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Chapter 24 by smalldickryder smalldickryder

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Living the Life

The next day hits like a hangover wrapped in business casual. You wake up in Ava’s hotel room, ass still tender and leaking from last night’s ****, your new tits sore and bruised with hickeys. Adam slaps your ass and sends you off with fresh estradiol patches and a deep kiss. “Sell your conservative shit like a good little salesman, Kylie. Then come back and be my cumdump.”

You shower, tape your swollen nipples down, shove your tender clit into a fresh pair of lacy panties, and slip into your boring khakis and button-up. The convention floor is packed with vendors pushing flags, Bibles, gun accessories, and “traditional values” merch. You plaster on your best professional smile and work the booths hard, shaking hands with middle-aged conservatives while your budding A-cup tits strain against your chest binder and your plugged hole clenches with every step. You close three big deals before lunch bulk orders for custom embroidered “Don’t Tread on Me” gear and family-value apparel knowing this is the last in-person push before graduation season forces you into a full month of remote online sales only. Every handshake feels surreal. These people would lose their minds and their loads if they knew the eager salesman pitching them patriotic swag was secretly growing tits, leaking last night’s loads, and counting the hours until he could get fucked senseless again.

You push through the afternoon sessions, networking, smiling, lying through your teeth about family values while your phone buzzes with filthy texts from Ava.

By 6 PM you’ve hit your monthly quota early. One more day of this charade tomorrow, then it’s all Zoom calls and shipping boxes for the next thirty days. The contrast makes your clit throb in its lace prison the entire ride back up the elevator.

Ava is waiting when you get back to the room, already dressed to kill in tight black jeans and a sheer top. She inspects your body like property, peeling your work shirt off and groping your tender tits. “Good girl. Now we’re going out dirty.” She forces another thick injection of breast filler into each swollen mound, making them balloon even larger and rounder, easily pushing full B-cups that jiggle heavily with every breath. Your nipples are obscenely puffy and sensitive. She dresses you in a slutty club outfit under a long coat: micro skirt, fishnets, crop top that barely contains your new rack, full makeup, and a long blonde wig.This night is pure chaos from the start. Ava has connected with a brand-new crew through some dark app: four hung, depraved guys looking for “eager sissies.” They meet you at a seedy bar near the convention center

Rico (tattooed Latino bull with a pierced cock), Jamal (massive Black bodybuilder),

Derek (sadistic redhead with a horse cock and zero mercy),

and their quiet-but-hung friend Tyler.

Within twenty minutes you’re doing shots and poppers at the table, Ava’s hand up your skirt fingering your hole while the guys openly grope your fat tits.

The night spirals fast. Poppers in the Uber. You end up at a private underground fetish party in an abandoned warehouse converted into a fuck den dim red lights, porn projected on massive walls, slings, crosses, and cum-stained mattresses everywhere. Clothes come off immediately. Ava shoves you to your knees in the center of the room.

“Show them what a married conservative salesman really is, Kylie.”

You do. Rico and Jamal pull out their massive cocks first. You greedily swallow Rico’s pierced dick while Jamal slaps your face with his thick Black meat, smearing precum across your makeup. Ava holds your head and forces you deeper until you’re gagging and drooling rivers. Derek yanks your skirt up and rams his horse cock straight into your lubed hole with one brutal thrust, no warmup. The stretch burns so good you scream around Rico’s cock. Tyler films it all on his phone, laughing.

The intensity ramps up fast. They rotate you like a cheap fucktoy. Jamal picks you up in a full nelson and bounces you on his massive cock while Rico forces his way into your throat. Your new tits bounce wildly, nipples pinched and twisted by whoever isn’t inside you. Ava straps on a thick dildo and joins in, double-penetrating your ass alongside Jamal at one point, stretching you to your absolute limit while you wail in overwhelmed pleasure. Cum starts flying early Rico paints your tits, Jamal fills your guts with the first massive load of the night.

They don’t let you rest.

Derek drags you to a sling, locks your wrists and ankles in, and proceeds to wreck you. He pounds your prostate so hard your uncaged clit spurts hands-free over and over, pathetic streams of sissy juice splattering your own swollen tits. Ava sits on your face, grinding her cock and balls across your tongue while making out with Tyler. The degradation is nonstop.“Tell them what you do during the day, whore,” Ava demands. Between gasps and moans you **** out, “I-I sell conservative flags and family values shit… while my tits grow and my ass stays stretched for cock…”

The guys roar with laughter and fuck you harder. Tyler finally takes his turn, surprisingly thick and vicious, **** you while he rails your sloppy hole. They run a train on you for what feels like hours.

At one point all four guys surround you on your knees a circle of cocks. You rotate between them, sucking, jerking, begging, covered in spit and cum. Ava fucks your throat while Derek and Jamal double-stuff your ass again, turning you into a mewling, cock-drunk wreck.

Your voice cracks into full Ava-Kylie slut mode, screaming filth. “Use me! Ruin this married sissy cunt! I’m just a conservative salesman with fat whore tits!” They oblige. Load after load pumps into your ass, down your throat, across your face and bouncing breasts. Someone shoves a fat plug in after the fifth creampie to keep it all inside. You’re a dripping, ruined mess when they finally pull you out of the sling. But they’re not done.Ava and the four bulls move you to a cum-soaked mattress. You ride Rico reverse cowgirl, your massive fake-looking tits bouncing obscenely while Jamal fucks your throat. Derek and Tyler take turns slapping your clit and tits red. Ava films close-ups of your gaping, cum-farting hole every time a cock pulls out. The orgasms blend together — prostate milking after prostate milking until you’re shaking and crying in overstimulation, yet still pushing back for more like the **** slut you are.

At the peak, they surround you again. All five cocks unload at once a bukkake that leaves you glazed like a donut, thick ropes covering your face, hair, tits, and tongue. You scoop and swallow what you can, moaning gratefully.

Hours later you collapse between Ava and Rico, body bruised, holes wrecked, tits aching, covered in drying cum. Ava kisses your messy forehead and whispers, “One more night after tomorrow’s sales grind, Kylie. Then we go home and figure out how to keep this going under your wife’s nose for a month.”You fall asleep leaking, marked, and happier than you’ve ever been already excited and craving the final night of freedom.

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