Pillow Talk Ch. 03

Chapter Three - Compromise

Michelle called Linda the next day and she came around to Michelle's place and Michelle told her all about the previous evening except for having to give Frankie a blowjob.

"You ain't telling me everything are you?" Linda teased.

"I don't know what you mean," Michelle blushed.

"You telling me Frankie 'The Stallion' Caputo had you all alone in that private booth and didn't do any more than kiss you?" Linda beamed.

"Well he felt me up too," Michelle's cheeks reddened further.

"Bullshit! What else did he do?" Linda squeezed Michelle's fingers and looked inquiringly into her eyes.

"Well I might have blown him a little bit," Michelle grinned nervously.

"Oh my god sister! You sucked your first cock!" Linda broke down into a giggling shambling mess.

Michelle glowed a bright crimson and then broke down too and they both lay on the rug laughing uncontrollably. When they finally got their wits together they sat up on the lounge and Linda took Michelle's hands in hers.

"Seriously. Was it ok? Are you alright?" her affection for Michelle evident on her face.

"It was strange at first but I actually found it empowering not degrading. I have to tell you a secret Linda. I really like being Michelle. I mean I really like it. I don't feel like Mitchell anymore; he's a distant memory. I feel so feminine; I mean like all the time. Am I a total faggot?" Michelle had tears in her eyes.

"Oh honey; I don't think of you as Mitchell anymore either. You're my girlfriend Michelle," Linda brushed away Michelle's tears and kissed her on the side of the mouth.

"You need to be careful with this guy Michelle; he's dangerous. I know you gotta milk him for information but please don't put yourself at any more risk than you have to babe," Linda stroked Michelle's hair.

Michelle felt so safe and secure when she snuggled up to Linda. Linda was so attractive and her full breasts pressed against Michelle; she breathed in Linda's perfume and sighed.

Michelle looked into Linda's eyes and softly kissed her. Linda kissed her back; chastely, just lips on lips.

Linda stroked Michelle's forehead, flicking her fringe out of her eyes.

"I love you as a friend Michelle; but I find you really sexy too," Linda cuddled Michelle.

"I love you too as friend. But I still think you're hot," Michelle giggled.

They kissed for a long minute and at some stage they both realised that if the kiss continued it would no longer be a chaste, friendly kiss. They both felt their hunger stirring. Just before the point of no return, Michelle broke the kiss.

She looked searchingly into Linda's eyes and saw the same questioning gaze.

Michelle lowered her face to Linda's and kissed her passionately; sliding her tongue into Linda's willing mouth. She tasted like lipstick and cigarettes.

Linda had had a couple of lesbian encounters in her formative years and that's when she discovered that she was bisexual and of course she and Michelle had already had sex at Linda's place. But that time it was hurried and the fucking was hectic and not altogether satisfying. This time Linda intended to enjoy Michelle to the fullest.

Michelle's kisses were soft and sensual; the need restrained. There was no necessity to rush and they explored each other's mouths with their tongues and caressed each other, taking their time.

They were both identically dressed in miniskirts and satin blouses and Linda pressed her bosom against Michelle's through her white satin blouse.

Michelle bought her hand up to Linda's bosom and stroked her breasts though the silky material. Linda gasped in her mouth and Michelle felt Linda's nipples harden through her blouse and bra. She undid a button and snaked her hand inside Linda's blouse and found her ample breasts cupped in a lace bra, warm, soft and inviting.

Linda reciprocated and slid her hand inside Michelle's blouse. She found Michelle's breastforms and ripped them out their cups and dropped them on the floor. This left Michelle's meagre bosom encased in a satin and lace brassiere; Michelle's small breasts were smooth and her nipples hard.

"I want to feel your skin honey; not those plastic tits," Linda whispered into Michelle's ear.

Michelle nodded and pulled Linda closer.

They kissed and caressed each other, slowly unbuttoning each other's blouses and then discarding the garments so that they were both dressed only in skirt and bra. They pressed their warm flesh against each other's bodies and gasped with lust.

