Blackmailed the Sexy Housekeeper and Fucked Both Her Tight Holes

“Please… please don’t. I’ll put the money back. I’ll do anything. Please don’t call the police.”

I looked her up and down slowly. The way her full tits rose and fell with panicked breathing. The short skirt. The soft, scared look on her pretty face.

“Anything?”

She swallowed hard and nodded.

I locked the door.

Then I stepped close, reached out, and openly squeezed one of her heavy breasts through the blouse. She flinched but didn’t pull away. I groped the other one just as roughly, feeling the stolen cash still stuffed inside her bra.

“Take the money out and put it back in my wallet.”

Her hands trembled as she reached into her blouse, pulled the folded notes from between her tits, and placed them back into my wallet on the desk.

“Now,” I said, voice low, “you’re going to do exactly what I say if you want that video deleted.”

She nodded quickly, eyes shiny with tears.

I grabbed the front of her blouse and pulled. Buttons flew. Her full, soft tits spilled out over the top of a plain white bra, the soft flesh jiggling from the sudden movement. I reached behind her, unhooked the bra, and yanked it off. Her naked breasts were even better than I imagined — heavy, fair, with light pink nipples already tightening from the cool air and fear.

I squeezed them hard with both hands, thumbs rubbing over the nipples, then lowered my head and sucked one into my mouth. She gasped. I bit down just hard enough to make her whimper while my other hand roughly kneaded the other breast.

When I finally lifted my head, her nipples were wet and stiff.

I pulled a thin rope from my suitcase (I always kept some for emergencies) and quickly bound her wrists together in front of her. She didn’t resist. Then I pushed her toward the large full-length mirror near the bed so she could watch everything.

I stood behind her, reached around, and shoved both hands under her short skirt. Her panties were already damp. I yanked them down to her thighs, spread her soft ass cheeks, and pushed two fingers straight into her pussy from behind.

She cried out.

I fingered her roughly, curling my fingers, feeling how tight and hot she was, while my other hand stayed locked on one of her tits, squeezing and pulling the nipple. In the mirror I watched her face — scared, flushed, mouth open.

After a few minutes I spun her around, pushed her to her knees, and pulled my hard cock out.

“Open.”

She hesitated only a second before parting her lips. I fed my cock into her mouth and didn’t stop until I hit the back of her throat. Then I held her head and started fucking her face.

Wet, filthy sounds filled the suite. Spit ran down her chin and dripped onto her bare tits. Tears mixed with the saliva. I kept going for a full two minutes — deep, steady strokes that made her gag and drool — before I finally pulled out and stroked myself.

Thick ropes of cum landed across her tongue, lips, and the tops of her soft breasts. She stayed on her knees, breathing hard, cum dripping down her chin and between her tits.

I looked down at her, still completely hard.

“We’re just getting started,” I told her. “Get on the table.”

Her eyes widened, but she slowly stood on shaky legs and obeyed.

She stood on shaky legs and walked to the large wooden desk near the window, exactly as I ordered. Her short skirt was still bunched around her waist, panties tangled around one thigh, wrists bound in front of her. Cum still glistened on her lips and the soft tops of her heavy breasts.

I stepped behind her, pushed her forward so her chest pressed against the cool wood, and kicked her legs apart. Her wet pussy was fully exposed. I rubbed the thick head of my cock up and down her slit, coating myself in her juices, then pushed inside in one hard thrust.

She cried out sharply.

Her cunt was tight — tighter than I expected — and burning hot. I grabbed her bound wrists with one hand and her hip with the other and started fucking her deep and steady. Every thrust made her full tits drag across the desk. The wet sound of her pussy taking my cock filled the quiet suite.

“Look at yourself,” I ordered, nodding toward the mirror on the opposite wall.

She lifted her head. In the reflection she could see everything: her flushed face, her bouncing tits, my thick cock stretching her open from behind.

