Gigolo to the Stars

===DISCLAIMER===

This is a work of erotic fiction.

The person(s) portrayed in this work are over the age of 18.

This material should not be viewed by any parties under 18 years of age.

Copyright: YoungDubz 2023

= = =

Chapter 3

Jake Bryce grabbed his bag, a large carry-all, from the carousel and made his way toward the exit of LAX Airport.

The night before, he'd received a number of messages from possible clients, almost all of them asking if he would be in LA. He had decided there and then to make a trip, packed a bag, booked an open flight ticket and headed to the airport.

He'd spent most of his flight using the plane's wi-fi and replying to the multitude of messages he had received on his work phone, sending a confirmation to each of the many people who had messaged him that he would indeed be in LA for an indefinite amount of time.

As he approached the exit to the airport, he saw a man, standing by a town car, holding a sign that simply said "Jake Bryce from NY".

He approached the man, and confirmed his name, showing his ID.

"Welcome to LA!" said the taxi driver, as he took Jake's bag and put it in the trunk. "You must be important, someone called about an hour ago, said you'd be landing soon and arranging a pickup, they said it was urgent."

Jake got in the car, the driver got back behind the wheel, and the cab moved off, leaving the airport and heading to the freeway.

As the car drove along the freeway, Jake looked out of the window at the iconic skyline of Los Angeles.

"Just like in the movies, eh? Your first time in LA?" said the driver.

"Yeh," replied Jake, "I always wanted to visit though. Weather is a lot better than New York, that's for sure."

"Tell me about it, I moved here from Brooklyn 10 years ago, and I'm still not used to it. So, are you here for business?" Enquired the car driver.

"I guess yeh, I'm here on business" replied Jake, declining to elaborate further "So, do you know who it was that requested my pickup?" He asked, trying to glean some information about his next client.

"No sir, we just got a call, asking for a pickup and were given your name and flight details. Couple of us in the office thought it might be a prank. Like how long can we keep someone waiting in an airport holding a sign, ya know?" Replied the driver "So, this business, is it a secret?"

"Yeh, I can't say much more, sorry. Less you know the better." Said Jake, not wanting to come off as cryptic but not wanting to potentially involve an innocent in something not entirely legal.

"Say no more, sir" chuckled the driver. "Name's Johnny, by the way. Figured we have a bit of a drive left, if we're gonna talk you should at least know my name since I know yours."

"Nice to meet you, Johnny. If it's okay with you though, I'm gonna shut my eyes for a bit, it's been a long day." said Jake.

"Go right ahead, sir. I'll wake you when we arrive, if you're still out." Said Johnny.

"Good man." Said Jake, as he shut his eyes and drifted off.

Some time later, Jake was awoken by being tapped on his shoulder.

"We've arrived, sir." Said Johnny.

Jake stretched and got out of the car. Johnny had already taken his bag out of the trunk and put it on the sidewalk nearby. He looked around. Every house was walled and gated. He checked his phone, to get the address details.

"Johnny, you know where I'm meant to be going?" He asked. "This has kinda been sprung on me."

Johnny replied as he was getting back in the car. He pointed to the nearest gate. "That's the one. 1097."

Johnny got in the driver's seat, shut the door, then turned to talk to Jake through the window.

"Good luck with your business, Sir," he said. "It was nice to meet you."

"Likewise, Johnny." Said Jake. "What's the cost?"

"Already taken care of sir, paid in advance" replied Johnny.

Jake extended his hand. Johnny took it and the pair shook hands, Jake slipping Johnny a decent tip as they did so.

"Thank you very much sir. Goodbye and good luck with your business. If you need another ride, call the company and ask for me" said Johnny, handing Jake a card.

"Shall do, and thanks. Goodbye Johnny." said Jake.

The town car started and drove off. Jake lifted his bag and slung it over his shoulder.

He approached the gate, and saw there was an intercom. He pressed the button and waited.

He heard a female voice. "Yes?" It asked.

Jake vaguely recognised the voice. "Um, it's Jake, I'm here for an appointment?"

"Come in" the voice said through the intercom, there was a buzz and the gate opened. Jake walked through, and up the driveway.

He reached the front door of the house, approached the front door and knocked.

He was waiting about thirty seconds when the door started to open, and Jake was greeted by what he first thought was the maid of the house from the outfit, but on second glance he recognised this person to be Anna Kendrick. She was dressed in a maid outfit that even the most ardent slutty Halloweener would describe as "too revealing". The beautiful brunette's larger than expected breasts were barely covered by the top, her lack of bra very evident and the skirt just barely came a quarter of the way down her thighs. Her brown hair was done up in high pigtails.

