Chapter 5

His hand came down hard on her ass with a loud smack. The sting made her cry out. “Ow! Fuck!” But her pussy clenched tighter around him. Damon spanked her again and again, turning her soft skin bright red.

“That hurts, you asshole!” she gasped, even as her hips pushed back to meet every brutal thrust. “Fuuuck… do it harder!”

“You love it,” he snarled, spanking her even harder. “Your sloppy cunt is dripping even more. Tell me how much you love getting your ass spanked while I pound this pussy.”

“I love it—shit, yes!” Elena moaned, tears of pleasure forming in her eyes. “Spank me while you fuck me, fuck yes!”

Damon groaned and gave her what she wanted. His big hand slapped her ass repeatedly as he drove his cock deeper, the wet sounds growing louder and messier. Juices ran down her thighs in shiny streams. He grabbed a fistful of her hair and yanked her head back, forcing her to arch against the glass.

“Look at the city, baby,” he ordered, voice rough with lust. “All those lights down there, and here you are getting destroyed by your boss’s cock. This tight cunt belongs to me now. Say it.”

“It belongs to you—arghh, fuck!” she cried out, voice breaking with every deep thrust. “This cunt is yours, fuck me harder!”

He wrapped one strong hand around her throat, squeezing just enough to make her feel owned. His cock kept slamming into her, hitting that perfect spot inside with every stroke.

“Fuck, you feel so good,” Damon growled, lips brushing her ear. “So wet, so tight, squeezing my cock like you never want me to pull out. I’m obsessed with you, Elena. You’re the only thing that makes me feel alive. I’d burn the whole world down just to keep this pussy dripping for me.”

Elena’s eyes rolled back as another orgasm built. The thick cock pounding her, his hand on her throat, and his filthy words pushed her right to the edge. “Fuuuck… I’m gonna cum again! Your cock is too good—shit, I can’t hold it!”

“Not yet,” he commanded, but he fucked her even harder, the glass behind her shaking with every powerful thrust. “Beg for my cum. Tell me how bad you need it while I wreck this cunt.”

“Please—fuck, please!” she sobbed, tears spilling down her cheeks. “I need your cum so bad! Fill me up, shoot it deep inside me—arghh, breed this pussy!”

Damon’s grip on her throat tightened just a little more as he pounded her dripping hole. “That’s it. Such a filthy mouth on my perfect assistant. You hate me during the day but at night you turn into my desperate cumslut. Say it louder.”

“I’m your desperate cumslut—fuuuuck!” Elena screamed, her voice echoing. “I hate how much I need your cock, but I do! Fuck me harder, ruin me—yes, yes!”

He released her throat and grabbed her hair again, pulling her head back so he could see her face. His hips never stopped, driving deep and fast, the wet slapping and squelching filling the room. Her juices kept dripping down her thighs, making everything slick and messy.

Suddenly her orgasm crashed over her. Elena came violently around his thick cock, her pussy clamping down hard and pulsing. “Fuuuck! I’m cumming—oh shit, I’m cumming so hard on your cock! Arghh!”

Damon groaned loudly as her walls squeezed him. “That’s it, baby. Cream all over Daddy’s cock. Look at you shaking and squirting again. Such a messy girl for me.”

He kept fucking her through it, drawing the orgasm out until her legs trembled and she could barely stand. Then, for just a moment, he slowed, his cock still buried deep inside her, twitching and throbbing.

Elena was crying softly now, tears running down her flushed cheeks from the intensity. Damon leaned in and kissed them away gently, one by one. 

He kissed her lips, still buried balls-deep inside her dripping cunt. 

“Don’t cry, baby,” he murmured against her mouth. “These tears are mine now. Every moan, every orgasm, every drop of this sweet pussy juice—it all belongs to me. I’m going to fuck you every single night from now on. Wake you up with my cock and put you to sleep full of my cum.”

Elena moaned softly into the kiss, her pussy clenching around him again. 

He gave one slow thrust, making her gasp. Damon smiled darkly.

“But right now,” he growled, gripping her hair once more, “I’m not done pounding this pussy. Get ready, baby. I’m going to fuck you until you can’t walk tomorrow.”

Elena’s breath hitched, fresh heat flooding her body. “Yes—fuck me harder. Use me. I’m your good girl and your dirty slut. Just don’t stop—arghh!”

 His cock pulled back almost all the way, then slammed back in with brutal force.

“Take it all, Elena,” he growled. “This cunt is mine forever.”

“Wrap your legs around me, baby,” he growled, voice rough but full of heat. “I want to look at you while I fuck you deeper.”

Elena moaned and obeyed, locking her legs around his waist. Their eyes stayed locked as he slammed his cock back into her soaked cunt in one savage thrust.

“Oh fuuuck!” Elena cried out, hands clutching his shoulders. “It’s so deep like this—arghh! I can feel every inch stretching me!”

Damon’s dark eyes never left hers. Wet squelching sounds filled the room every time his veiny cock plunged into her dripping pussy. Juices ran down her thighs and dripped onto the floor.

“Look at me while I fuck you,” he groaned. “You’re my queen. I’m so fucking obsessed with you, Elena.”

Elena’s mouth fell open in a long moan as another orgasm built fast. “The glass is shaking so much—shit, everyone might see us!”

“Let them see,” he snarled, thrusting harder, balls slapping loudly against her ass. “Let the whole city watch me ruin my assistant’s tight cunt. This pussy is mine forever. Say it while you look into my eyes.”

“This pussy is yours—fuuuuck!” she gasped, tears forming. 

“You feel that?” he growled between heavy breaths. “Every time I bottom out, I feel like I’m home. I’d burn the whole world down for you. You’re my everything.”

Elena shattered right then, eyes wide and locked on his. Her pussy pulsed hard around his thick cock, squeezing and milking him as fresh juices gushed out. “Fuuuck! I’m cumming again—oh shit, I’m cumming so hard while you look at me! Arghh!”