"I guess we can’t use it then..." Wren said smugly.

He really did like having it big down there. The blatant proof of his size stretching the latex to its breaking point stroked his ego.

"You really shouldn’t be that confident," Isabel said with her lips thinning into a tight frustrated line.

She didn’t like being challenged, and she certainly didn’t like being physically inconvenienced.

With a sharp exhale, she attempted to forcefully drag down the lubricated condom.

She pinched the reservoir tip with her manicured nails and pulled the latex ring down, trying to force the material over his swollen pulsing veins.

SNAP!

The thin rubber ripped with the sharp sound echoing loudly in the quiet air-conditioned penthouse.

Isabel let out a harsh grunt.

She pulled the ruined, torn rubber back off his hot flesh and glared at the shiny condom packet resting on the leather table with pure disdain then Isabel grabbed the wrapper and threw it to the side.

It clattered against the polished ground.

Isabel looked back at his dick. It was still throbbing right in front of her with the purple head twitching in the cool air.

"There’s a bigger size somewhere in here..." Isabel said.

She stood up, her bare feet padding softly against the plush expensive rug.

She walked away from the massage bed with the soft sway of her hips and the bounce of her bare breasts catching the afternoon sunlight pouring through the floor-to-ceiling windows, to look at the several luxury wooden shelves built into the far wall of the room.

Wren sat there on the squeaking leather, leaning his weight back onto his palms while looking up at the pristine white ceiling.

His heart was still hammering against his ribs.

’All of that effort I put into trying to get Isa...’ Wren thought, letting out a slow breath. ’All of it went straight down the drain.’

His system mission was to sleep with a Famous person.

It didn’t have to be Isabella at all.

Isabel Merrett was unarguably one of the most famous, powerful, and wealthy women in the entire world, and for some bizarre reason, she actively wanted to have sex with him right now in this locked suite.

He was literally about to cross the finish line with a billionaire.

He shifted his gaze looking at the bare back of the woman as she fumbled in a high-end mahogany wardrobe, reaching her arms up to search the top shelf.

The thin white towel lay discarded on the floor as her smooth, pale legs were still wet with clear fluid steadily dripping from her inner thighs onto the floorboards from his fingers.

Honestly, Wren didn’t feel weirded out by the situation.

This was Leah’s mother, the woman who ruled a corporate empire, but he genuinely liked it.

The thrill of dominating someone so high above his social class made his blood run hot and not only that, but he also still wanted to do it with Isa later.

He genuinely liked her, even if she wouldn’t technically help him complete his mission anymore. Was it a stretch to say he liked all of them?

’I really am greedy...’ Wren thought. ’And a whore too...’

"Aha~" Isabel said from across the room.

She pulled back her hand and brought out a sleek black foil packet of condoms.

They were a much bigger size, specifically designed for extra girth then she turned around and walked back toward the massage table.

"I found them..." Isabel told him with her brown eyes locking onto his lap.

As she closed the distance, she could still vividly remember exactly where this specific packet had come from.

It was from the rare times when she and her Husband were still actively having sex. One of the resort maids had mistakenly brought a bigger condom than his dic—

The woman violently shook her head, scattering the memory. She honestly couldn’t care less about her husband’s shortcomings right now.

She had a massive throbbing problem sitting right in front of her, and her body was practically buzzing with pent-up tension.

Wren watched her approach, noticing the slight hesitation in her steps. He decided to ease the rigid demanding mood in the room.

"Why don’t you use your mouth to put the condom on?" Wren asked, raising an eyebrow.

Isabel stopped at the edge of the massage table. She rolled her brown eyes, planting a hand on her bare hip. "Don’t tell me what to do, and you watch way too much porn."

But as she stood there, staring down at him, she actually thought about his suggestion. The logic was surprisingly sound.

Her jaw already ached from earlier, but if she did something that explicit and highly erotic, it would definitely make him more aroused.

If he came quicker, then she could easily pass off her shame of being the first one to cum.

She could regain her dominant footing and prove she was the one dictating the pace of this encounter.

The woman tore open the black foil packet with her teeth, spitting the corner onto the floor.

She pulled out the large heavily lubricated condom. As she held the latex ring, she placed her free hand flat against her own breasts.

Her dark pink nipples were fiercely erect, feeling hard and sensitive against her palm.

She had never actually done this specific act before. The thought of doing this to a younger guy... especially one that was her Daughter’s friend was exhilarating.

She squeezed her bare thighs tightly together, feeling the slick warm wetness pooling between her legs and dripping down her inner thighs.

’Is this what it means to be really wet and expectant?’ She thought with a flush of heat spreading across her chest. ’It has been quite a while since I got like this.’

Regardless of her internal revelations, the older woman stepped directly between his parted knees.

She held the rolled latex ring delicately between her thumb and forefinger then leaned her upper body down, her massive breasts brushing tantalizingly against his rigid stomach muscles, and placed the reservoir tip of the condom directly over the blunt, purple head of his dick.

