Daddy's Little Sin

Ruby

“How long are you planning to stay?” Dean asked, his sharp eyes scanning me with open curiosity.

Dean DeLaurentis. My stepfather for one chaotic year when I was nine. One of the many men my mother, Loretta, had cycled through. Out of all of them, he was the only one who never fully disappeared from my life. I saw him once a year for a weekend every year after they divorced. In order to get out—in order to leave—I knew I needed one thing.

After all, money ruled the world.

“Just a few weeks,” I lied, watching the way he moved—confident, controlled, predatory even when doing something as simple as grabbing my bag off my shoulder. “I’m really excited to be on my own. Loretta’s already on husband number five.”

Dean let out a low huff of amusement. “Your mother is… a unique woman.”

He was always so careful not to badmouth her in front of me. Just once, I wished he’d say what he really thought. Loretta wasn’t a good mother. I could tell him what she’d been doing to me… if I did, well, he’d never go for my elaborate plan. I’d managed to get myself here without asking for a dime. Not like any of that was my doing.

“I made up the guest room for you. Didn’t have much notice,” he added, clearing his throat.

My gaze drifted to the table set for two, then landed on the slender blonde sitting there, eyes narrowed at me like I was an intruder.

“If I’m interrupting, I can get a hotel,” I said tightly. Of course he had some whore here.

“Lindsay was just leaving.” Dean’s voice was cold as he sliced a look at the woman. “When my daughter comes to visit, my date doesn’t spend the night.”

Daughter. The word made my teeth grind. I didn’t want him to see me as his daughter. That would ruin everything. If I was his daughter, he’d never want to make a deal.

“Sure,” I said with a sweet smile. “I’ll just get changed. I’m dying to get this bra off anyway.”

I slipped into the guest room and quickly changed into the skimpy purple pajama set I’d bought just for him. The silky fabric barely covered my ass, and the top pushed my breasts up high, making them look full and perky against my pale skin. The saleswoman had promised any man would turn to putty. I hoped she was right.

I’d spent weeks studying the kind of women Dean liked—confident, bold, unafraid to show skin. Over the years, during the occasional weekends I stayed with him, I’d never seen them. The gossip articles. That’s when I read about the kind of deals he would make. The same kind of deals Loretta forced me to fulfill.

Everything except the pussy. That was her rule for the filthy animals that came into my room the second I turned eighteen. Last weekend. That was the last time it was ever happening.

I let my sleek brown hair—freshly highlighted—fall over my shoulders, gave myself one last look in the mirror, and slipped on a short black robe to cover up just enough. Then I stepped out with all the confidence I could fake. Dean could take one look at me and tell me to stop. He probably would.

Dean was on the phone near the kitchen island. “No, reschedule my meetings tomorrow. Unexpected family stopped by—” His words died the second his eyes landed on me. The robe only covered down to mid-thigh, leaving my long legs bare.

“What the hell are you wearing?” he bit out, voice low and rough with annoyance. But I didn’t miss the way his gaze lingered on my bare skin, his jaw ticking.

“Pajamas,” I answered innocently, raising an eyebrow.

He barked something into the phone about not caring who he pissed off and slammed it down on the counter. “You wear shit like that at home?”

“No. These are special.” I took a slow step closer. “Just for you, Daddy.”

His eyes snapped to mine, narrowing dangerously.

I didn’t waste any more time. “I’ve seen the rumors. Know about the little club you run where women leave with lots of money all for a little fuck.” I said the words like they were casual. Like I’d been around the block a time or two.

Dean’s expression darkened. “How I spend my billions isn’t your concern. Especially not when I’m paying for your college tuition.”

“I know. And that brings me to my own deal.” I licked my lips slowly, letting my eyes flick over his broad chest. “I don’t want to live in a dorm. I want my own place near campus. But I’ll need money for that… and other things.”

I let the words hang for a second before delivering the real reason I was here. I examined Dean’s hard expression. His hand was wrapped around the glass so tightly his knuckles were white. I took a deep breath and took a step forward, letting my hand rest on his chest.

“Come on, you were only my daddy for a year, Dean. Besides, you can have fun ruining me until I have to go off to college.”

The silence was deafening.

“Following in your mother’s footsteps already?” His voice had dropped into something darker, rougher. He cracked his neck slowly. “You’re barely eighteen. I’m in my thirties, Ruby.” He hissed, narrowing his eyes. “Used to fuck your mother before her pussy was blown to shit. You like to fuck all those horny high school boys?”

This was my opportunity to tell him. Right now I could tell him I was a virgin. He was already so hesitant.

“I promise, I’ve got a tight little pussy for you to fuck, Daddy,” I whispered.

Then I let the black robe drop to the floor, revealing the tiny purple pajama set underneath.

Dean let out a low, guttural growl. His brown eyes darkened until they were almost black.

“I’ve wanted you to have me for years,” I breathed. “Might as well make a little money while you take me.”

I dropped to my knees in front of him and heard Dean let out a throaty growl. His hands moved, not to stop me, just to grip onto the counter.