Next to go were their brassieres; dropped on the floor. Linda's ample bosom pressed against Michelle's meagre breasts and they pulled each other close and opened their mouths wider as they kissed and flicked their tongues together. This was so gentle and so feminine.

Linda led Michelle over to the ratty sofa and instinctively Linda lay down with Michelle astride her. She raised her head and suckled Michelle's small breast and Michelle gasped with pleasure. Michelle held Linda's face to her breast and then lowered her face to Linda and lifted her face from her breast so she could kiss her.

They kissed for a long time; Michelle pushing her groin into Linda's and Linda pushed back. Michelle engulfed Linda's aureole, flicking her tongue across the hard nipples. Linda held her there and gasped.

They tenderly attended to each other's breasts and alternatively and passionately kissed each other. They were in no hurry although their sexual arousal was building.

Linda slid her hand under Michelle's skirt and was not surprised to find that she was wearing pantyhose to help hold her penis in place. She played with Michelle's thighs until her groans goaded her to seek what Michelle kept in her panties.

Linda thrust her hand inside the waistband of Michelle's pantyhose, Michelle was wearing her satin panties over the top of her nylons to help gaff her penis and Linda struggled for a little until she found Michelle's penis tucked between her legs. She gently freed it and Michelle's erect penis fell into her palm.

She squeezed the turgid organ; already erect and leaking.

Michelle gasped and slid her hand under Linda's skirt and gently scraped her fingernails across the tender flesh of Linda's pantyhose encased thighs and then grazed the front of her nylon panties and felt Linda shudder.

Linda's panties were soaked and Michelle put a finger inside them and explored Linda's labia and found her clitoral hood. Linda wailed with delight and her heels rattled on the couch.

"Oh god that is lovely!" Linda sobbed with wantonness.

Linda squeezed Michelle's penis through the layers of panty and pantyhose but she wanted to feel the hard flesh in her hand again. She released Michelle's tumescent member from the silken trap and softly grasped it.

Michelle lay between Linda's legs and kissed and fondled her as Linda reciprocated.

Intuitively Michelle knew it was time and she eased the gusset of Linda's panties aside, used her fingernail to tear a hole in her pantyhose, and slid her engorged member into Linda's slick channel. They took their time tenderly kissing and caressing each other as they slowly fucked. Linda rising to meet Michelle's thrusts and Michelle grinding her pubis into Linda's crotch to ensure she stimulated her clitoris.

When they orgasmed it wasn't frantic. There was no frenetic thrusting of penis in vagina. Instead, as they sensed their orgasms approaching, Michelle pushed herself deep inside Linda and ground against her, ensuring clitoral stimulation. Linda raised her legs and pulled Michelle's body hard against hers and rose up and scoured her sopping sex against Michelle; her vaginal sheath pulsed, milking Michelle of her ejaculate.

The two former prostitutes, now lovers, caressed, kissed, fondled, and canoodled; exacting every scintilla of pleasure from their union.

Michelle lay still with her head on Linda's shoulder, nuzzling her neck and Linda cradled her head in the afterglow of their lovemaking.

"Did I tell you that Frankie stuffed a wad of cash in my handbag for me to go shopping?" Michelle broke the mood.

Michelle stood up and smoothed her skirt and slipped into her blouse but left it unbuttoned as she searched for her bag.

"Look," she held out the money for Linda to see.

Linda was sitting up; getting dressed and she looked over at the chunk of cash Michelle was holding.

"Jeez girl you must give great blowjobs," Linda teased and ducked under a high heel that Michelle flung at her.

"He said it wasn't payment for sex; that I was to buy some nice clothes so he can take me out again tonight," Michelle moued.

"Ok honey let's go shopping!" Linda proclaimed.

"Hey. Frankie didn't say anything about sharing with my girlfriend," Michelle taunted.

