Gillian's Justice Ch. 02

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Gillian meets a man who makes her an offer she can't refuse.
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Part 2 of the 5 part series

Updated 06/09/2023
Created 09/15/2019
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Chapter Two - Fleur De Lis

Andrew Dixon continued to drink scotch during the one hour drive to Lord Chelmsford's country home. He became a little handsy with his niece but Gillian figured he'd paid out thousands of pounds for her breast augmentation surgery and for her wardrobe so she shouldn't be too annoyed with him. Besides he would usually have one of his trout-pout bimbos accompanying him who would undoubtedly have given up any remaining virtue they had just to be attending such a lavish function.

Gillian would probably have thrown her uncle a blowjob as a reward for his generosity if she hadn't taken so much time, care and effort with her appearance but there was no way she was going to ruin her hair and makeup fellating him in the back of the Rolls Royce. Besides, men were notorious spatterers of semen when they ejaculated and she had no intention of getting any semen, which is notorious for staining, on her Saint Laurent slinky satin sheath.

"If you ladder my nylons Uncle Andrew I'm going to drive my heel into your foot the first opportunity I get," Gillian removed his hand from her thigh.

"Oh you know me Gillian. It doesn't matter where I get my appetite as long as I eat at home. Your virtue is safe with me," he admonished her facetiously.

"There will be plenty of women at the party happy to compensate an well-heeled old stoat like me," he chuckled.

Andrew and Gillian made a grand entrance at Chelmsford Hall and Andrew enjoyed leading her around introducing her to the hoi-poli. Tony Carlotta was there, now a bloated old man, and so was his nephew Alfonso 'Alfie' Carlotta. At Gillian's insistence Andrew allowed Alfie to take Gillian away from him so they could have a tété-a- tété.

Alfie took two glasses of champagne and led Gillian to an empty drawing room.

"You are the most stunning woman here tonight," Alfie offered her a glass.

Alfie was tanned, muscular and very handsome, just like the photographs of him that Gillian had studied.

Gillian didn't blush at the complement; there were some stunning women at the event but she considered herself amongst the most beautiful.

"Thank you, I suppose," Gillian looked at him over the rim of her glass.

"I suppose?" Alfie was not used to anything he said being brought into question.

"Well you stated something that is probably bleeding obvious. I am undoubtedly stunning but I've had some help from Saint Laurent, Louboutin, Max Factor and Wolford," she grinned cheekily at him.

Alfie grinned back at her.

"I bet you have, but even without the clothes and makeup I bet you are beautiful," he countered.

"Oh you'd be surprised what I look like sans clothes," Gillian knew that he wouldn't grasp the double entendre but he smiled mischievously at her.

"Anyway I'm surprised that I haven't met you before," Alfie smiled back at her.

"Oh I'm a debutante. This is my first social event in these circles," Gillian feigned modesty.

"Well I hope it's not your last," Alfie was quick to complement her.

"So you know who I am then? I mean you know what I do for a living?" Alfie watched her closely for her reaction.

"I know that your uncle Tony used to promote rock bands, has real estate investments, sells new and used cars, and dabbles in investment banking," her eyes sparkled, indicating that she knew more than she was letting on.

"And?" Alfie leaned his head to one side questioningly.

"And... I suppose you follow in his footsteps. They say you are the heir apparent," Gillian sipped her drink coyly.

"And?" Alfie's eyes bore into hers.

"And you make money from other, shall we say, undisclosed sources of income," Gillian raised her eyebrows.

"Very diplomatically put I must say," Alfie clinked his glass against hers.

"Well I should know; I actually work for you... well sort of," Gillian said coolly.

This took Alfie aback. He stared at her suspiciously.

"I deal for Terry Belkin; well I used to. I still do a little but I don't make anywhere near the money that I used to," Gillian said candidly.

"Not since I graduated at least," Terry nearly chocked on his wine.

"You're the tranny... I mean the... the woman who dealt for him on campus," he blurted out.

"If you mean I'm the transgendered woman who made you a shitload of cash selling drugs then you are correct," she corrected him.

"Terry said you were a stunner but you are way out of his league," Alfie blushed.

"Thanks for the compliment... I think," Gillian smiled and licked her top lip with the tip of her tongue.

"But you have a degree and your uncle is Andrew Dixon?" Alfie questioned her.

