When most sissies first feel the kiss of cold lube on their hungry fuckhole, go cross-eyed as they ride a cock, and undergo their first sissygasm, they know that their world has changed forever.
What many don’t know, however, is the feminized future that awaits them. While I’d advise you to go with the flow on your sissyfication journey, I know some of you greedy sluts are impatient.
From the bowels of my perverted mind, I created this choose-your-own porn adventure game for sissies. It’s volatile, fun, and as easy as your fuck hole is.
”Gangs of women, often swigging cheap alcohol, would gather and jeer at you, kicking your chastity cage and spitting on your exposed tits, all the while catching a peek at the cocks of their crushes.”
You choose a master, then scroll down to see the fate that awaits you. Each master determines your feminized future. Tread carefully because some of them are fucked up!
This isn’t for the faint-hearted, my darlings. But if you’re up for it, then prepare to play. Unsure? then take my infamous sissy test here to find out where you stand on the sissyfication spectrum.
Table of Contents
Isn’t it About Time You Settled Down, Sissy?
The foundations of your hyper-feminized journey were laid long ago. Now, few people can tell that you weren’t born a woman.
The only giveaway? The limp meat quivering between your legs. You forgot what a real orgasm was ages ago. Now, a prostate orgasm from a fat cock hammering your hole comes naturally.
But you’re so engrossed in sissy hypno porn that you can’t hold down a mainstream job, and neither do you fuckin’ want one. You were destined for whoredom, not the rat race.
Like a proper Bimbo, you go on the hunt for a successful man to take care of you in exchange for consensual free use of your holes like you’re some kind of Fleshlight on legs.
After months on sissy dating sites, you’ve narrowed your search down to six potential bachelors. However, some of your choices might not be as nice, sweet, and gentle as they seem.
1. Live on a Ranch With Dylan the Cowboy
His rock-hard abs send lightning bolts to your blue sissy balls, causing the chastity cage above to rattle. Dylan is fit, handsome, Alpha, and with a meaty outline piercing through his jeans.
Dylan has just celebrated his thirtieth birthday, yet he’s made for life. After inheriting his family’s rundown ranch, he renovated it himself and turned it into a multimillion-dollar business.
His main business? He exports expensive milk to hipsters and influencers around the world. It’s said to have health benefits and feminization properties, and people can’t get enough of it.
Dylan has a crush on you and dreams of bringing you to live on his sprawling range, surrounded by nature and being a partner in his business and the woman by his side. Think about it!
2. Take a Promotion From The Corporate Mysognist Boss Hank
You met 50-year-old Hank on Ashley Madison a few months ago. He was married for fifteen years, with a vile misogynistic personality, but damn, he sure fucked you good!
Hank has fallen in love with your ass pussy, and has promised you your own place inside the office/apartment complex he owns. To earn it, you just have to tend to his sexual needs. Deal?
3. Enjoy The Luxury Lifestyle of Wealthy Grandpa Clay’s Retirement Home Empire
You almost bawked when you saw this 70-year-old’s first message on Adult Friend Finder, but soon changed your mind when he proposed a week away in a 5 star resort.
Due to a successful empire of building a network of retirement homes, Clay has everything money can buy. But what he doesn’t have is an on-demand sissy hole to bury his cock in.
After many luxury dates and trips away with Clay, he’s decided he wants you to come on board full-time, promising you the fruits of a wealthy older man’s semi-retired years. Enticed?
4. Become the Live-In Housekeeper for Mandy, The Affluent MILF
You met Mandy through a mutual friend. She has a fascination for sissies and understands your dilemma of wanting a life fuelled by sex rather than one fuelled by work.
In my mid-fifties, Mandy is an ex-trophy wife who took her husband for everything he had and now lives an affluent life defined by excessive drinking and debauchery.
But what she doesn’t have is a feminine sidekick like you to join her in her wild lifestyle. She has a gorgeous guest house on the grounds of her luxury home with your name all over it.
5. Be the Interracial Lover of Cassius, a Successful Black CEO
The first time you shook Cassius’ hand, your knees went weak. Originally from Liberia and standing at 6’ 3”, he was the CEO of a thriving tech company and the definition of black power.
You fucked Cassius on the first date, and his mammoth BBC almost tore your hole in two. Still, you took it like a proper whore and managed to satisfy this black king until he bred you.
Cassius struggled to find open-minded sluts who were able to take his black cock balls deep, and he was keen to bring you deeper into his successful life as his sexual sidekick.
Now, The Porn Adventure Game Begins. Are You Ready to Meet Your Fate?
Oh, sissy. I hope you didn’t make your decision blinded by lust because some of these people aren’t what they seem. Now that you’ve chosen your master, keep reading to see your fate.
1. Dylan’s Milk Production
You dreamed of being a wealthy ranch owner’s sissy wife, but Dylan wasn’t clear about the future he had planned. The milk he exports? It was fresh from the balls of sissies like you.
Your new life consists of being strapped to a milking machine for 12 hours a day in a filthy barn, surrounded by other sissy livestock whom Dylan recruited.
At first, you thought you’d at least be able to converse with the like-minded sissies working around the clock in the milking bays around you, but that was a pipe dream.
Your prostates were hammered by industrial-grade cum-hunting sex machines that ensured the only noise that came out of your lips was feminized moans.
