MILF Paradise System-Chapter 189: Taking Rich GILF To My Room

I stopped sliding my shaft on Lily’s ass cheek after a while and started spreading her massive cheeks instead. They were so firm and full that I had to dig my fingers in deep to pull them apart, the soft flesh resisting at first before yielding under the pressure. I wanted to see how her tight asshole twitched, already puckering from the anticipation and the heat of the water.

"Spread Lily’s cheeks, Olivia," I ordered her, my voice low and firm.

Olivia moved slowly but obediently, stepping in front and a little to the side of Lily. She placed both hands on Lily’s ass cheeks from above, fingers digging in harder than I had, nails pressing into the plush skin as she pulled them wide apart. Lily’s tight little asshole came into full view, pink and twitching, clenching instinctively under the exposure and the eyes of every woman in the pool.

"Ahh... Alex... I’m so wet there," Lily moaned, her voice shaky and needy as she realized I was exposing her completely in front of everyone, her friends, her fellow MILFs, all watching her most private hole laid bare. Her body trembled, thighs quivering, but she didn’t try to close her legs or pull away. She arched her back slightly, offering herself more, cheeks burning with shame and arousal.

But nothing mattered right now. I stepped in closer, pressing the swollen head of my cock right against Lily’s tight asshole. I started pushing, slow at first, then harder, feeling the resistance of her ring clench around the tip, trying to keep me out even as her body betrayed her with fresh wetness dripping down her thighs.

"Ahh... please, Alex... use some lubrication," Lily cried out, her voice breaking as the pressure built. Even before tonight, I had needed to use lube for her ass, but right now I didn’t have any, just spit and her own arousal.

I spat thickly into my hand, rubbing it over the head of my cock and then smearing it directly onto her twitching asshole. My fingers circled her hole once, spreading the slickness, before I pushed again, harder this time, while Olivia kept her cheeks spread wide, holding Lily open for me like a perfect offering.

Lily’s balance started to shake, her legs trembling as the head of my cock stretched her tight ring. Gloria moved quickly in front of Lily, wrapping her arms around her to steady her so she wouldn’t fall forward into the water.

"Thank you, Gloria," Lily gasped, leaning into Gloria’s arms, her face pressing against the younger woman’s shoulder as she moaned louder. Gloria held her tight, hands rubbing Lily’s back soothingly, but her own eyes were locked on my cock slowly forcing its way into Lily’s ass.

I kept pushing, inch by inch, feeling Lily’s tight heat grip me like a vice, her moans turning into sharp cries of pleasure-pain as I stretched her open in front of everyone. Olivia’s hands stayed firm, spreading Lily’s cheeks wider, making sure every woman could see exactly how my thick shaft disappeared into her hole.

"Fuck," I managed to grunt as I shoved my cock into Lily’s tight asshole. It resisted so much, her ring clenching hard around the thick head, fighting every inch, but I was too lost in pleasure to care if I hurt her. My filthy, thick shaft stretched her wide, forcing its way in with slow, relentless pressure until I was buried halfway, the heat of her ass gripping me like a vice.

Lily cried out sharply, her voice breaking. "Aahh, Alex... it’s too big!" Her body jolted forward, hands gripping Gloria for balance as I started moving. I didn’t stop. I pulled back slightly, then thrust deeper, fucking her ass with hard, steady strokes. Skin slapped against skin, the wet, obscene sound echoing through the hot springs, mixing with her moans and the soft bubbling of the water.

Tiffany and Lan stared at how my cock stretched Lily’s hole, eyes wide, lips parted, fingers drifting between their own thighs. Tiffany’s hand slipped into her pussy immediately, rubbing slow circles over her clit. Lan followed, two fingers sliding inside herself, moaning softly as she watched me claim Lily’s ass right in front of them.

I kept fucking Lily’s asshole for a while, thrusting hard and fast now, hips snapping forward, balls slapping against her wet skin with every deep plunge. The pleasure built fast. I had been teased and edged for so long that I was already close.

"Ahh... I’m gonna cum, Lily," I groaned, my voice rough and strained as the pressure coiled tight in my balls.

Lily kept moaning, her body shaking with every brutal thrust. "Yes... please... fill me..." Her ass clenched around my cock like she wanted every drop.

"Kneel down, all of you," I ordered every MILF except Lily, whom I kept fucking standing. My voice cut through the steam, sharp and commanding.

Olivia immediately stopped spreading Lily’s ass cheeks and dropped to her knees in the water. Gloria, who had been standing in front of Lily to support her, stepped aside and knelt down as well.

The others followed, Tiffany, Autumn, Brittany, and Lan, moving in closer before dropping to their knees around us, forming a tight circle around my legs, their eyes locked on my cock slamming into Lily’s stretched hole.

They watched like it was a ritual, worshipping me, waiting for the moment I would explode.

I thrust harder once, twice, then buried myself to the hilt in Lily’s ass with a deep groan. My cock pulsed violently, shooting thick ropes of cum deep inside her tight hole. Lily cried out, her body shaking as she felt every hot spurt flood her, her ass milking me greedily, squeezing around my shaft as if to pull out every last drop.

Then, after shooting some thick ropes deep in Lily’s ass, I immediately pulled out with a wet pop, her hole gaping slightly as cum leaked from the stretched ring. My cock was still pulsing hard, slick with her juices, and I couldn’t hold back any longer.

I stepped forward into the circle of kneeling women, gripping my shaft tight, and started shooting cum over the faces in front of me, the thick release glistening on their skin, some catching it in their mouths, some smeared across their foreheads.

They all took my cum on their faces like it was some holy seed, thick ropes glistening on cheeks, lips, and chins, dripping slowly down their necks and onto heaving tits.

I still wasn’t satisfied, but taking all the MILFs here together was too inefficient, too many bodies, too much chaos in one steamy pool. I needed control, order, and time to enjoy each one properly.

"Let’s go back to the beach house, all of you," I said, my voice calm and final, cutting through the haze of moans and heavy breathing.

They quickly wiped their faces clean with towels and their hands, splashing water to rinse off the evidence. No one complained. They headed to the changing room in a quiet, flushed line, bodies still humming from the night.

I followed them to their changing room too, since I wasn’t going to climb the wall again to get to the men’s side. My cock was still hard and slick with juices.

Soon they were all back in casual clothes, shorts, loose tops, sundresses clinging to damp skin.

"Let’s go, Alex," Tiffany said, pulling up her shorts and showing off her creamy, thick thighs as she adjusted them.

"You guys go ahead," I said, my eyes shifting to Olivia. "I’ll make sure this lady reaches home safely."

Olivia had changed into casual shorts and a tight T-shirt that hugged her mature curves, her breasts straining the fabric, nipples faintly visible, hips wide and inviting. She gave a small nod, playing along.

I wasn’t taking her home. I was taking her straight to my room at the beach house. No interruptions. I wanted the others gone first so I could have her alone.

They started heading toward the buggies, chatting softly, still buzzing from the sake and the night. I stayed back with Olivia, watching them leave, my cock already twitching again at the thought of what was coming.

She stepped closer once they were out of sight, her eyes locked on mine.

"Lead the way, Alex," she whispered, her voice thick with anticipation.