"Welcome sir, I'm Anna. My lady will be with us shortly. Can I get you anything? Would you like a drink? Something to eat? Maybe a blowjob?" Anna asked, cheerfully.

Jake was taken aback by how forward Anna was. "I'm sorry?" He asked her.

"My lady asked that I make sure you are taken care of until she arrives. You are here to fuck her, of course, I can get you ready for that if you would like?" Replied Anna.

The brazen attitude of the pretty young actress shouldn't have fazed him. He'd heard worse in his line of work, but there was still something shocking about it.

"Uh, I'll have a drink, if that's okay? Scotch on the rocks?" said Jake.

"Okay" responded Anna.

She took his hand, dragged him inside the house and led him to a nearby seating area. His bag was left on the porch as he slammed the door shut behind him. She sat him down on a couch, from which he could see across the house to the kitchen, which Anna then started to walk to.

As she walked away, Jake could see that she wasn't wearing any underwear, and he could just about see something shiny nestled between Anna's firm little ass cheeks. His suspicions were confirmed when she had to stand on tiptoes to reach some drinking glasses and her cheeks parted slightly, revealing the jewelled buttplug she had inserted.

Anna poured Jake's drink and walked back over to him, handing him the glass. She knelt down in front of Jake, her hand moving to his crotch

"My lady will be with us soon, are you sure I can't do anything else for you? I'm yours to do as you desire, Sir." said Anna, her hand moving up to the evident bulge in Jake's pants, rubbing his slowly hardening penis.

Without waiting for Jake's response, she unzips his pants and pulls them down to Jake's ankles along with his boxers. She takes a firm grip on his semi-hard cock and licks the underside of his shaft, then takes the head in her mouth.

The stunning brunette starts to suck hard on Jake's now fully erect member, taking more and more into her mouth with each downward movement of her head, maintaining eye contact with Jake the entire time.

Once she reaches the bottom, her nose pressing on Jake's pelvis, she takes his hands and moves them to her hair. Jake grips one of Anna's pigtails in each hand, and pulls her head up and down on his cock.

With each downward pull of Anna's head, Jake felt the warm, wet constriction of his cock in the gorgeous actress's throat.

Jake kept up this action at a slow steady pace for a few minutes, until Anna pulled herself off his cock. She looked up at Jake with what looked to him like concern.

"Is Sir okay? Am I not doing a good job?" Asked Anna, rising and moving onto the couch.

"What? No, that...that was incredible, you're an expert." Replied Jake.

"Then why are you being so gentle? My lady wants me to prepare you, Sir. She says I'm to allow you to use my throat, Sir. Would it be better if I did this?" Asked Anna, lying back on the couch with her head over the side. "Now use my mouth as a fuckhole for your cock, sir." She opened her mouth wide and waited.

Jake figured to himself that if she was okay with it and he had free reign, may as well go with it. He moved to where Anna's head was, and pushed his entire length into her mouth, watching in awe as she took the entire thing in one. Her throat bulged as his member pushed its way in, and Jake's scrotum rested on the face of the Pitch Perfect actress.

He started to thrust faster and faster, each time bottoming out in Anna's throat. He could feel her gag reflex adjusting with each thrust, but kept picking up his pace. His hands moved to grip the firm breasts of the Oscar nominee, squeezing them and roughly pinching the nipples, Anna audibly squealing on his cock as he did so.

The groans of pleasure coming from Jake, the sound of his balls slapping against Anna's face and the guttural sounds coming from Anna as her throat was penetrated again and again drowned out the noise of the front door opening. Jake and Anna had an audience now.

Unknowingly being watched, Jake continued to fuck the pretty face and throat of Anna Kendrick, her face now coated in saliva and tears. "Fuck, feels so good in that fucking throat. Gonna fucking cum right down that slut throat, is that what you want?"

Anna couldn't get the words out, but what he heard sounded like no. She opened her eyes, and became aware that they were being watched. She widened her eyes as if to ask for permission, and their audience simply nodded in affirmation to Anna.

Anna did what she could to move her tongue about in her mouth, trying to coax Jake's orgasm from him.

"God fucking damnit, you're unbelievable. Gonna cum, keep doing that. Fuuuck" groaned Jake, who soon lost his restraint. He started to cum, his load firing out right into Anna's throat.