Instead of using her hands to roll it down, Isabel parted her glossy lips. She pressed her warm, wet mouth directly over the latex and his flesh.

"Mmmgh," Wren grunted with his hips involuntarily twitching upward against the leather.

Isabel used the tight suction of her mouth and the slick wetness of her saliva to push the condom over Wren’s dick.

She slowly dragged her lips down his thick veined shaft.

Her long tongue swirled over the thin, ribbed rubber, pressing it flush against his skin to push the air out.

It fit perfectly this time.

The intense wet heat of her mouth radiating through the thin latex was agonizingly good as she took him all the way down to the base with her nose brushing against his crotch before she finished and pulled her face back with a loud wet pop. 𝚏𝕣𝕖𝚎𝚠𝚎𝚋𝚗𝐨𝐯𝕖𝕝.𝕔𝐨𝕞

POP!

Isabel wiped a string of saliva and lubricant from her chin, looking down at her handiwork with a satisfied gleam in her eyes.

"There," Isabel said. "Now lie down."

Wren shifted his hips and laid his broad back flat down on the padded massage table. The expensive leather squeaked loudly beneath him as he settled in, looking up at her.

The woman mounted him immediately.

She swung her pale leg over his waist, her bare knees sinking into the soft padding on either side of his hips.

With her ass easing down, she hovered her dripping wet pussy right over his covered tip and she looked fiercely into his dark eyes with her expression returning to that ruthless boardroom stare that demanded perfection.

"You better be a good experience," Isabel told him. "And you should cum immediately too. I won’t tolerate anything less."

Then she pulled herself down slowly.

The sheer size of him pushed against her tight entrance.

Isabel gasped, her brown eyes widening as she felt the thick girth parting her flesh apart.

Her slick wet folds stretched painfully around the latex with the friction building an intense, burning heat as she sank an inch... then two.

Her inner muscles physically bulged as they accommodated his width as the stretching pressure was overwhelming.

She had to grip his sculpted shoulders with her manicured nails just to keep her balance.

’This is really bi—’

Before she could even finish her thought, Wren violently slammed his hips up.

He didn’t wait for her to slowly adjust or dictate the pace.

He drove his pelvis off the leather table, burying his thick shaft straight up to the hilt in one brutal unforgiving thrust and he hit her cervix with devastating force.

The woman’s brown eyes rolled to the very back of her head.

"Haaaah~!" Isabel moaned out with a loud sound ripping from her throat.

Her spine arched backward, her massive breasts thrusting into the air.

The sudden, violent invasion sent a shockwave of pure pleasure straight to her brain.

She slumped forward, her palms slapping flat against his chest and she took a few deep, ragged breaths while looking down at the audacious young man beneath her.

’I was almost about to cum right there,’ she thought with her mind spinning in a thick haze of lust. ’Since when was it so easy to make me cum? Or does his dick have some kind of magic...’

It felt absolutely amazing. The fullness inside her belly was something she hadn’t felt... ever.

She tightened her grip on his shirt with her knuckles turning white.

"Who told you to move?" she demanded with her voice shaking.

Wren shrugged his broad shoulders against the table offering a small smile. "You were taking too much time to take it down."

Wren didn’t know exactly why, but he felt like he could be incredibly audacious with this powerful woman.

She was treating him as though he was a mere toy, a tool to fix her curiosity and he didn’t like it.

He wanted to strip that control away from her... Of course, there was a very real chance that if he acted like this too much, she could easily have him sent back to Caldena with a single phone call but she wanted an experience... and though he was not a Professional escort, an experience she would definitely get.

The woman gritted her teeth with a fierce blush spreading across her cheeks as she began riding him.

She lifted her hips, the slick dick pulling at her insides and slammed her weight back down.

PAH!

"Mmmgh~!" Isabel moaned out with the wet sound of their flesh colliding echoing in the room.

She established a brutal rhythm. She rode him hard, using her strong thighs to push herself up and down his thick shaft.

PAH! PAH! PAH!

With each time she hit down, she moaned out loud. The sounds grew increasingly desperate as the friction of the ribbed condom against her sensitive inner walls was driving her insane.

"Ahhh~!"

Wren grunted with his hands gripping her bare hips to steady her violent pace.

The wet, slapping noises filled the air blending with the creaking of the expensive massage table.

’This is so different,’ Isabel thought, her vision blurring as she bounced on his lap. ’He fills me up completely... It hits so deep.’

The relentless pounding triggered her nerves.

Her tight insides violently clamped down around his thick shaft as she came hard, her toes curling against his thighs, and she moaned out loud.

"Ahhhhhhh Yesssss~! F-Fuck~!"

But she didn’t stop.

Driven by pure adrenaline and stubborn pride, she kept riding him straight out of her intense orgasm, chasing the high with more wet sloppy moans.

Her body spasmed around him with every downward strike.

PAH! PAH! PAH!

Wren gritted his teeth with his neck muscles straining as he looked up at her flushed sweating face.

