A New Client

Jamal sat on the side of his bed staring at the wall. He was bored. God-awfly bored. 

He shouldn’t be, if he were honest with himself. He had a great life, the kind most guys dreamed about.

It was the age old problem, too much of a good thing, it had all become routine.

Every day was the same: wake up, two hours at the gym, confirm his schedule and earnings with his team, then make his rounds with his clients.

“Clients” Jamal scoffed out loud at the word. He wasn’t sure if there was a better word for his customers, but “clients” sounded too dignified for what he did.

Jamal was a male sex worker. Once upon a time, he would have been called a jiggalo, he liked that term better. “Sex worker” made it sound like he should have a 401k and benefits.

His cousin once laid it out for him, the brass tacks of what his job actually was. He was a man-whore, a prostitute.

She always did have a way with words.

Again, he knew he had no right to complain. How many men would kill to get paid to have sex everyday?

On top of that, he was well paid. He had a regular rotation of house wives that paid a premium for his “services”.

Not only were his bills paid, but he was flush with cash. He had a luxury condo downtown, high end post modern furniture, six figure savings, and a seven figure investment portfolio.

But, it had all become mundane. His regulars kept his schedule so full that he had not had a new client in over a year.

In truth he loved his job, and his clients loved him. He had been invited to move in, proposed to, and invited on international vacations multiple times. Half his clients had promised to leave their husbands for him more than once.

Jamal laughed at the thought as he laid back on his bed. He grabbed his phone and checked the app he helped develop with his best friend for this particular line of work.

It held his schedule and tracked his earnings, it even allowed him to call for back up if needed.

Today it surprised him for the first time in 12 months. There was a new client.

His regular for that evening had canceled. There was a note about a family emergency.

The woman that took her place was a little older than Jamal’s 36 years at 42.

In her profile photo, she wore black lipstick and eyeshadow that contrasted her pale skin, while at the same time complimented her raven black hair.

Her smirk gave her an air of mystery and danger. She looked like trouble and it made Jamal’s heart speed up for the first time in a long time.

Jamal smiled

He confirmed the appointment and immediately set about making preparations.

When night fell, Jamal was finally pulling up to the address he was given. It was well outside the city on a private road, suggesting this “Esmerelda” was a woman of some wealth.

The house itself was pretty big, boasting three stories and two chimneys. The outside was painted in dark tones giving Jamal serious Amityville vibes.

He parked near the front door and shot his friend a quick text message, which was customary for a new client, and straightened his suit jacket as he stepped out his red tesla.

As he began climbing the steps to the massive oakwood door, he was met by an older gentleman in a white tuxedo.

“Mr. Jamal I presume.” the man said in a haughty British accent. “Do kindly hand over your keys. I have been instructed to pull your vehicle around to the back.”

Jamal raised an eyebrow, but complied without a word. He was used to some of his clients wanting to hide his presence.

“Thank you sir, you will find Mistress Esmerelda in the parlor directly to your left as you enter.”

Jamal nodded and proceeded inside.

When he entered the parlor, his breath caught.

Esmerelda was stunning. She was standing in the window watching her butler pull off in Jamal’s car. The light from the window made her lace robe nearly transparent. And that was all she was wearing.

When she turned to face Jamal she smirked at the look on his face. Jamal didn’t notice. His eyes were busy drinking in the older woman’s flawless figure.

Her skin was like milk, smooth and creamy. Her breasts were large and perky with tight pink nipples, D cups by Jamal’s estimation. They had just enough sag to show they were home grown.

Her toned, well-defined arms framed six-pack abs that drew Jamal’s eyes to her soft hip and muscular thighs. Her lady lips were fat with a pinkish blush, and so smooth it looked like there had never been hair there ever.

Her calves were strong like she had never missed a leg day in her life. Her feet and toes looked soft like they had known nothing but pedicures and pampering.

“Like what you see?” The question was full of teasing and amusement. Her British accent stroked Jamal’s ear just right, snapping his mind back into focus.