Anna tried to swallow what she could, but found herself overwhelmed. Once Jake had finished, he pulled his cock from her mouth, and what she hadn't swallowed came out of her mouth and down her face, some getting on the floor beside the couch.

Jake, currently spent, moved and sat in a nearby chair. He took a minute to collect himself, and then became aware of the spectator standing by the front door, who started to walk over to Anna, still lying on the couch with her head over the side.

"Look at you, you little cumslut." Said Mary Elizabeth Winstead, in a commanding tone of voice. She approached Anna, and slapped her in the face. "Clean up the mess you've made" she ordered Anna, pointing to a small puddle of Jake's cum on the floor.

Anna quickly got off the couch and on all fours crawled to the cum, licking it directly off the floor.

"Now clean yourself, whore" demanded Mary.

Anna used her fingers to move the mixture of spit and tears and cum off her face and into her mouth, swallowing it all.

"All clean!" Said Anna, cheerfully with a smile on her face. "My lady, did I do good?"

"No," said Mary, sternly. The taller woman approached Anna. Mary knelt down so she was face to face with her Scott Pilgrim co-star. Her demeanour softened and she smiled "You did great."

Mary gave Anna a deep French kiss, tasting Jake's cum on Anna's tongue.

The pair broke off their kiss, and Mary turned to Jake.

"Are you gonna be good to go again soon, dude?" Mary asked.

"5 minutes" said Jake, catching his breath. He'd been practising techniques to last longer and recover quicker, figuring his new career path may require him to perform multiple times an evening.

"Good," said Mary, unbuckling her belt and undoing the tight jeans that clung to her delicious round ass. "Gives me enough time to enjoy this little whore's tongue". She grabbed hold of one of Anna's pigtails, dragged her over to the couch and sat down, pulling Anna's head toward her crotch.

Anna didn't need any instruction and she moved to take Mary's panties off, grabbing them in her teeth and pulling them down the Die Hard actress's long legs.

Jake looked on in surprise, as it was revealed to him that Mary was unshaven, a wild bush completely covering her pussy.

Mary saw Jake's look of surprise. "Like what you see, dude? Probably been a while since you saw someone au natural like me, eh? She likes it" said Mary, pointing a finger at Anna. "Isn't that right, slut?"

Anna replied. "Yes, my lady, I love how your bush tickles my face while I lick at your delicious pussy." Anna punctuated her words by moving in to start licking away at Mary's hairy mound.

As Anna licked, Mary removed her leather jacket and pulled the tank top she was wearing over her head.

Her round breasts bounced free, as Mary hadn't been wearing a bra. Mary pawed at her breasts, squeezing and pinching them as Anna ate her pussy with passion.

"That's right, bitch, eat that hairy cunt. You lick me so good, just how a dirty skank should. Show this fucker how a real slut acts!!" Moaned Mary, who looked over at Jake. She saw he was starting to get hard again. "Yeh, he fucking likes seeing you eat my fucking cunt. Show him how you make me cum!" She commanded Anna.

"Of course, my lady" said Anna, her voice muffled as she dared not lift her head up from Mary's pussy, her addiction to Mary's juices leading her to push her tongue as far into the hairy wet hole as she could manage. She'd been addicted to this since they first fooled around on the set of Scott Pilgrim, which is where this side of Anna first emerged. Mary made her realise her real self, and while she loved being an actress, she hated that when she was on a movie set or at a premiere she had to act in a way against her true nature.

She'd never be able to fully repay Mary for awakening her, but she did her best by becoming a highly adept pussy licker. She pulled her tongue out of Mary, and set about flicking it at great speed against Mary's swollen clit, poking out from the hair covering Mary's pussy.

"Gooood, fucking dammit, how do you get better every time we do this?" Moaned Mary, as Anna's tongue pushed her to the very brink of an orgasm. "You're gonna make me fucking cum over that pretty face. Do you want that, bitch? My cum soaking your pretty little face?"

Without stopping her licking, Anna nodded, and clamped her lips around Mary's clit and started to suck on the little nub, causing Mary to buck her hips wildly, her orgasm taking over her.

"FUUUUCK, YESSSS, FUCKING TAKE MY CUM, YOU FUCKING WHOOOOORE. DRINK MY FUCKING CUM, YOU BITCH!" screamed Mary as she came, squirting her cum onto Anna's face. She grabbed the smaller girl's pigtails, and pulled her face further into her pussy.

Anna's mouth missed the first blast of Mary's orgasm, but she moved so she was able to drink the following squirts. Her mouth filled with Mary's cum, the flavour intoxicating to Anna as it coated her taste buds.

