat.
“Gllllk—! M-Master— too big—!”
“Wrong answer,” Eros growled, grabbing her head and forcing her nose against his pelvis. Her throat bulged visibly as he held her there, tears streaming down her cheeks and ruining her fresh makeup. “Breathe through your nose, Bootlicker-in-training. This is what you exist for now.”
Morgana moved behind the choking sissy and shoved two fingers into her dripping cunt, pumping roughly. “Relax your throat like the whore you are. Master’s cock is a gift.”
After thirty agonizing seconds, Eros pulled out. The sissy coughed up thick strings of throat slime, gasping, “Thank you for using this worthless throat, Master~!”
Sissy Score: 81/100 → 87/100. Improved throat control. Still needs work on gag reflex.
He moved down the line. Bubbly’s clown sisters were naturally gifted — their theatrical moans and eager swallowing made for excellent entertainment. One flexible little acrobat took him balls-deep while doing a standing split, her cunt visibly clenching in the air as she choked happily.
Nami watched with dark fascination, occasionally noting numbers in her ledger. “That one’s throat is worth at least 800,000 beri on the underground market. The flexible clown… maybe 1.2 million if we brand her properly.”
Next came “Ass-Up Yoga.”
Morgana led the stretches with military precision while Eros and a few chosen sissies provided… motivation.
“Downward Slut. Hold.” Morgana snapped.
Forty asses rose high into the air, cheeks spread, holes winking in the morning light. Eros walked behind them, occasionally slapping a jiggling cheek or shoving his cock into an unprepared hole without warning.
A former Alvida pirate — now a thick-thighed, tattooed beauty — yelped as he buried himself to the hilt in her ass.
“Too tight? Good. Clench harder. I want to feel that greedy ring milking me.”
He fucked her in short, punishing thrusts while she tried to maintain the pose, legs trembling. Every time her back dipped, Bubbly’s crop came down on her fat ass with a sharp crack.
“Posture, bitch! Master doesn’t fuck sloppy backs!” the clown sang.
Eros pulled out and moved to the next, then the next, using their holes like living onaholes while they held increasingly difficult positions. One particularly eager ex-Marine managed to balance in a full bridge while Eros pounded her cunt from above, her heavy tits flopping wildly against her own face.
“Catchphrase drill while you’re getting fucked,” Eros commanded. “Repeat after me.”
“Yes, Master! This pathetic sissy exists to warm your cock!” “Thank you for breaking my worthless man-body, Master!” “Please cum down this greedy cumdump throat~!”
The deck filled with a chorus of broken, breathy voices trying to recite their new identities while getting railed mercilessly. Some forgot lines and were punished by being denied orgasm, left edging desperately with fingers in their holes.
Nami had joined in more actively now. She sat on a cushion with one of the prettier clown sissies between her thighs, getting her pussy eaten while she critiqued the training.
“That one’s moans are too masculine still. Fix it. And make them all practice walking in heels later — I want them mincing like proper whores when we dock.”
The final drill of the morning was “Makeup While Railed.”
Sissies were paired up. One on all fours getting fucked from behind by Eros or a designated “trainer” sissy with a strap-on, while the other applied perfect makeup despite the violent pounding.
Morgana took personal charge of a group of five. She rode a thick strap-on dildo mounted on a barrel, barking orders while her massive tits bounced.
“Eyeliner straight! No, you useless slut — wing it properly! Master likes his toys looking expensive!”
Eros claimed Bubbly for himself. He had the clown sissy bent over a treasure chest, pounding her famous ass while she tried to apply bright red lipstick to a trembling ex-pirate’s lips.
“Hold still, sister~! Aaahn—! Master’s cock is rearranging my guts but your lips still need to be perfect— glk—!”
Bubbly’s bells jingled wildly with every thrust. Eros reached around and pinched her swollen clit, making her squeal and smear lipstick across the other sissy’s cheek.
“Again. Do it right or I’ll fuck your throat until you can’t speak for a week.”
By the end of the session, most of the sissies looked like high-class courtesans — even while cum leaked down their thighs and their legs shook from endless orgasms.
As the sun climbed higher, Eros gathered them all in the center of the deck for the reward.
“You’ve done well for day one,” he announced, voice carrying across the fleet. “Now you get to worship.”
The orgy that followed was pure, beautiful chaos.
Eros sat on his throne once more as waves of sissies crawled to him. He took them in groups — three mouths on his cock and balls, two more sucking his nipples, others grinding their wet cunts against his thighs. Morgana and Bubbly earned prime positions, riding his cock in turns while the rest formed a writhing, moaning carpet of feminine flesh around them.
Nami watched from above, fingering herself lazily while directing which sissies got sold versus kept.
The air filled with wet slapping sounds, desperate moans, and the constant chorus of slutty catchphrases.
“Thank you for the cum, Master!” “This sissy’s holes belong to you!” “Please rate this worthless cumdump!”
Eros lost track of how many loads he pumped into eager throats and overflowing cunts. Pink-tinted seed painted faces, dripped from stretched holes, and pooled on the deck. Sissies who couldn’t reach him fucked each other frantically, recreating the positions they’d learned.
At the peak, Eros triggered a wider aura pulse. Every sissy on all three ships came simultaneously — a symphony of broken screams echoing across the lagoon as their minds melted a little deeper into blissful submission.
When it finally ended, the deck was a sticky, cum-drenched wreck. Sissies lay in heaps, gently licking each other clean with soft, loving tongues.
Eros stroked Morgana’s hair as she rested her head on his thigh, cum still leaking from her well-used holes.
“Tomorrow we do it again. Harder. By the time we reach the Straw Hats, every Beta Sissy on this ship will be a perfectly trained cock slave.”
Nami sauntered over, still flushed from her own orgasms, and dropped a heavy pouch of beri into his lap.
“Training’s expensive, but the return on investment is going to be filthy.” She leaned down and kissed him possessively. “Just make sure you save that rubber boy’s ass for me to watch. I want to see Monkey D. Luffy break personally.”
Eros laughed, low and dark, eyes glowing pink as he looked toward the horizon.
The East Blue was already theirs.
Soon the Grand Line would follow.
To Be Continued...