"A degree in Humanities; it might as well be a degree in basket-weaving. And Uncle Andrew has given me plenty of money but I don't want to sponge off him forever," Gillian replied.

"What do you want to do?" Gillian had finally got Alfie to ask her the question she wanted him to.

"Something where I can use my charm and beauty, but nothing too taxing. I want to be well paid of course, very well paid, maybe something in hospitality," she smiled beguilingly at Alfie.

"From what Terry tells me you are very hospitable," Alfie grinned at her lecherously.

Gillian threw her champagne in his face and slapped him hard, rocking him on his feet. She spun on her heels and strode purposely out of the room knowing that his eyes would be glued to her smooth ivory flesh exposed by her backless dress, her tight buttocks and long legs. She was smiling to herself.

Gillian made her way through the throng, brushing away the many attempts by people to engage with her. She picked up another glass of champagne from a passing waiter and climbed the wide spiral staircase to the second floor and made her way onto one of the balconies overlooking the grounds. She opened her clutch and took a hit from the vial and opened her cigarette case and placed a filter-tipped Marlboro menthol between her lips.

She put her drink down on the balustrade and turned and faced Alfie Carlotta and leaned forward so he could light it. She had expected him to follow her.

"The last person who spilled a drink on me is still using crutches," he took a lighter from his dinner jacket, leaned in and lit her cigarette.

Gillian blew smoke in his face.

Alfie pulled Gillian to him roughly and kissed her. She opened her mouth and let him explore her with his tongue. She dropped her cigarette and put her arms around his neck and ground her body against him sensuously.

She gasped when he broke the kiss.

"You know what I am," Gillian said.

It was statement not a question.

Alfie kissed her again, holding her tight. She could feel the distended protuberance through his tight pants and her dress. He kissed her deeply, passionately, working his hands over the smooth skin of her back. Her nipples hardened and her penis, which she had gaffed tightly so she could wear the sheath, was uncomfortably swollen.

He broke the kiss and took her hand, leading her back inside and down the corridor.

Alfie opened the door to one of the many bedrooms; he had obviously been in the house before and knew his way around. Gillian stepped into the bedroom without any hesitation. Alfie closed the door and locked it.

Gillian was about to make her way over to the bed when Alfie spun her around and pushed her against the dresser. She put out her hands to keep her balance and Alfie kicked her feet apart. She heard his zipper and his heavy breathing, he opened her dress and pressed himself against her and she felt his hot breath on her back and on her neck.

"Please be gentle. I'm a virgin," she whispered.

Alfie eased himself away from her and put himself away. He gently prised her from the bent over position and turned her to face him. He softly swept her hair from her eyes and gazed into them.

"Seriously?" he searched her face.

Gillian nodded.

"I'm no maiden but I've never done that... you know... been penetrated by a man," she looked away from him ashamed.

"But you were willing to let me take you like that. To fuck you bent over like a whore," Alfie caressed her cheek.

"I wanted the first time to be with a man I respected, a man I desired, a man I felt worthy," a single tear ran down her cheek.

Alfie collected her tear on his fingertip and put it to his lips.

"You are an enigma Miss Dixon," Alfie stroked her hair and she leaned into him and sighed.

He kissed her softly and she mewed.

"Do you want to get out of here?" Alfie smiled at her.

"With you?" she asked.

"With me," Alfie kissed her cheek.

She nodded timidly.

"Fuck the party. Let's go," he grinned and took her hand.

Gillian followed him down the staircase, a circumspect smile on her face, the corners of her mouth shaped into a conspiratorial grin. The evening was going better than she had planned.

They drove in Alfie's car to a houseboat be kept at a secure mooring on the Thames. He asked her about herself and she told him her life story but omitted the parts about her narcissistic tendencies and her proclivity for blackmail and seduction for her own gain.

The houseboat was luxuriously appointed and was extravagantly fitted out with all of the modern conveniences. Alfie seated Gillian on a burgundy velour lounge that wrapped around the main cabin. He poured them both drinks and then put a small mirror on the low table and poured a small pile of cocaine onto it, chopping it and separating it into four lines. He produced a minute silver straw and held it out to her.

Gillian bent over and toked up two of the lines, offering the straw to Alfie who inhaled the remaining two lines and wiped up the residue with his finger and rubbed it on his gums.

"Well that's the preliminaries over, is there anything else that takes your fancy?" Alfie smiled at her.

