01

Caught Pink and Dripping

Stiles stretched lazily on the tiny bed in her cramped one-room apartment, the morning light filtering through the thin curtains. At 25, she was a walking wet dream. Her skin was porcelain white, smooth as silk, her full pink lips always curved in a teasing smile. Her body was pure sin—massive, heavy tits that strained against any top she wore, a tiny waist, and a fat, juicy ass that jiggled with every step. Between her thick thighs sat her favorite weapon: a puffy, pink, fat pussy that got wet at the slightest provocation.

She never worked a real job. Why would she? Men were easy. She’d slip into the sluttiest outfits imaginable—tiny crop tops that barely covered her nipples, micro skirts that rode up to show the bottom of her ass cheeks, or sheer dresses with no panties—and flirt her way through life. One bat of her lashes, a little “accidental” flash, a whispered filthy promise, and wallets opened. Rent paid. Groceries delivered. Designer bags dropped at her door. She loved it. Loved being a shameless slut.

Today she chose a tiny white spaghetti-strap dress that clung to her curves like a second skin. The hem barely reached the bottom of her ass, and her massive tits threatened to spill out with every breath. No bra, no panties. Just the way she liked it. Her pink nipples poked visibly through the thin fabric.

She blew herself a kiss in the cracked mirror, grabbed her cheap purse, and headed out to the luxury mall downtown.

Meanwhile, across the city in a comfortable, neatly kept apartment, Derek Hale was getting ready for his shift. At 28, the tall, muscled prison guard was the kind of handsome that made people stare—sharp jawline, big doe eyes, messy black hair, and a body carved from years of training. Broad shoulders, thick arms, a tight waist, and powerful thighs. He was kind-hearted, a bit shy, and took his job seriously at the women’s correctional facility. He treated the inmates with respect, even when they didn’t deserve it. Most days he kept to himself, blushing when female guards or inmates got too bold with their comments.

He adjusted his uniform in the mirror, grabbed his keys, and headed out, completely unaware that his quiet day was about to get very, very complicated.

Stiles sauntered through the high-end store, hips swaying, drawing every eye in the place. She picked up a ridiculously phallic-shaped luxury deodorant, smirking at how much it looked like a thick cock. She slipped a fancy lipstick into her palm, then grabbed a vibrating toothbrush from the beauty section. Glancing around, she made sure no one was watching too closely.

With practiced ease, she lifted the front of her tiny dress, spread her legs slightly, and pushed the items one by one into her already dripping pink pussy. The fat, puffy lips swallowed them greedily. First the toothbrush, then the lipstick, and finally the thick deodorant. Her walls clenched around the intrusions, juices leaking down her inner thighs. She bit her pink lip hard, trying not to moan out loud as the vibrations from the toothbrush (accidentally switched on) buzzed against her sensitive spots.

“Fuck… so full…” she whispered to herself, face flushed with pleasure. Her pussy was literally drooling now, slick coating her thighs.

She tried to walk normally toward the exit, but every step made the objects shift inside her, rubbing her clit from the inside. A tiny whimper escaped her lips. She was so close to cumming right there in the store.

The alarm blared the second she stepped past the sensors.

Security rushed over. Hands grabbed her arms. “Ma’am, we need to check you.”

Stiles just giggled sluttily, not even trying to deny it. “Oops~ Did I forget to pay?”

The staff called the police immediately. They found nothing in her purse, but the metal detectors had gone off. When they threatened a full search, Stiles just smirked and spread her legs a little. “You sure you wanna do that here, boys?”

The cops arrived fast. They took her straight to the female prison, her tiny dress riding up the entire ride, flashing her leaking pussy to anyone who looked.

At the intake room of the women’s prison, the stern female warden stood with her arms crossed, glaring at Stiles.

“Look at you, you disgusting little whore. Shoplifting by stuffing shit up your nasty cunt? Have some shame.”

Stiles just smiled sweetly, batting her lashes. “Mmm, but it felt so good, Warden. My pussy was so hungry for those thick things~”

The male prison guards lining the room were stunned silent. They had never seen a prisoner like her. Her white skin glowed under the harsh lights, her massive tits heaving in that slutty dress, ass barely covered, thighs shiny with her own juices. Stiles looked at each of them and gave a slow, filthy smile, licking her pink lips.

One guard muttered, “Holy fuck…”

The warden snapped, “Enough gawking! All of you out except the new guy. Derek! Get in here.”

The other guards reluctantly left, shooting hungry glances back at Stiles.

Derek walked in, still adjusting his belt. The moment his eyes landed on Stiles, he froze. She was breathtaking. And dressed like pure sex. His cheeks flushed instantly.

The warden pointed at Stiles. “This is the new admission. Name’s Stiles. Caught shoplifting by hiding the items inside her filthy pussy. Derek, you’re on cavity search duty. Take those things out of her.”

Stiles’s eyes lit up when she saw the tall, handsome, muscled guard. She smiled so sluttily, voice dripping with honey and filth. “Hi there, big boy~ You’re gonna search my little pussy? How lucky am I…”

Derek’s breath hitched. “I… uh…”

“Get on with it,” the warden barked.

