Chapter 22
by InDepth
Persue your new love? Or have some fucking dignity?
Persue Your New Love.
Dignity? Hahaha! Don't make me laugh. You had a new crush, and she likes you too. Go get her tiger.
"Awww sorry hun, I should have told you..." The velvety voice of Alyson snaked through your ear and into your thoughts. "I should have warned you... But every time that little cock of yours sissygasms before the one fucking you does, your cage adds an extra anal **** requirement... Hahahaha!!! Back to 67 bitch! You're never getting out of it sissy, you're staying locked in it forever with only the release of sissygasms, as a good Sissyslut should. You'd better get used to cumming through your ass, this is your life now."
You didn't care. If this is how you spent your life with Katie then maybe that was the way it should be. You are a sissyslut after all, your place is here having sissygasms while your love gets pleased by a real cock. .... Wait... what were you saying... That's... That's not right.. You.. were trying to beat the game.. get back to a normal life, go to bars and get girls....
Even in your head picturing the scenario, you were the pretty girl at the bar about to get railed by some dumb jock. You tried to shake the image, some last echo of your old self trying desperately not to fade away entirely. But the image only developed to him bending you over to bar and fucking you under your skirt while the rest of the bar cheersed their beers and sang.
The image faded, but not because of your tattered hope of manhood, but because the scene came to life. There was a crowd, and there was a very big cock in your ass. And it was beginning to move.
"Hahaha!" Laughed Alyson as she slowly lifted you with her cock, till your feet swung just above the ground. "What a fuck! I think these two little cocksleeve lovebirds deserve each other."
She walked you over toward Katie and the Bull, each step sending a jolt through your ass up along the cock buried in there, your legs swinging as she walked.
The man with the giant cock and your new love impaled on it stood too, surprising the recovering Katie as she was lifted off the ground. "I think they deserve a little kiss, don't you?" Alyson chirped with a sly grin. The bull grunted, sending a shiver through the suspended Katie.
She looks at you cheeks red as strawberries, her eyes wild with lust and bashful with shame. "This is a lot more than I expected." She admits sheepishly, her beautiful features messy and wild, her tits still perfect in the light, jiggling slightly and she tried to push herself up with her hands on his V-line, shuffling for a better position on the ridiculously large cock that impaled her. "I think I love you." You blurt out without even knowing the words were coming. "Hahahaha!" Alyson laughed a hearty laugh that shuddered all the way through your body, and many of the crowd joined her. Even Katie giggled at you with her hand over her mouth, her pretty eyes sparkling at you.
"Get your kiss in before I change my mind." Alyson glowered.
And before you could think Katie had wrapped her arms around your neck and planted the softest, most wondrous kiss on you as you returned with surprising courage as her weight pushed you down on Alysons cock, and Katie slipped a little way up her masters pole.
The tender moment was then ripped apart as Alison yelled "Times up! Back to the fucking!!" The crowd cheered and you two were ripped from each others grasp. "Turn around with her there man meat, let the crowd get a little bit of the action, I was my sissy here watching her legs stick out while she's railed."
You moan with pleasure at the intense humiliation, the whole crowd was watching your love get fucked, but you didn't get to think about it as Alysons cock began to do its work. It was too much, your ass was ruined, you wanted to bask in the ecstasy of the cuckolding alone, but your Mistress had full balls and a bone to pick.
The next hour was wild. You don't know how you lasted without blacking out... Well, at least not for more than 10 seconds at a time. Through Alysons relentless ramming, you came several times. At first you couldn't understand how you were still cumming, but you began to realize that Alysons futa pre-cum has some pretty magical effects, rejuvenating your sex drive and putting it into 5th gear. It also played with your mind, and the more you got, the deeper you slipped into the sissy hypnosis and orgasmic state. You began to feel like the orgasms never ended, your body just riding bigger and bigger waves of it, until the only way to notice the actual orgasm was the subtle "Ding" sound every time your chastity cage added a number, condemning your fate to being a cockless loser further and further with each bone rattling sissygasm.
Katie was doing better, she was having way too much fun, when your goddess was kind enough to fuck you pointed in her direction, she was either being hammered against walls, paraded around the crowd in an impressive walk-n-fuck motion as she bounced her amazing tits, laughing and waving between her jack-hammer induced orgasms. The parts of your brain that worked were torn in conflict of **** jealousy and humiliation, and you had no idea if the jealousy was for her, or of the gorgeous cock she was riding on, as you knew the wild pleasures it was bringing her first hand.
