Turned Out — Part 2

Part 2: My First Client

a link to Part 1

[embed]Turned Out -Part 1 A multi part story, about failing your Mistress in bed and paying the price.medium.com

The profile went live instantly, categorized bluntly under “Shemale/Trans” with a barrage of filthy tags that laid me bare: “sissy,” “submissive whore,” “cum in mouth,” “deepthroat,” “anal,” “bareback,” “breeding,” “humiliation,” “chastity,” and more. The headline screamed across the screen in bold red letters: “Christy — Obedient Sissy Slut Receiving Privately — Available Tonight in-call available, or your hotel, home or a dark back alley.”

The status glowed bright green: Available Now. Rates were listed crystal clear: Oral $50, Anal $100, Both (oral + anal) $150, Full service Bare + $50 premium, other extras like fisting or filming on request. Specialties spelled out in humiliating detail: deepthroat with forced swallowing, mandatory cum swallowing, greedy anal, extreme verbal/physical humiliation, locked chastity teasing and denial. She even included my exact, emasculating measurements — fake silicon D-cups, fully smooth shaved feminine body, 4cm “clitty” permanently caged in tight metal and completely useless.

Messages poured in almost immediately, and the phone buzzed incessantly — texts, calls, bookings. Mistress sat on the couch in her sheer black lingerie, legs crossed, scrolling through them with a wicked grin. “Look at this, Christy,” she said, holding the screen up so I could see the flood of filthy requests. “Just went live ten minutes ago and I already have appointments lined up for the entire evening and night. My little sissy whore is in demand. Men can smell a desperate, broken fuck toy from miles away.”

I should feel pure fear. This is really happening — strangers are going to pay to rape my holes while she profits. Part of me is screaming to beg her to stop, to delete the ad, to unlock me and let me run. But the cage is throbbing so hard it hurts, leaking strings of sissy juice down my thighs just from hearing how wanted I am as a whore. I’m disgusted with myself. I’m proud in the most fucked-up way. She’s turned me into something men will pay for. That means I’m valuable now… right?

The first client arrived right on time at 9 PM — a towering, rough-looking brute in his mid-40s, built like a lifelong construction worker with broad shoulders, thick arms veined from labor, a dense salt-and-pepper beard, calloused hands that looked like they could crush me, and a faint smell of sweat, beer, and cigarettes clinging to him. Mistress greeted him at the door with a sultry smile, her lingerie leaving absolutely nothing to the imagination — nipples rock-hard and visible. She led him in and presented me like I was an object on display, spinning me around so he could see the dress riding up my ass, the cage dangling, the plug peeking.

“This is Christy, my personal trained sissy whore,” she said smoothly, voice professional yet dripping with ownership. “Mouth fifty dollars, pussy a hundred, both hundred fifty, bare full service a fifty extra, she craves feeling full and bloated. Mandatory cleanup duty after every load.“

He didn’t haggle once. Just grinned wide, peeled off two hundred in cash from a fat roll, and stuffed them casually into Mistress’s waiting hand.

I staggered upstairs into the bedroom ahead of him, those sky-high stripper heels making me wobble like some cheap, blackout-drunk hooker fresh off a bad night. I shut the door with a quiet click, catching one final smirk from Mistress just before it closed. This room — once our sweet little vanilla sanctuary — was now turned into nothing more than a filthy whore’s working place.

Without saying a word, he shoved me face-first onto the tangled sheets that still reeked of her cunt and perfume, slammed my head into the pillow to muffle any noise, and ripped that fat, jeweled plug straight out of my ass with a disgusting, sloppy pop that rang in my ears like pure humiliation. I couldn’t help it — I let out this pathetic, high-pitched whine, sounding exactly like a desperate bitch begging to be bred.