Stiles didn’t wait for instructions. She lifted the tiny dress up to her waist, revealing her completely bare, puffy pink pussy. It was glistening, swollen, and visibly leaking. She spread her legs wide, balancing on the exam table, giving him a perfect view. “Come and get them, Officer~ My cunt’s so wet for you already.”

Derek gasped, eyes wide. His cock twitched hard in his pants. “Oh my god…”

The warden sneered, “What a pathetic slut. Legs open like a cheap whore.”

Derek’s hands were shaking as he leaned down. He gently parted her fat, dripping pussy lips with his fingers. They instantly got soaked in her slippery juices. The vibrating toothbrush was right there, buzzing away. He pulled it out slowly, strings of her cream stretching between her pussy and the object.

Stiles moaned loudly, head tilting back. “Ahhh~ Yes… pull it out of my slutty hole… Feels so good when you touch me…”

Her pussy clenched and gushed as the toothbrush came free.

Next was the thick, dick-shaped deodorant. Derek’s fingers slipped around it, coated in her arousal. He tugged it out inch by inch while Stiles whimpered and moaned like a p*rnstar.

“Mmm fuck… That one was stretching my pussy so nice… You like how wet I am, Officer Derek? Bet your cock is getting hard watching my cunt drip for you~”

Derek’s face was burning red. He was painfully hard, his uniform doing a poor job of hiding the bulge.

The warden slapped Stiles’s ass hard. “Shut your filthy mouth, you cum-dump.”

Only the lipstick remained, pushed deep inside. Derek had to slide two fingers deep into her tight, soaking heat to reach it. The moment he did, Stiles’s pussy clamped down hard around his fingers, trapping them inside.

Derek gasped, voice strained. “Miss… please loosen up… I can’t get it out if you keep squeezing like that…”

Stiles giggled breathlessly, rolling her hips so his fingers rubbed her walls. “But it feels so fucking good, Derek… Your fingers are so thick and long… My greedy pussy doesn’t want to let go. Don’t you like being inside my wet little cunt? Come on, finger-fuck me a little before you take it out~ I’m such a dirty slut for you already…”

The warden growled and slapped Stiles’s fat ass again, the sound echoing. “Loosen up, you whore!”

Stiles finally relaxed with a pout. Derek quickly pulled the lipstick out, followed by his drenched fingers. Thick strings of her pussy juice connected them to her gaping hole for a second before breaking.

Derek stepped back, breathing hard, his cock throbbing visibly. He couldn’t stop staring at her flushed, dripping pussy.

The warden tossed a standard prison uniform at Stiles—baggy gray top and pants that covered everything completely. “Change. Now.”

Stiles stood up and stripped right there without hesitation, peeling off the tiny dress. Her massive tits bounced free, pink nipples hard. Her fat ass jiggled as she bent over to step out of the dress. Her pink pussy was still swollen and leaking down her thighs. She made a show of it, turning slowly so Derek could see every inch of her perfect slutty body.

Derek’s mouth went dry. He was stunned, completely overwhelmed by how gorgeous and shameless she was.

Once she was in the loose prison uniform, Stiles immediately complained, tugging at the fabric. “Ugh, this is so ugly and baggy… I like tiny clothes that show off my big tits, my fat ass, and my pretty pink pussy. How am I supposed to tease anyone in this sack?”

The warden slapped her ass sharply again. “You’re here to serve time, not whore around. Derek, take her to her cell.”

Derek nodded, still flushed. “Y-yes, ma’am.”

As they walked down the corridor, Stiles stayed close, brushing her body against his arm deliberately. Her hand “accidentally” grazed his thigh, then higher, brushing against the hard bulge in his pants.

“You’re so tall and strong, Derek… I bet you have a huge cock hiding in there,” she purred, voice low and filthy. “My pussy is still dripping from your fingers. Want to come visit me later and finish what you started? I’ll let you fuck me raw through the bars if you want… I’m such a cock-hungry slut. I’ll moan your name so loud the whole block hears how good you stretch my fat cunt~”

Derek’s ears turned red. He tried to stay professional, but his voice came out shaky. “Miss Stiles… please… I’m just doing my job.”

She giggled and pressed her heavy tits against his arm. “Mmm, shy boy… That makes me want you even more. I love breaking kind guys like you. Bet you’ve never had a pussy as tight and wet as mine. Come on, Officer… just one little touch. I promise I’ll make it worth it.”

They reached her cell. Stiles stepped inside, then turned and blew him a kiss, licking her lips. “Sweet dreams, Derek. Think about my dripping pussy tonight when you’re stroking that big cock in your nice apartment~ I’ll be here fingering myself thinking about your fingers inside me.”

Derek swallowed hard, locked the cell door with trembling hands, and walked away, heart pounding and cock still painfully hard.

Stiles laughed softly to herself, already planning how she was going to ruin the shy, handsome guard.

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