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 2

Jake arrived at the Hotel Edison just after 19:25, again in his dark blue suit with a white shirt, open at the collar with no tie.

As he approached the front desk, his new business phone vibrated in his pocket. He took it out and read the message he had received.

'Change of plans, go to the bar. Sit by the furthest window, I'll come to you x"

Jake shrugged. A sudden change of plans was par for the course in his line of work.

He went to the hotel bar, ordered a scotch on the rocks, and took it over to a seat near the furthest window, as instructed.

He sat for a few minutes, sipping his drink and watching the entrance to the bar. He soon spotted the person he assumed was his client for this evening, the beautiful and leggy redhead star of the Guardians Of The Galaxy movies, Karen Gillan.

Wearing a figure hugging black minidress that barely came past her hips, putting almost every inch of her long gorgeous legs on display. On her feet were a pair of 4 inch heels.

She looked around from the entrance, stopping when seeing Jake sitting in the seat he was instructed to occupy.

She strode confidently over to his table, heels clicking on the floor as she walked toward Jake, pulling something of a handbag she held on to as she did.

When she reached Jake's table, she bent down to Jake and whispered in his ear "meet me in the men's toilets, 1 minute". She took his hand and passed something fabric to Jake.

She straightened up and continued her stride toward the bathroom area of the bar, through a set of doors at the wall near to where Jake was sitting.

As he waited, Jake looked at what Karen had handed him. He unfolded the square of fabric, and saw with wide eyed surprise that it was a pair of black silk panties, the crotch area clearly wet from recent arousal.

Jake rose from his seat, and followed after Karen, stuffing the panties into his pocket as he stood.

He entered the men's room, and was silently thankful there was no attendant on duty. He whispered "Karen" and saw the door of the end stall move slightly and a hand poke through the gap, one finger beckoning him nearer.

He walked over and inside. As he did, Karen grabbed him and kissed him deeply, their tongues intertwining as she reached over to lock the stall door.

Jake was the first to break the kiss, and whispered to Karen "You wanna fuck right here?"

Karen chuckled, and whispered back softly in her Scottish accent "I've got you all evening, laddy, this is just the start", grinning as she took Jake's hand and bought it between her legs and letting Jake feel the warm wetness of her pantyless pussy.

Jake started to rub Karen's wetness along the lips of her pussy with his fingers, while softly pressing her clit with his thumb.

Karen moaned and grabbed Jake's neck to pull him in for another kiss. As their tongues danced, Jake's fingers started to rub Karen's pussy faster, causing the stunning redhead to moan more into his mouth.

Jake again was the one to break the kiss, and pulled the panties out of his pocket, and brought them to Karen's mouth. She eagerly parted her lips and as Jake was stuffing the ruined silk underwear into her mouth, he slid two fingers inside of her pussy.

"Oh fuck!" groaned Karen, her voice now muffled by the improvised gag Jake has put in her mouth.

He moved his arm to her waist, holding her up while the other hand started to frantically finger the former Doctor Who actress.

Jake kissed Karen's neck and collarbone, then he rasped into her ear "Is this what you like? Two fingers in your wet little cunt in a public place? You're just a little slut, aren't you?"

He quickened the pace of his fingers, the leggy beauty moaning with pleasure as he did, her orgasm getting closer and closer.

Though said quietly and muted further by the fabric in her mouth, Jake could still make out the pleading words coming from the Scottish stunner. "Please, Jake, make me cum, please" begged the Marvel star.

"Cum for me. Cum on my fingers like the slut you are" growled Jake into Karen's ear, as he pushed his fingers as far inside her pussy as they would go.

Karen's restraint broke and she came deeply, soaking Jake's hand as she did.

"Fuck yesss, I'm cumming so good for you, oh gooodd, yes!" moaned Karen, panty gag still in her mouth. Her body shook as she came, but Jake still had a hold on her waist, keeping her upright still.

He took the panties from Karen's mouth, and the pair kissed deeply again, the last of Karen's orgasmic cries leaving her mouth and directly entering Jake's.

He held her in the bathroom stall for a couple of minutes after her orgasm, to allow her to get herself under control. He also stuffed her panties back into his pocket.

Once Karen had recovered herself, she straightened herself up, adjusting her dress to cover her modesty and hide potential evidence of the last few minutes. She took Jake's hand, covered in her cum and licked every inch clean.