"You came twice and I haven’t cum ye—"

"Shut up..." Isabel gasped, cutting him off.

The woman leaned herself forward, dropping her chest directly over his face. Her massive, pale boobs were bouncing wildly from the impact of her riding, and she practically stuffed the soft flesh into his face.

"You like breasts, right?" Isabel taunted with her voice sounding breathless and rough. "Make sure you suck them really good~ Haaah~"

Her insides milked his thick shaft some more with her vaginal walls spasming around the latex.

Wren didn’t need to be told twice.

He immediately opened his mouth and took one of her large, dark pink nipples between his lips as he began using one finger to trace rough circles around the other hard nipple while he sucked fiercely on the one in his mouth.

He really didn’t know exactly how to do the sucking perfectly, drawing on pure instinct from the videos he had seen, but he guessed he was doing alright as she moaned some more, her back arching like a bow.

"Mmmmm~ Yes~" Isabel whimpered with her pace, stuttering as the dual pleasure overwhelmed her senses.

She rolled her brown eyes to the ceiling, her fingers tangling in his dark hair and let out a big moan as she came once more.

"Haaaaahhhhhhhh~!"

Her wet insides tightened ruthlessly around Wren, pulsing and milking his length, as she slumped forward.

Her arms gave out, and she collapsed entirely. Maybe it was because she was older now, or maybe the multiple orgasms were just draining her stamina, but the woman couldn’t seem to have enough energy to continue to ride.

Her flushed face went directly to his broad chest instead with her hot breath soaking his skin.

"Give me... a little break," Isabel told him, panting heavily against his collarbone but Wren was tired of playing passive. He grabbed her bare waist with his large hands with his fingers digging into her soft skin.

"What are you doing?" She asked and Wren turned her around, physically flipping her body in one fluid motion so that her bare back hit the Massage Table instead.

BAM!

Wren stepped off the side of the table, standing between her spread legs as he reached down and lifted one of her pale legs up, hooking her knee right over his broad shoulder.

"I haven’t even cum yet..." Wren said. "Besides, you asked for a good experience, right? So?"

He gripped his thick dick, lined the latex-covered head up with her soaking wet, gaping entrance, and stuck it deep inside her.

"Ahhn~!"

Wren immediately began pounding into the woman. He used his superior leg strength to drive his hips forward like a piston, burying himself to the hilt with every single brutal thrust.

PAH! PAH! PAH!

The wet violent sound of his pelvis slapping against her ass cheeks echoed like gunshots in the suite.

’Even though she’s had children, she’s really tight down there,’ Wren thought, gritting his teeth as the intense friction threatened to push him over the edge.

Her internal muscles gripped him like a vice with the texture of the condom adding to the madness.

He kept pounding her mercilessly as his sweat dripped from his chin onto her flat stomach.

The woman moaned some more with her hands gripping the white sheets on the table as her body was shoved backward with every strike.

PAH! PAH! PAH!

"Wait... Wren— Haah~" Isabel begged frantically as the loud sounds bounced off the mahogany walls. "Calm down a bit! Mmmm~"

Wren didn’t slow down. He drove his hips faster with the slapping sounds turning into a rapid-fire rhythm.

"I need to activate the sound-proof feature of the room," Isabel gasped with her eyes darting toward the locked door. "So that the sounds won’t leave the room at least!"

She desperately reached her trembling hand for the luxury wooden desk nearby, trying to grab the sleek silver remote resting there.

However, Wren didn’t stop his brutal pace. Instead of letting her reach it, he extended his long arm and took the remote off the desk instead, keeping it firmly out of her grasp while he kept pounding her into the leather.

PAH! PAH! PAH!

It felt incredibly exhilarating.

For all those useless teases, the smirks and everything he had endured from Leah in Uni, he was now actively pounding it all into her powerful billionaire mother... Not that he was offended but it was exhilarating.

Wren looked down at the array of buttons on the silver device.

"Which one is the button exactly?" Wren asked.

At the same time, his free hand moved down and his calloused fingers wrapped firmly around her bouncing breasts, squeezing the soft flesh hard.

"The Blue o—" Isabel started to say but the sensation of him crushing her breast and hitting her cervix was too much.

"I’m cummiiinnnnnmmm~~!" she moaned out immediately with her voice piercing the air as her wet insides violently clenched against his thick shaft yet again.

Wren tapped the blue button with his thumb before casually putting the remote back onto the desk as a small hum vibrated through the walls as the acoustic dampeners sealed the penthouse, locking the sound inside.

He gritted his teeth with his neck straining. The woman’s insides had become incredibly tight from her endless orgasms, milking the latex and building an unbearable burning pressure in his groin.

"I’m about to cu—" Wren growled, his pace turning frantic as he prepared to finish.

Immediately, there was a sharp, loud knock on the heavy mahogany doors, making the two of them freeze and stop immediately.

The silence in the room was deafening, save for their harsh breathing. They both snapped their heads and turned to look at the locked door.

"Mom... you there?" Leah asked through the thick wood. "I’m opening the door..."