“Ruby…” He breathed out, dark eyes on me while I worked his pants free. This was something I knew how to do. “You said you needed a place to stay.” He hissed. I shoved his pants down in one swift movement. I watched as his thick, veiny member popped out, and it took everything for me not to shriek at the size of it.

“Are you going to stop me, Daddy?” I breathed, hearing him give a low hiss. Dean gathered my hair.

“Shut the fuck up and suck. If you can suck a cock, I’ll take my little girl upstairs for a test run. If that little pussy isn’t blown to shit, I might consider a deal.”

I opened my mouth and Dean shoved his cock in with one swift motion. He was so big I gagged when he hit the back of my throat.

“Uh yeah…” He slowly pushed in deeper and I opened my throat. “Fuck, you’ve done this before.” He growled. Dean fucked my face, his grunts only getting louder before he quickly pulled out.

My breathing hitched as his hand wrapped around the root of my hair and pulled, bringing me to my feet.

“Rules—call me Daddy when I’m fucking this tight little cunt.” Dean’s hot breath skated across my face. “You’re asking to get fucked like a whore, so that’s what you’ll get. Go up to the bedroom.” He let his eyes flick down my outfit. “Naked. I’m not bothering with foreplay. Whores don’t get foreplay.”

He grabbed my face harder, leaning down until his breath ghosted over my lips. “Any position you want me in?”

My heart hammered against my ribs. “Face down… ass up,” he whispered.

He pressed two fingers to my lips, then released me.

I didn’t waste a second. I ran upstairs to his bedroom, stripped everything off, and climbed onto the bed exactly how he wanted—face down, knees spread, ass high in the air.

I was already soaked. The blowjob did that.

The room was silent except for the ticking clock. Just when I started to feel stupid for waiting like this, the door opened.

Dean’s heavy footsteps approached. I felt his stare burning into my exposed pussy.

“You can follow instructions,” he muttered, voice thick with lust. I heard something hit the floor. “You want Daddy’s cock shoved in this pussy, baby girl?”

I licked my lips and nodded frantically. “Yes, Daddy. Please fuck me.”

He let out an annoyed huff. “Where, Ruby? You’re not a little kid anymore—you proved that when you offered your cunt for money. When you shoved Daddy’s dick down your throat in my fucking kitchen. You want me to shove it in that tight little ass instead? Bet no one’s ever touched it.”

I turned my head into the sheets, biting my lip hard. “My pussy… Please, Daddy. Look how wet I am for you.” I was terrified at the thought of him in my ass.

“Better hope this pussy is good enough to make me want it again. Better not be blown out. Bet you were the biggest whore in school.”

The bed dipped behind me. His rough hands gripped my hips.

“You want to be my little slut? What would your mother think if she knew you were spreading your legs for Daddy?”

One thick finger dragged through my folds, and I moaned loudly.

“Oh yeah… you’re fucking drenched like the whore you are.” I couldn’t speak.

He lined himself up and gave one hard, punishing thrust.

I screamed into the sheets as pain ripped through me. It felt like I was being split in half. Tears stung my eyes and I squeezed them shut, fisting the white sheets so tightly my knuckles turned white. Pain. I knew it was going to hurt, but I didn’t know it was going to feel like this.

Dean hissed through his teeth, his grip bruising on my waist. “Mmm… virgin pussy,” he whispered, lowering his body over mine. His hot breath brushed my ear. “Breathe, baby. Slow… in and out. Give it a minute.”

His voice was strangely instructional, almost gentle—the same tone he used when he taught me to drive years ago. His fingers found my clit and started slow circles. “You’ve never had sex before.” It wasn’t a question.

“Daddy…” I whimpered as the worst of the pain began to fade into something hotter, deeper.

“Your virgin pussy is bleeding all over my cock.”

He started moving—slow, deliberate thrusts at first. I could feel every slight shift, a small burn that seemed to fade into pleasure as he moved.

“Tight little virgin cunt,” he panted. “You saved yourself for Daddy? Wanted me to be the one to ruin you?” Dean’s hands were on my hips, thumbs digging in so hard I knew I’d be bruised.

“Yes… oh God, Daddy, yes,” I moaned, the pleasure finally overtaking the pain.

Dean growled and slid his hand between my legs, rubbing my clit faster. My body shattered. I came hard, shrieking into the mattress as waves of pleasure crashed through me.

“Fuck—that’s it. Milk Daddy’s cock,” he snarled.

His hips stuttered. With one final deep thrust, he came inside me, his heavy body collapsing on top of mine.

“You’ve got yourself a deal,” he growled against my ear, still buried deep. “We’ll go over the rules tomorrow. Tonight…” He slowly pulled out, and I felt the mess between my thighs. My eyes widened at the sight of his thick cock, glistening with my blood and his cum.

“I… I didn’t know it would be this messy,” I whispered.

“Don’t give a shit.” Dean shoved my legs wider apart. “I’m going to spend the rest of the night fucking you until you’re begging me to stop. You want to be my whore, I’m going to treat you like one, Ruby.” He flipped me over so I was on my back. “I’ll be gentle tonight. Tomorrow that ends.” The warning in his voice was a hard reminder of what I had asked to be for Dean.