"That was amazing" she said to Jake, as she unlocked the stall door.

She gave Jake a peck on the cheek, and took his hand. They left the men's room together, neither caring as they walked out of the stall. They'd been lucky, no one had come into the bathroom as they were in progress, but as they left the bathroom, there were two men walking in.

"Hi boys" said Karen, waving and blowing them a kiss as she did so, then continuing to lead Jake away.

She walked them both outside the hotel and to the street.

There waiting was a white stretch limo. Jake opened the door toward the rear end and held it while Karen got inside. He followed after, and as he sat down, he saw Karen down near the partition, telling the driver something in hushed tones he couldn't quite make out.,

He heard her say "Thank you" to the driver, who raised the partition separating them from the passengers in the back and head back toward the rear seat where Jake was sitting and she cuddled up against Jake's chest, one arm around his shoulders and the other down on his legs, her hand slowly rubbing his hardening cock.

Karen moved her head to whisper into Jake's ear. "You think I should suck your cock right here in the back of this limo? Would you like that? Ooh, I think I have an answer already" said Karen, smirking as she felt Jake's cock twitch inside his pants.

Jake tried to keep his composure. He was about to answer back, when Karen started to undo his belt and pants, pulling them down.

Karen rubbed the growing bulge in Jake's boxers.

"My, my. Emma wasn't lying about this, was she? You are well equipped, aren't you?" Purred Karen, moving herself so her face was rubbing on the fabric covered cock.

She sucked on Jake's penis through his boxers, used her hands to cup and tickle his balls as she did.

"Oh god, that feels good" groaned Jake, losing control. "Fuck. Just do it, suck my hard cock."

With that, he took over slightly, pushing down his own boxers and freeing the thick 8 inch member between his legs, Karen's face being hit as it sprung upwards.

Karen gripped the shaft of Jake's cock and softly kissed the engorged head before licking her way down the shaft and back up, taking the head in her mouth and sucking in it.

Jake's eyes rolled back as Karen Gillan teased and tongued his cock slowly and with precision, as if she knew exactly the right spots to focus on and when.

Karen halted her worship of Jake's hard cock to reposition herself, kneeling on the floor of the limo in front of Jake. She pulled her dress down, revealing her small perky breasts to Jake, her pink nipples visibly hard with arousal.

She took Jake's cock back in her mouth, and continued the blowjob. Karen knew her limits, but she still tried to take as much of him into her mouth as possible, her gag reflex halting any progress at the halfway point.

Instead of trying to deepthroat, Karen resorted to an old standard that had served her well in her early modelling days. She took as much of Jake's cock in her mouth as she could, and started to hum.

"Oh my god" groaned Jake, the vibrations stimulating his penis in a way he'd never felt before. His head dropped back against the seat as he felt soaring waves of pleasure approaching.

Then Karen stopped suddenly.

Jake looked back toward her, a questioning look on his face. She giggled and smiled at Jake. "Sorry, but there's something else I want to try. Give me a second" said Karen, who sat back on her ass on the floor of the limo and moved her long smooth legs in front of her and kicked off her shoes.

She moved her now bare feet onto Jake's cock, and placed one either side of the erect member.

Getting the idea, Jake pushed the feet together around his cock, and started to thrust, the soft soles of the former Amy Pond feeling like silk against his cock.

As Jake used her feet like a sex toy to jerk his cock, Karen leaned back and pinched her own nipples.

Since stumbling upon a foot fetish website one evening, Karen has been very curious about the sexual appeal of feet.

From the noises Jake was making as he jerked his cock between her soles, this was clearly working, and she spoke up to encourage him.

"That's right, baby, use my feet like they're my tight little Scottish cunt. You'll have the real thing soon enough, lad but I want you to cum on those pretty feet first, aye? Don't you want that? Look how pretty they are? I had a pedicure tonight especially for this and I want you to ruin it. Go on, shoot your load all over my wee toes, you know ya want to. Cum for me, lad. Spray my feet with your spunk." Growled Karen, licking her lips as she looked at Jake, eyes blazing with a lustful fire.

"Fuuuuck, gonna cum. Gonna cum over your feet, shiiit" moaned Jake, as his orgasm took hold. Just before he came, he positioned both of Karen's feet on the floor of the limo in front of her, and aimed his cock at them.