“Oh excuse me,” Jamal said with a nervous chuckle, “it’s been a while since i’ve seen such a gorgeous woman.”

Esmerelda smiled and hummed. “I bet you say that to all the girls. But, flattery will get you everywhere.”

Jamal smiled his perfect, award winning smile. “Not in a long time.” He answered honestly.

“Well I’ll take that as high praise from someone in your profession. Thank you. I hope you’re ready for something…unconventional.”

Jamal kept his smile, but tilted his head and furrowed his brow. “I do have a pretty wide skill set. How “unconventional” are we talking about.”

Esmerelda smiled and sauntered her way out of the parlor. She tugged Jamal’s jacket playfully as she passed him. “Follow me. I’ll show you.”

Jamal licked his lips and kept his eyes on her perfectly shaped bubble butt as he followed her down stairs into an area that looked like a boxing gym.

His eyes widened as he looked around. There were heavy bags, speed bags, even battling ropes. He would have done anything for a gym like this when he was an aspiring fighter as a teen.

In the middle of it all was a regulation sized ring. On the far side of the ring, Esmerelda sat on the middle rope with her arms draped over the top like it was a comfy chair with her legs crossed at the knee.

“Come on then, don’t be scared.” She called playfully.

Jamal kept his eyes on esmerelda as he climbed in the ring. He strode over to the corner and leaned his back on the turnbuckle.

He looked at Esmerelda and raised an eyebrow. “Ok. What is this?”

Esmerelda hopped up gracefully and slowly made her way to the middle of the ring.

“We’re going to play a game, yeah. A

sex fight. First one to submit, or cum, loses and has to completely submit to the winner.”

Jamal had to admit it sounded fun, but he was curious. “Why not just fuck? Why all the pretence?”

Esmerelda gave an exaggerated sigh.

“Because, I’m fucking bored. I’ve been rich all my life. I’ve never had to earn or work for anything. Everyone I’ve ever met always gave me whatever I wanted. For once I want to fight, struggle, get sweaty. Even if I lose, I want to feel my heart race from the effort.”

The shimmer in her eyes, the passion in her voice made Jamal smile.

Win or lose they were going to fuck, so the stakes were low. If the pampered princess wanted struggle, he’d give her struggle, then he’d fuck the shit out of her.

“So what are the rules?”

Esmerelda’s grin widened, it looked wicked with her black lipstick.

“Ok!” She began excitedly. “First, we’ll start naked. Sexually, nothing is off limits. Teasing, oral, anal, penetration, do whatever it takes to make your opponent cum.

The fight is more wrestling style. Strikes are ok, but remember, we’re not trying to knock each other out.

Be careful with holds, we’re not trying to break bones. This is supposed to be fun and sexy.”

Jamal nodded, listening as he undressed.

Esmeralda watched him, her eyes drinking in his sculpted body.

When Jamal’s manhood came into view, long and thick, emerald smiled, staring at it, sizing it up.

She leaned back and held a finger nail between her teeth.

“Oh you’ll do nicely.” Her voice dripping with lustful desire.

Once Jamal was undressed, emerald shed her robe and the two began to circle each other slowly.

Jamal smirked confidently at the smaller woman. He thought this was all because she wanted to be dominated, and she wouldn’t put up much of a fight.

Two stiff jabs to his nose drove that thought right out of mind.

He stumbled back a few steps clutching his face.

He blinked away stinging tears. When he looked up, Esmerelda was in a kickboxer’s stance, smirking.

“you didn’t think I was just gonna lay down for you did you?”

Jamal had been in a few scraps in his day, but he wasn’t much of a fighter.

He normally would just knock people out with his strength and call it a day.

This would be difficult.

He dropped into a defensive stance, putting his fists up then opening them.

Esmerelda smirked before sending a kick at Jamal’s head.

Jamal ducked under the kick and answered with a two punch combo.

Esmerelda stepped in close, blocking the first punch and catching the second.