Demand for your sissy milk was booming worldwide. Luckily, your neglected balls were eager for the chance to serve a purpose again, and the steel bucket below you was in constant use.
As your balls drain, Dylan’s wallet gets fatter. Enjoy the milk factory, slut!
2. Hank’s Plan to Increase Productivity
Hank was no fool. He’d become aware that many of his employees were sneaking off to the toilets and taking unofficial breaks watching porn on their phones and masturbating.
It had to stop. Hank gave you your own apartment in his office block as promised, but it came with a catch.
A recent staff meeting informed employees that a button had been fitted to their desks. When pressed, they’d have their dicks serviced within three minutes. Guess who would be servicing?
For twelve hours a day, you lived in a subterranean world beneath the network of office desks. When a red light appeared, you’d crawl like a whore, unzip the worker’s pants, and get to work.
It was non-stop, but it’s a job you adore passionately. You consume so much cum that the smell oozes from your pores, and you couldn’t be happier.
When the shift is over, you retire to your apartment, play games, work out to maintain your porn-grade body, and let Hank come and use you like a sex toy before going home to his wife.
In the unpaid lunch hours, workers can do what they like. But you take your break in the work toilets where employees seize the chance to breed your ass pussy to give your mouth a rest.
3. Grandpa Clay’s Secret is Uncovered
It all went well at first. You couldn’t get enough of jetting around Europe with Clay as he checked up on his retirement home empire and tanned his body at luxury resorts.
But one day, everything became clear. At a secluded retirement home in Germany’s Black Forest region, Clay introduced you to the secret of his business model.
In a dedicated hall at the back of the retirement home, a cock-drunk sissy was being mercilessly fucked by a long line of geriatric cocks hammering her holes.
‘’Run…’’ she mouthed to you before a wrinkled German cock filled it. Clay charged a premium fee and provided a matching sexual service and a constant supply of little blue pills.
Your choice was made clear. You can either leave and give up your extravagant life at Clay’s side or spend two weeks serving at the retirement home and two weeks at a luxury resort.
It didn’t take long for you to make up your mind. Dressed like a cheap whore, you never fail to cause these geriatric dicks to roar into action. They might be old, but they can still fuck.
At the end of each shift, your stockings are drenched in old men’s cum, and your body is a mess of sex juices. You count down the days until the rotation when you can rejoin Clay’s side.
Each month, as you clock off and indulge in your two weeks of luxury at an opulent resort, the pool water flooding your gaping sissy asshole reminds you that work is always near.
4. Mandy is a Demanding ex-Trophy Wife
Living with Mandy was easy to begin with and consisted of keeping her company as she sunk bottles of wine, cleaning up the house, and ensuring her outfits were ready for her many parties.
You were quite content in your own private guest house until you realized the contract read Mandy had a key and what your cleanup duties were to involve.
Quite often, Mandy would return from one of her late-night parties drunk and with her bolt-on tits half hanging out. Bursting into your room, she would demand that her heavily-used holes be cleaned.
You take your place under a Queening Stool and get to work. You never truly know where she is been, but what is guaranteed is that her holes will be pumped with copious amounts of cum.
Her personal driver slyly told you that Mandy likes to get drunk, cast aside her wealthy lifestyle, and offer her bareback pussy to men on the street in the bad part of town as it makes her feel ”alive”.
Other times, she will arrange a party and call upon men aged 18 to 21 to line up and breed her. As you tongue her battered fuck holes, you’re reminded of the cum pouring out of your ass pussy.
As the only sissy working at Mandy’s sprawling home, you and your whore body became the center of attention for the other male staff and didn’t hesitate to indulge in sordid affairs with many of them.
5. Cassius Gives Back to His Community
As you began your new life with Cassius, you learned more about his life. After escaping the Liberian Civil War and reaching the West, he grew up in a mostly black and poverty-stricken area of the city
Rather than falling into crime as many others did, Cassius educated himself to become the CEO of a major company. Yet he never forgot his roots and always gave something back to the community.
What better gift to give than an alluring sissy with a willing fuck hole like you? The days with Cassius were divine, and you took advantage of everything his high-flying and luxurious life offered.
But through the week, you wouldn’t share a bed with Cassius. With your consent, he would take you into the ghetto where he grew up, tie you up, and leave you to be a free-use hole for people to use.
You knew it was the right thing to do. You were fighting societal injustice. With your mouth prized open by a blowjob gag and your puckered hole hungry for dick, it was always a busy night.
By the end of each round, you’d watch the sun rise over dilapidated houses as your shaking body hovered above a pool of men’s cum oozing from you and pooling on the cracked pavement below.
Gangs of women, often swigging cheap alcohol, would gather and jeer at you, kicking your chastity cage and spitting on your exposed tits, all the while catching a peek at the cocks of their crushes.
It was hard, and some nights saw you pushed to the brink. But the loving look of pride in Cassius’ eyes when he’d pick you up and take you home made it all worth it.
So, Did You Make The Right Choice?
I told you to think clearly, sissy! Whatever your fate was, I hope you made the right choice for your feminized future. Let me know in the comments below!
Disclaimer: This choose-your-own porn adventure game is completely fictional and for entertainment purposes only and is not meant to be taken seriously.
I chose Grandpa Clay…. I think I chose well😉