He snatched the lube bottle off the nightstand — Mistress had laid everything out nice and neat for him: tissues, cuffs for wrists and ankles, a gag to pry my mouth wide open, a whole lineup of thick dildos and plugs, coils of rough bondage rope, and some chilled water and soda to keep the party going. He twisted the cap off like he owned the place, squirted a fat, cold glob right onto my gaping hole, then jammed his thumb in hard, grinding it around, digging deep to check how loose and ready I’d become from all her brutal training.

“Already loose and ready,” he muttered, voice gravelly. “Your Mistress trained you good, didn’t she?”

No warm-up, no mercy — just his girthy, veiny cock, already rock-hard and leaking precum, slamming raw into my pussy in one savage, splitting thrust that buried him to the hilt. I screamed muffled into the mattress as he bottomed out brutally, my walls clenching involuntarily around the invasion, tearing past any resistance. He gripped my hips with bruising force, pulling me back onto him as he pounded with relentless animal rhythm — long, deep strokes alternating with short, punishing jabs, his heavy balls slapping rhythmically against my swollen caged clitty with every impact, sending jolts of denied agony radiating through my core.

This is irreversible now — he’s using me like a toy. Just a hole…I feel so small, so emasculated. Yet there’s this euphoric surrender washing over me. I’m not a man anymore. I’m her whore… I have to make her proud. She said it herself — Become her flawless, perfect whore.

Without me realizing it, Mistress had slipped into the room and sprawled back in the armchair opposite us, thighs splayed shamelessly wide, her fingers gliding in lazy, wet circles over her swollen, dripping cunt. Her breathing grew ragged as she watched, eyes hooded with lust.

“That’s it,” she purred, voice low and dripping with heat. “Fuck my little sissy whore harder. That pathetic, locked-up clitty of hers could never fill me the way you do — so tiny, so soft, so laughably premature. Show her what a real man’s cock feels like. Stretch that greedy sissy hole until it’s gaping and ruined for the next paying bull who wants to use it.”

He growled in agreement, speeding up, sweat dripping from his brow onto my back as he leaned over me, one hand reaching around to slap my cage repeatedly — hard, stinging smacks that made my shriveled nub sting and leak more. “Pathetic little thing,” he laughed. “No wonder you’re pimped it out.” He hammered deeper, hitting spots that made my vision blur, my fake tits scraping against the sheets, until he finally roared and bred me deep and savage — thick rope after hot rope flooding my guts in powerful spurts, so much it felt like I was bloating instantly, excess cum already squirting out around his shaft with every withdraw.

He yanked his cock out of my ruined hole with a wet pop, flipped me onto my back like a used fuck doll, and swung a leg over to straddle my chest. Before I could catch my breath, he gripped my hair and shoved his slick coated shaft balls-deep down my throat for the mandatory cleanup.

I gagged hard, eyes streaming tears, choking on the filthy cocktail of my own cunt cream, his hot cum, and the raw taste of my stretched sissy hole. My throat spasmed around his thickness as he brutally face-fucked me — both hands locking my head in place, hips slamming forward until my nose was smashed into his sweaty pubes and I couldn’t breathe. He didn’t stop until I’d milked and swallowed every last drop, leaving me coughing, drooling, and gasping for air like the broken whore I was.

It burns everywhere — my ass pussy torn and throbbing like fire, my throat scraped raw like sandpaper from the brutal intrusion — but the cage is pulsing wildly like it’s desperately trying to burst free and cum. Hearing her praise his superior cock over my worthless nub… it’s utterly soul-destroying, crushing the last illusions of my manhood into dust. I’m absolutely nothing next to a real man like him. Just a set of holes for rent. And fuck, that brutal realization makes me clench involuntarily around the fresh cum still sloshing inside me, milking out more leaks from my cage. I hate how profoundly I need this constant, paid proof of my total failure as a male.

“Best sissy slut I’ve ever paid for,” he growled, voice rough with satisfaction. “That greedy hole is fucking magic. I’ll be back soon to wreck it again.”

Then he was gone, she told me to, “clean-up, make myself presentable for the next and those after, the night was still young”.

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