Gillian felt delightfully high and accommodating; she lay back on the lounge and opened her arms. Alfie ripped off his dinner jacket and kicked off his shoes and socks and fell on her. She scooted up the lounge so that she was lying with her head on the pillows with Alfie poised over her, his weight on his elbows, his face inches from hers.

"Kiss me," she sighed.

Alfie complied; kissing her softly at first and sensing her need he kissed her harder and used his tongue to excite her. Gillian squirmed underneath him, encouraging him. He struggled to get his hands inside her dress so he could free her breasts.

"Stop! This dress cost me a bomb, let me get more comfortable," she wriggled beneath him.

She managed to squirm free but Alfie looked disappointed.

His disappointment soon turned rapture as Gillian stood before him and began a slow striptease. She eased the spaghetti straps off her shoulders and slowly lowered the red sheath to reveal her brassiere. She beckoned Alfie with a coy gesture to take off her bra and quickly stepped away as he tried to take her creamy pillows in his hands. She smiled at him seductively and inched the sheath down her torso until it pooled around her heels.

She stood before him, her milky-white flesh toned and radiant in the lamplight, her perky breasts heaving, her flaming red hair caressing her shoulder blades. She stepped out of the dress and lay it over the back of one of the chairs. Gillian struck a pose. Dressed only in her flesh-toned Wolford Fatal 15 denier seamless pantyhose and red Christian Louboutin Alminette suede pumps she looked magnificent.

She placed her hands in the waistband of her pantyhose ready to peel them off when Alfie reached out and stopped her.

"Leave on the nylons and heels babe, you look magnificent," he pleaded.

She put a finger in her mouth and pouted; looking as alluring as any woman that Alfie had ever seen.

Alfie stood and reached for her but she stepped back.

"Now you," she whispered seductively.

"You do it," Alfie commanded, his mouth dry.

Gillian took her time removing his tie and unbuttoning his dress shirt. She softly raked her nails across his chest and firm stomach, stopping when she got to his belt. She unbuckled it and opened his trousers and unzipped his flies. His pants fell to the deck and kicked them away.

A magnificent large erection was pushing at the front of Alfie's tight lycra briefs, a wet patch had formed and was growing. Gillian tentatively ran her finger along the girth of his cock and Alfie shuddered. He shucked out of his underpants and kicked them away.

He reached out and hesitantly touched her swollen nipples, softly caressing them with his fingertips. Gillian bit her lip.

A game of attrition ensued as they stood apart and touched each other gently and tenderly, building their desire and need for release.

Alfie conceded and pulled Gillian into his arms; she moulded her body to his, wrapping one leg around his and tousling his hair as she kissed him deeply. She felt the pulse of his cock pressed against her groin, her own penis was swollen and breaking free of the tape holding it in place. Her testes had descended into her scrotum.

Alfie sensed her discomfort but was confused as to why and then it dawned on him. She had a perfectly formed mound in the crotch of her pantyhose and it could only be for one reason.

When he placed his hand between her legs Gillian froze.

"It's ok darling; it's ok," he whispered lovingly and reassuringly in her ear.

His hand snaked inside her pantyhose and gently removed the gaff, he let the tangle of surgical tape fall to the floor and took her in his hand eased her free. Gillian's cock sprang upright, pressed against her belly, encased in the gossamer fabric of her nylons.

Gillian gasped into his mouth and reached for him, stroking him softly, teasing him with her featherlike touch. Alfie lowered his face to her breast and used his lips, his tongue and his teeth on her nipples on her until she was shaking with desire. She stroked his penis and caressed his scrotum, she used his pre-ejaculate as a lubricant and she worked her fingers on his throbbing phallus.

Alfie kissed her again and began to ease her towards the main cabin where he lowered her onto the huge bed and lay on top of her, never once breaking the kiss. She wrapped her arms around him and opened her legs and hooked her feet around his calves. They pressed their groins together, Alfie ground his cock against hers feeling her pantyhose become slippery as they both leaked pre-seminal secretions.

Gillian was prepared for just such an encounter tonight and she was clean and well lubricated. She was more excited than she had ever been before and was looking forward to being deflowered with both longing and a little trepidation.

With an unspoken affinity between them Alfie lifted his groin away from hers and positioned two pillows under the small of her back and guided his erect penis to her sphincter.

"What do I do about your pantyhose?" he was a little bemused.