A number of sprays of cum shot out of his cock, mostly hitting their target of Karen Gillian's feet, some of the load hitting the floor instead.

Once Jake was finished cumming, he sat back, his softening cock twitching. Karen spun around on her ass, her face now near to his cock while her legs faced away. She took Jake's semi-hard penis into her mouth to clean it off, licking all the remaining cum off the head and giving it a suck for good measure just to make sure.

Spinning back around so her legs were again nearest Jake, she looked him directly in the eyes as she moved one foot up to her mouth. She licked all of Jake's cum off one foot, then did the same to the other. Then she swallowed it all, opening her mouth wide to show Jake she hadn't wasted a drop.

Her feet now clean of cum, she put her heels back on, pulled her dress back up and sat back on the rear seat of the limo next to Jake, who had pulled his boxers and pants back up and squared himself away.

"That was incredible" muttered Jake, slightly breathless from the last few minutes.

"And we're not done yet, big boy!" said Karen, as the limo came to a stop.

Jake looked out of the window, and looked back puzzled. "We're back at the hotel? I thought we'd be going for dinner?"

"Why? I just ate, and you're about to, once we get to the room.Let's go" said Karen, smiling as she again took Jake's hand, both got out of the limo, into the hotel, over and into the elevator and up to Karen's floor.

They entered Karen's room, and fell into another passionate kiss. They started to undress each other, Karen's dress being pulled off completely, Jake's pants and shirt being discarded, all clothing scattered on the hotel room floor as they moved over to a nearby couch.

Karen broke the kiss, and lay back, spreading her legs to show Jake her wet pink pussy, almost completely bare, only a small triangular tuft of red hair visible above the slightly parted pussy lips, tantalisingly close to the swollen clitoris peeking out at the top of Karen's pussy.

"Eat me, big boy!" said Karen, her fingers rubbing her wetness. Jake knelt down, and started to lick at the stunning redhead's wet pussy.

"Mmmm, yesss, that's incredible" purred Karen, and Jake's tongue pushed into her tight, pink wetness.

Jake licked away at Karen's pussy, alternating between poking his tongue into her hole and licking up and down the length of wet lips. On occasion, he'd give her little clit a few quick tongue lashes, causing the beautiful redhead to squirm excitedly.

"Feels so good" moaned Karen, her orgasm getting nearer. "Keep going, I'm nearly there!"

Jake did as he was encouraged, increasing the pace of his licking. Karen's long legs squeezed either side of his head, feet licking together behind his back.

"Gonna fucking cum!" Moaned Karen loudly, as her orgasm overtook her.

With Jake's head firmly held between her thighs, Karen's hips bucked wildly. She thrashed about on the sofa, screaming as the pleasure surrounded her.

Jake struggled to free himself as Karen thrashed, managing to pull his head from between her thighs.

He'd stopped the stimulation with his tongue, and as Karen bucked her hips, he grabbed her legs. He parted them, pushing them up toward her head as if folding her in half, then he pushed his erect penis into her still orgasming cunt.

He started to fuck Karen, causing her to have an immediate second orgasm.

"Shiiit, I'm cummiiing again, fuuuuuck! You're fucking incredible!" She cried at Jake as he thrust into her, almost relentlessly as if wanting to find out how many times Karen could cum.

This was the thought that occurred to Karen, and she still had things she wanted to try

Her body still reeling from her second orgasm and hearing for a third, Karen put her hands on Jake's chest as if to wordlessly say "stop", the insanely passionate thrusting into her pussy ceasing at once.

"I don't want you to come just yet" said Karen, giving Jake a wink. She pushed him to one end of the couch and lay back on her end.

"Wank that cock for me while you watch me" Karen told Jake, who complied immediately, starting to jerk his cock as he looked at Karen.

Karen spread her legs as far as she could, one thrown over the back of the couch, the other stretched out along the floor.

This opened Karen's pussy, her wet hole exposed like the centre of a flower after blooming.

Karen traced her bare nipples with one hand, and with the other she started to rub her exposed opening.

First one finger, up and down her pussy lips, then two followed by a third.

She curled her fingers toward her entrance and pushed them inside. Even as open as she was, it was still a tight fit but Karen was determined to accomplish what she was setting out to do.

She thrust the three fingers in and out, her pussy getting wetter and self lubricating. After a few pumps of three fingers, with her pussy visibly stretching to take them all in, she removed them and added a fourth and repeated the same cycle.