She turned with the punch and flipped the bigger man over her body.

She held on to the fist and smoothly transitioned into an armbar as Jamal hit the ground.

The jolt of pain in his arm made Jamal grunt. He quickly shifted his weight and threw his body on top of his opponent, folding her in half.

“Flexible.” He teased as he wiggled his eyebrows at her.

Esmerelda giggled and winked before thrusting her body upward, kicking out of the pin.

Jamal was thrown off balance and she was able to shuffle away.

She remains on her knees, a manic grin on her face as she eyed Jamal.

Jamal was on all fours, eyes on esmerelda, feeling like two dogs tussling in the yard.

Jamal had an idea

He rushed forward and faked left. When she moved to block, head dashed back to the right, scrambling behind her.

Jamal wrapped an arm around her neck and threw his weight backward, pulling her on top of him.

Esmerelda kicked her legs up and rolled with Jamal’s momentum, instantly freeing herself.

As soon as her feet touched the ground, she dove forward landing on top of Jamal, driving air from his body.

She immediately grabbed Jamal’s cock and shoved it in her mouth. She bobbed her head as her cheeks sunk in with her wild hard sucking.

“Oh fuck!” Jamal’s back arched off the ground as he sucked in air. He almost came immediately at the sudden intense blowjob.

“Mmmm” Esmerelda moaned as the beautiful cock in her mouth grew hard as it reached for her throat.

Jamal groaned loudly and grabbed two handfuls of Esmerelda’s firm ass, not sure how he was going to escape the delicious predicament he was in.

A wicked idea formed in his mind as he looked at the wonderfully wet pussy and puckered asshole in front of him.

He licked his thumb and jammed it in her ass, not at all gently.

Esmerelda gasped, lifted her head, and moaned at the sudden invasion.

Jamal shifted his hips, flipped the girl over, and scrambled away.

Esmerelda turned to face Jamal with an evil grin on her face.

“Oh you’re gonna pay for that.”

“Promises, promises.” Was Jamal’s reply as he blew her a kiss.

The pair slowly got to their feet, eyes locked on each other.

Esmerelda went for another kick. Jamal ducked under and danced around behind her.

He clasped his hands around her waist and lifted her off the ground.

Assuming he was going for a suplex, Esmerelda threw her legs up so she could flip over again.

Instead, Jamal caught her legs. He spread them open and dropped her body weight on his rock hard cock.

“FUCK!” Esmerelda screamed as she was impaled by the biggest cock she ever had.

Jamal laughed triumphantly in her ear, as he bounced her body up and down his rod, her weight causing him to bottom out every time.

Esmerelda squealed and moaned loudly as her mind emptied.

“Fuck. Fuck. You’re. So. Fucking. Good!”

Her eyes rolled back and she reached between her legs to rub her clit.

Suddenly an idea occurred to her. She raised her hand and slapped Jamal on his sack.

“Oh!” Jamal yelled as his knees buckled.

Esmerelda caught herself on her hands and scurried away from Jamal.

“Oh you dirty bitch!” Jamal sat on his knees, holding his balls, groaning in pain.

Esmerelda pounced on him. She pushed Jamal to his back then wrapped her arm and leg around his leg.

She smiled as grabbed his dick and started jerking it feverishly.

Just as Jamal was about to beg her off, she plunged his cock into her throat.

“Fuck” Jamal moaned as Esmerelda made gawking noise, throating his dick over a d over, taking it all.

His attempts to shake her proved futile as she hung on to his leg, latched on to his dick.

He pulled her hair in a desperate attempt to dislodge the beautiful face on his cock, bet she held on.

The hair pulling only severed to spur Esmerelda on as she continued her relentless assault with her lips, tongue, and throat.

“Jesus!” Jamal suddenly reversed the direction he was pulling her hair and shoved himself deep inside her throat.

The next second he came hard, causing muffled gags to shake Esmerelda’s body as she swallowed every last drop, even milking him for more.