"You're a predominant London villain Alfie; I'm sure you're not going to let a flimsy piece of nylon defeat you," Gillian teased him.

Alfie snagged a hole in her pantyhose big enough for his cock and slid into the crevice of Gillian's buttocks. He sensed her tense as his glans nudged her sphincter.

"Are you sure," he looked at Gillian with concern; his cock was rampant, fully engorged, long and thick.

Gillian smiled up at him and put her hands on his thighs and encouraged him. His glans slid inside her tight sphincter and she winced. His pre-ejaculate and her lubricant eased the passage of his member as it slowly slid inside her.

At first there was pain; but it wasn't sharp or biting, it was almost pleasant. As Alfie filled her anus with his tumescent phallus the pain subsided and pleasure replaced it. The looked up at Alfie with rapture, seeing the delight on his face encouraged her and she wrapped her legs around his flanks and her arms around his neck and kissed him. He filled her aching passage with his cock and remained still while she accommodated him. He waited for her to be ready.

Gillian began to slowly move beneath him, encouraging him to fuck her. She gasped and then moaned as the nerves in her sphincter ignited little sprites delight that spread through her anus. His glans pressed on the pleasure centre of her prostate and Gillian let out a guttural growl and drove her tongue into his mouth and writhed encouragingly beneath him.

Alfie's cock was enveloped in her tight, warm fleshy sheath and he could feel her anus spasm, gripping his cock as he began to slide it slowly in and out of her.

Alfie kissed her passionately; the soft flesh of her full breasts pressed against him, stimulating him as much as the tingling delights radiating from his cock. They began to fuck each other hard and fast, Gillian rising to meet his thrusts, groaning, writhing and encouraging him. Her nails raked his back and her gossamer-clad legs grazed his flanks, her heels drummed on his back.

The girth of his shaft clinging to the spongy ring of her sphincter and the head of his cock pressing on her prostate was bringing her to extremis. Her cock, sheathed in silky hose, pressed against his tight belly.

Gillian screamed with ecstasy and her body convulsed as she found release. Alfie felt her scalding spend on his belly and he ejaculated, releasing the climax he had been holding back, waiting for her so they could come together. Gillian felt his cock convulse and his hot spend fill her and her orgasm intensified, she thought she would faint, the pleasure was almost overwhelming.

They clung to each other in a paroxysm of lust, longing, and passion. Their lips crushed together and their tongues slavered as they moaned into each other's mouths.

They held onto each other for what seemed like an eternity until their orgasms began to subside. With a final gasp, Alfie fell on top of Gillian, almost exhausted, panting and gasping. Gillian held him close, the musky smell of semen mingled with the fragrance of her perfume.

They slowly descended from their apogee, and fully sated, they fell asleep in each other's arms.

They spent the weekend on the canal boat making love, drinking, and eating. The boat had a well-stocked pantry and bar and Alfie had plenty of pharmaceuticals when they needed a kick. They were either naked or in Gillian's case dressed in lingerie or wore silk robes when necessary. Alfie made and received a number of business related calls and Gillian eavesdropped whenever she could, trying to determine the full extent of Alfie's business interests both legitimate and otherwise.

They lay in bed Monday morning having just made love; neither of them wanted leave but they had to.

"So you know that you said that you technically work for me?" Alfie began

Gillian propped herself up on one elbow. This is what she had been waiting for.

"Technically; yes. Illegally though," she said protractedly.

"What if I was to offer you a promotion?" he lazily circled her nipple with his finger.

"Promotion to what?" now her interest was piqued.

"A job that you can use your skills at," he resisted coming directly to point.

"I'm not going o be one of your whores," she snatched his hand away from her breast and sat up angrily.

Alfie sat up beside her.

"No, no, no! Not a whore! I wouldn't do that to you. I meant your personal skills, you have a degree in Humanities don't you?" he put his arm around her and resisted when she tried to shuck it off.

"I own a Gentlemen's Club and I'm looking for a manager. Well technically I have a manager but you can be her understudy. You would be her second-in-command so to speak. You would run the place in her absence," Alfie tried to smooth things out.

"A brothel! You want me to help run a brothel" Gillian was getting angrier.

"It's a Gentlemen's Club; a bona fide business. The members are all wealthy businessmen or members of the upper class. It's exclusive, expensive and only available to the privileged," Alfie explained.

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