Jake watched, enraptured as the Marvel star pushed four fingers in and out of herself, stretching her pussy to its limits, the splashing noises from her increasingly wet pussy making him harder than before.

He continued to jerk his cock, managing to edge himself somewhat, as he too didn't want to come just yet.

His composure nearly gave out, however, as he gazed upon Karen Gillan with legs spread, adding her thumb into the mix. She squeezed all five fingers together as tight as possible, and proved her entrance. Gripping her wrist with her other hand, she pushed her fist forward inside herself, barely getting to the knuckles on the first push.

She pulled her fist out and wiped her pussy juices around her fist and along the back of her hand too.

She went for a second push, and kept going as she reached the knuckles. She took a deep breath, paused briefly to allow herself a little time to relax and adjust, then pushed her fist in, her knuckles pushing into her pussy, so her entire hand was now inside her.

"Ohhhh gooood, so full" she moaned, her eyes rolling back in ecstasy.

Jake watched as Karen started to move her fist in up to the wrist then out to the knuckles.

He rose from his seated position, and moved to Karen's head, still stroking his cock.

He took his head in her hands, gave her a kiss, then moved his cock to her mouth. She started to suck his cock again, slobbering over his penis with a lusty vigour.

"You look so beautiful. But I want to fill you up more!" Said Jake, who looked down at Karen's pussy being so exquisitely stretched by her fist pumping in and out.

"Get that cock nice and wet" he said to Karen, who obeyed, letting the cock fall from her mouth and spitting on it, then using her mouth and tongue to wipe the spit over the entire length of Jake's penis.

Jake then pulled away from Karen, and moved over to the door to the balcony and opened it.

He came back over to Karen and picked her up and took her onto the balcony. Fist still inside her, Jake placed Karen over the back of a chair near the balcony railing. Karen looked out over New York, her moans being drowned by the sounds of the street below.

Jake took a step back and admired the sight in front of him. Not of the city, but the beautiful redhead's firm ass, her little pink hole winking as she moved her fist in and out of her pussy.

He knelt down behind Karen on the chair, and stuck out his tongue, moving slowly toward her little puckered rosebud.

The first lick Jake gave to Karen's tight butthole, combined with the sensations she felt in her pussy, caused Karen to moan long and loudly.

"Shiiiiiiit, fuck yes. Tongue my asshole while I fist my cunt." Moaned Karen. "You gonna bugger my arse while I've got my hand in my fucking minge? I've not had more than a wee finger up there before but don't be soft, make me feel it!" she growled, looking back at Jake with a look of highland fire in her eyes.

As commanded, Jake stood and took a firm hold of his hard cock. He used his other hand to spread Karen's ass cheeks as best he could, then pressed the bulbous head of his thick cock against Karen's asshole.

Karen gasped and whimpered as her virgin asshole was penetrated by a large cock for the first time.

"Ah god, it hurts, but don't stop! Please fuck my ass! God, I've never felt so full!" Cried Karen, tears forming in her eyes from the initial pain of the anal penetration and the mind numbing pleasure she was feeling as she adjusted to the feeling of both Jake's cock in her ass and her fist filling her pussy.

She started moving her fist in and out, moaning as she was able to feel Jake's cock thrusting in and out of her ass hole as she did so.

She knew her orgasm was close, so she started to move her hand in and out of her pussy with increasing speed.

This, in turn, caused Karen's tight asshole to constrict more and more on Jake's cock, increasing his own pleasure tenfold. He continued pumping in and out of the Scottish movie star's ass as best he could, but the pressure got too much and he had to pull out so it was just the first couple inches he had inside of Karen.

Initially lost in the pleasure he was feeling, Jake soon was alerted by Karen that her orgasm had arrived.

"FUUUUUCK YESSSS, I'M CUMMING! HEAR THAT NEW YORK, I'M FUCKING CUMMING ON A BALCONY" screamed Karen, as she pulled her fist from her pussy and a flood of her juices gushed over the balcony floor.

She almost collapsed from the force of her orgasm, but was held up by Jake's cock still in her ass, but she knew he was about to blow.

She reached back with her hand, and pulled him out of her. She got off the chair and sank to her knees in front of Jake, taking him in her mouth as far as she could. What remained she started to masturbate, stroking up and down the shaft of Jake's cock while sucking the head of his cock.