Seeing the beautiful Death Proof actress writhe as she came was giving Jake a second wind, his penis now at full attention again.

Mary, her orgasm now having subsided, looked at Jake and saw his hard cock pointing upwards. She rose from the couch, and over to where he was sitting in the chair.

"You look about ready again." Said Mary to Jake, as she straddled his lap. She turned her head to look at Anna, who was still kneeling in front of the couch. "Sit and watch, you bitch, maybe you'll learn something. But don't you dare fucking touch yourself, got it?"

"Yes, my lady." Said Anna, who sat on the couch, her own pussy visibly dripping with the evidence of her arousal.

"That's a good slut you are, Annie" chuckled Mary as she took Jake's cock in her hand and lined it up with her waiting pussy.

She placed the tip of the penis at her wet opening, still slick with a mix of her own cum and Anna's saliva, and then slowly eased herself down inch by inch.

"Oohhh, gooood, yesss. It's been forever since I've had a cock inside me. With that one" she said to Jake nodded to indicate Anna "I'm the one doing the fucking, but when Emma told me about you, I had a sudden urge to try you out. Just some random fucking guy who I know won't go blabbing to the fucking Enquirer about me and Anna and our little arrangement."

"Discretion is indeed part of the job." Replied Jake, who was eagerly watching Mary's firm breasts bounce up and down as she rode his cock, the brunette's beautiful face contorting in pleasure as her hairy pussy was penetrated.

Jake glanced over at Anna, who was obeying Mary's instructions and not touching herself, but was clearly very turned out, the petite actress squirming on the couch as she watched, her thighs rubbing together

"I think she should have a closer look at this, don't you?" said Jake to Mary, who looked over her shoulder at Anna.

"I think she does indeed, good idea." Replied Mary.

Jake moved one arm around Mary's round but toned ass, and the other to support himself as he rose from the chair. His cock still inside the brunette, he carried her over to the couch, and sat himself down.

Mary rocked her hips back and forth as she rode Jake's cock, his lengthy penis hitting all the right spots inside her.

She looked at Anna, who was watching intently, and used one hand to lift the smaller actress skirt, exposing her smooth, bare pussy to Jake.

"Look at that tight pink cunt. Isn't it beautiful?" Mary asked Jake. "Do you wanna know a secret? I'm the only one who's been inside it. Isn't that right, Annie?"

"That's right, my lady. Only you have been inside my little honeypot." Replied Anna, smiling. "From that first time when you took my cherry, I haven't wanted anyone else to be inside it. It's only for you, my lady."

"Good girl!" Said Mary, reaching down to give Anna some much needed stimulation, rubbing her fingers along the damp slit of the Oscar nominee, up to her clit and pressing on the sensitive nub.

"Mmmmm, yes, please touch me, my lady. You know just how to make me feel good!" Moaned Anna, thrusting her hips up to stimulate herself on Mary's fingers.

"Uh-uh, Annie, none of that!" Mary scolded Anna, pulling her fingers away.

"Nooo, my lady, I'm sorry. Please, touch me. Haven't I been good today? And you always say that when I'm good, I get to cum! Pleeease! I need it, my lady." Anna paused, flashing Mary a mischievous grin. "Touch me, mom-"

Mary attempted to cut off Anna as she spoke. "Don't say it!", she said, but it was too late.

"-my" Anna finished her final word and smiled.

Mary growled in frustration. She stopped riding Jake's cock, to his confusion and grabbed Anna by the throat.

"You've fucking done it now, you little bitch. Do you really want it? Then go fucking get it, you fucking whore. I'll fucking teach you to do as you're fucking told. You get what you fucking want, you fuckhole cunt" Mary screamed at Anna, then slapped her in the face and pushed her off towards the stairs.

Jake watched as Anna skipped off, up the stairs. He looked at Mary. "Uhh, what's going on?"

Mary sighed and explained, somewhat calmly. "I'm sorry, it's just...that word does something to me, especially from her. No matter what, without fail, if we're fooling around and she says that, I have to fuck her. And I don't mean fooling around, fingers and tongues fuck her, I mean actually properly fuck her. I just have to wreck that tight little cunt before I can do anything else. It's like a compulsion." Mary thought for a moment. "Actually, you may be able to help me out here. I see you're still hard, makes sense, we got stopped mid-round by that slut upstairs. How about you help me teach her a lesson together?" She asked Jake.

Jake figured he knew what Mary was getting at and nodded in agreement. "Alright, deal."