I fucked her harder. The desk creaked under the force. Her soft ass rippled with every impact. After several minutes I pulled out, spun her around, and lifted her so she was sitting on the edge of the desk. I spread her thighs wide, lined up, and slammed back into her.

This angle let me go even deeper. I grabbed both of her heavy breasts, squeezed them hard, and pounded into her while she whimpered and gasped. Her bound hands rested uselessly against my chest.

When I felt myself getting close I pulled out again.

“Bed. Now. On your stomach.”

She climbed onto the large hotel bed and lay face-down as instructed. I yanked the short skirt and panties completely off, leaving her naked from the waist down. Then I grabbed the bottle of lotion from the bathroom, poured a generous amount between her soft ass cheeks, and rubbed it over her tight, untouched hole.

She tensed the moment she felt my thumb press against it.

“Please… not there,” she whispered, voice small.

I ignored her. I pressed the thick head of my cock against her ass and pushed.

The tight ring resisted hard. She cried out and tried to crawl forward, but I held her hips firmly in place and kept pressing until the head finally forced its way inside. Her whole body went rigid. A broken, high-pitched sound tore from her throat.

I pushed deeper, slow but relentless, until every inch was buried in her virgin ass.

She was shaking beneath me, face pressed into the mattress, tears soaking the sheets. I stayed still for a moment, letting her feel how completely she was stretched around me. Then I started to move.

Short, shallow strokes at first. Every thrust made her whimper and clench. The heat and pressure around my cock were intense. I reached under her, found her clit, and rubbed it firmly while I fucked her ass deeper and deeper.

Gradually the sharp cries turned into wetter, confused moans. Her body was still trembling, but her hips started making tiny, involuntary movements against the bed.

I fucked her harder.

The wet slap of my hips against her soft ass filled the room. I grabbed both cheeks, spread them wide, and watched my cock disappear into her stretched hole over and over. Spit and lotion ran down her crack. Her heavy tits were crushed into the mattress, bouncing slightly with every hard thrust.

I kept going for a long time — deep, steady strokes that kept her ass open and full. Every time I felt myself getting close I slowed down, pulled almost all the way out, then slammed back in to the hilt.

Finally I pulled out of her ass, flipped her onto her back, and shoved my cock straight into her pussy again. She was soaked. I fucked her hard for several minutes, then pulled out and pushed back into her ass without warning.

She arched and cried out.

I switched holes again and again — pussy, ass, pussy, ass — using both of them while she lay there trembling, bound hands resting above her head, tears still sliding down her temples. Her tits bounced wildly. I sucked and bit them roughly between thrusts.

At last I buried myself as deep as I could in her ass and came hard.

Thick, heavy pulses of cum flooded her freshly opened hole. I kept thrusting through the orgasm, pumping every drop into her. When I pulled out, a thick white stream immediately leaked from her stretched, reddened ass and ran down over her pussy.

I wasn’t finished.

I pushed back into her cunt and fucked her through the oversensitivity until I came again, this time flooding her pussy. She shook under me, making small broken sounds, her body completely limp.

When I finally pulled out for the last time, both of her holes were open and leaking my cum onto the expensive hotel sheets.

I untied her wrists. She didn’t move. She just lay there breathing hard, legs weakly open, chest rising and falling rapidly. Her eyes were glassy, unfocused. A mixture of regret and something darker lingered on her face.

I looked down at the mess I had made of her — cum dripping from both holes, tits covered in fading red marks from my hands and mouth, short skirt still bunched somewhere on the floor.

I held up my phone, showed her the video one last time, and deleted it in front of her.

“Get dressed and get out,” I said quietly. “If you ever speak about this, I’ll make a new problem for you.”

She nodded slowly, still trembling, and began gathering her clothes with shaking hands.

I watched her leave the suite without another word, cum still slowly leaking down her thighs as she walked.

The door clicked shut behind her.

I sat back on the bed, completely satisfied, the scent of sex heavy in the air of the luxury suite.