At some point while you were convulsing on the ground in orgasm Alyson yelled to the crowd, "Who wants in??" And a number of warriors and futas from the village broke ranks and ran in to fight for the place offered. Causing Alyson to laugh hysterically as your ass got beat up in the fight and eventually penetrated by an enormous Gorilla-girl Futa standing at something over 10ft, with incredible tits and surprisingly attractive features. Not that you'd know as she plowed you into the ground like she was trying to plant a tree.
Even if you could look back to see which of the mammoth cocked people had taken you, you wouldn't have. Your eyes were fixed on Katie as she too, was passed around by the townsfolk. Warriors from the barracks had arrived, and tussled with the various thugs the had come to claim a fuck. You couldn't believe she wasn't torn apart by the shear size and number of cocks that used her, and you wouldn't have believed it either had the same thing not been currently happening to you.
The sun had crawled across the sky and touched the horizon by the time Alyson decided to bring this to a head.
She impaled you from behind, forcing bucket loads of cum out your ass. The cute and petite futa girl from before who grew the bulls cock reached out to grab yours. But instead of growing it, she gripped your balls firmly and lead you forward. Your weak legs gave out immediately, so Alyson lifted you once more with her cock, your toes tracing the ground as the futa girl led you by the balls to where Katie was riding another big black guardsman in cowgirl, her eyes vacant and her face stuck with a blissful smile. You were plopped down by the guards head, and getting up onto your elbows you came face to face with Katies perfect tits. Swaying as she grinded on the massive cock below. She looked down and her eyes met yours, and for a long moment, no recognition showed. Until finally she gently snapped out of it. "Oh you look a mess" she said with a dazed smile.
That was definitely true. Your perfect ass had been beaten to a pulp, your balls had been used as a punching bag by bigger, heavier balls for hours, and while your clothes were resistant to cum, there was so little of them left.
"You look amazing." You breathed. She smiled back at you, slowly grinding the long BBC she sat on.
"You do too." She said. Which, you somehow believed. Your sexy body looked like the ragged, round assed bimbos you used to jerk off too, with their makeup running with cum after a serious gangbang. Even with the little swaying, dripping cock cage between your legs. You knew you looked good.
"I think I could love you." She said. Racing your heart like a kid on their first kiss. Your gorgeous Katie with her flawless body, stunning blue eyes and kind, mischievous smile. Fuck Emily. You two could have a life.
"But he has to do the sex." She said with a cheeky smile, gesturing the approaching 8ft freight train of black muscle and cock that was her boyfriend.
You chuckled and cracked a small, pretty, cum covered smile. "Agreed."
"Alright lovebirds. Time to finish you off." Said Alyson, her cock still embedded between your pretty slut cheeks.
She looked at the black bull, who was standing over Katie with his massive cock ready. Had it grown more? You didn't want to think about it. Alyson gave the bull, and the one beneath Katie each a nod, and began to thrust.
Katie, her face inches from yours, suddenly looked nervous. "What? What's wrong?"
She didn't answer, just arched her back to receive the swollen, DEFINITELY bigger black cock of her lover in her ass. It had been ploughed many times that day already, but something was different. You pleaded with her to say as your panic began to grow, but she was too busy accepting the massive, veiny cock deep into her ass. She shivered violently and locked her eyes with you as you began to feel Alyson working all the nerves she really knew how to hit. Something really did feel different. There was an intensity to the air that there hadn't been before, and the crowd gathered closer.
Your futa queen began fucking you with more severity than you had felt before, and your vision immediately blurred. But your connection with Katie kept you from passing out. Your attention was too caught by the same potency of the hammering that was smashing into your new love from below and above, smashing her in the middle of the two monstrous black cocks that alternated rhythm inside her. Her eyes lost focus and you caught her cheek, supporting her head while she endured the landslide of power ramming her body.
Just then, you felt a movement below you as a gorgeous woman with pure pale breasts large and round crawled underneath you. Mesmerized by her beauty you were too stunned to speak, when she grinned a cheeky, stunning grin. "Hello there." She chirped. "H-hello-" You managed to stammer before she presses her cock underneath your Mistresses, and rams it inside of you. You saw stars and screamed in pain, but somehow your ass took it. But the pressure and pleasure some how doubled as your Alyson, her massive tan tits bouncing as she throws her head back and rams you with her toned body. Muscular arms pulling you into her while her monstrous, queensized ass, so firm and muscled does what its truly meant to and rams into you like an anvil.
Katie slipped out of her pleasure coma and came back to clarity, looking at you with foggy bliss and love. "Oh baby girl" She said looking lovingly into your eyes as the black men railed her holes. "You beautiful sissy I'm so glad you're here." "I'm here." You stammered as the massive futa cocks tear your ass apart. The intensity increased yet again and her eyes went wild. "Oh baby I can't take it, it's too much." She begged, hands clasping at your shreds of bikini chain mail. "They're so fucking big, my body's splitting in half."
You grabbed her hands, and her fingers interlocked with yours, gripping them for dear life as they shook with every thrust. You were screaming inside as the same problem destroyed your hole. "Hold on Katie you can make it."
"I want to, I want these big cocks to pound me till the sunrise." She screamed, clutching your "Cumdumpster" Choker as you both bounced toward each other. "You can do it Katie, you- you ca--- ahhhh fffUUUUUUUCCCKKKK!!" Any chance you had of helping her evaporated as your prostate overwhelmed your mind with pleasure, the pounding futa cocks and the bombshells attached to them were too much for you and your brain went blank as your stared into Katies eyes.
Not so long ago you dreamt of parties and girls, finding a cute gamer girlfriend and saving her from big bad men and monsters in your daytime fantasies. Now the fantasy was real, but your ass had a lot more Futa cock in it than you pictured, and your first true love was panting, screaming and laughing as the two biggest black men you had ever seen turned her holes to mineshafts. You couldn't save her if you wanted to. All you could go is gulp back the pre-cum bubbling up your throat, hold Katies hands and wiggle your sexy ass as the grinning, maddened futa tanks tore your ass to shreds.
And you couldn't be more happy.
Had you drawn your attention from your loves bouncing eyes and tits, and the cocks fucking all the way into your brain, you might have noticed the small notification that popped up in the bottom of your vision.
Achievement: Full Sissyfication. Well done sissy, you have completely lost yourself to cock and humiliation.
Effect: All semblance of self respect and being a man has finally left you, and your cage has locked permanently. You will never touch your cock again. But that will not stop you from cumming yourself into a stupor.
Prize: A brand new pair of delicious tits.
Enjoy your new life sissy.
"Help me, help me sissy help meee..... ooohhh god I'm gonna cum." screamed Katie as the pounding of the bulls entered an inhuman level of ****, speed and rhythm.
The Futas inside you matched the pace and pounded your insides to a pleasurable mash. It was as though their cocks were fucking all the way into your arms and brain as a level of hardcore ecstasy took control of your every limb and muscle.
Your poor swollen prostate seemed to expand rapidly, pinning the cocks against your walls and increasing the feeling tenfold. Your wild owner swinging her arm around like a cowboy flashing her tits to the whooping crown as she rode you into a new oblivion.
And as your cum spewing dicklet shrank even smaller than it started,your gorgeous chest swelled, snapping the rags of the chainmail bikini and setting free the most perfect tits in the whole orgy, swinging joyously below you as you bounced and bounced against the cocks behind you.
Seeing your gorgeous new tits and hearing your cries pushed Katie over the edge of an incredible waterfall as her eyes crossed and her head arched back to the sky as she came with the most powerful orgasm a human can experience.
And you took a last moment to appreciate the glorious sight of your beautiful Katie, whose hands you still held, ravaged, impaled and torn apart by the almighty cocks that now rammed simultaneously into her ass and pussy till their balls smashed for space against her ass trying to **** their way inside her as they dumped their enormous loads into your gorgeous girls ass, belly and cervix, and with the depth of her lovers cock, straight out her mouth.
You stared in utter disbelief and wonder for just a moment as cum from her mouth lands on your face and lips, before the futa below you, with glowing, steaming eyes grabbed your balls and crushed them in her fist as your wild cowboy mistress yelled: "GOOD LUCK CUMDUMPSTER!!!" And both hammering futas bludgeoned their balls together at the entrance of your ass and emptied their loads. Causing your eyes to cross, tongue to fly out and head to snap back like your lovers and sent cum flying out of your mouth. Cracking your mind, erasing your identity and opening the floodgates of an orgasm that would knock you out for three days.
Where Do You Wake Up?
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Sissyquest
The most humiliating action-adventure RPG you've ever been trapped in
You find yourself trapped in an embarrassing RPG, and the only way to escape is to play your way through it.
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Updated on Jun 5, 2025
by Panty smasher
Created on Mar 23, 2018
by Humiliatrix
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