"Well you at least owe me for the pantyhose you ripped when you fucked me," Linda chuckled and ducked under a second high heel.

The two women hit Macy's and Bloomingdale's, buying Michelle a nice evening gown, high heels and costume jewellery to go with it and a pile of lingerie. They also bought her some nice daywear as Michelle's small wardrobe currently consisted mostly of skanky streetwalker clothes.

Michelle generously spent some money on Linda too and the girls splurged and got a taxi home. They broke out the Jack Daniel's and had drinks while they opened and inspected their wares. Michelle's table, lounge, and floor was soon festooned with wrapping paper and packaging as the girls amused themselves, handling and trying their purchases.

After a couple of drinks and considerable amusement Linda finally broke the mood.

"I gotta go babe. I gotta meet the Feebs and update them. Let them know that you met with Frankie last night and that you are meeting him again tonight," Linda said.

After seeing Linda out the door Michelle suddenly realised that no matter how much Linda loved her as a friend, she really was on her own.

Michelle began to prepare for the forthcoming evening. She reluctantly cleansed herself inside, hoping that she wouldn't have to engage in any activity where said cleansing was essential. She was happy to kiss, cuddle, engage in foreplay and even fellate her newfound beau but the thought of anal sex was repellent.

She carefully applied her makeup and brushed her hair. She applied a fresh coat of nailpolish and had a drink and a cigarette while it dried. She tucked and gaffed herself and carefully stepped into a pair of luxurious fully-fashioned nylon stockings that she had bought on a whim. They felt wonderful and clipped them to a waist-cinching garter belt and then pulled up a pair of full-cut translucent black full-cut panties to smooth everything out so that she could slip into the red satin sheath-dress she had bought for tonight.

The dress was backless and split on one side all the way to the top of her thigh. Michelle had decided to forego her breastforms and just wore a red satin plunge bra that had slightly padded cups. With the bra she didn't look quite so flat-chested, and besides, the 'waif look' was currently the rage. Anyway, her long legs sheathed in those diaphanous black stockings were going to draw attention away from her chest.

She slipped on a pair of red high-heeled pumps and accessorised with sliver costume jewellery. Michelle had been wearing earrings with her civilian attire as a detective in the drug squad so she already had both ears pierced. This allowed her to wear diamante-encrusted drop earrings that accentuated her neck and bare shoulders. They matched the necklace she wore which emphasised her meagre décolletage.

A liberal spray of perfume followed by packing the essentials into a small silver clutch purse and she was ready to go.

Only one thing.

Frankie had said he'd pick her up at eight and they would have dinner together and he would explain to her what it means to be one of his girls.

But where?

Surely he didn't expect her to walk down to her Hunts Point street corner and wait for him there? Not dressed like this!

The answer came with a knock on the door.

Michelle opened it to find Salvatore dressed in a tuxedo with a smile affixed to his large tanned face. He was an imposing sight; six foot six inches of muscle.

"You look absolutely gorgeous honey. Frankie's gonna go nuts when he sees you," Salvatore beamed, he stuck his head in the apartment briefly and looked around inquisitively.

He assisted Michelle down the rickety dingy staircase, offering her his arm and steadying her when her heels rocked, then he escorted her to the limo and opened the door for her. Michelle noticed that he more than glanced at her long legs and stocking-tops when she slid into the back seat.

When she arrived at Delmonico's Restaurant in Frankie's limousine he was waiting for her at the curb and opened the door for her. She smiled when she alighted from the limo and her dress split open to reveal her long legs all the way up to her thigh. Frankie couldn't help but stare.

Salvatore came around and whispered into his boss's ear; Michelle would have liked to have known what was being said.

"Michelle. Delighted to see you again; I apologise that I couldn't come and pick you up myself but I had to attend to some business," Frankie offered Michelle his hand as she stepped onto the pavement.

He kissed her fingers and handed her a white rose.

"How thoughtful Frankie," Michelle smiled and crooked her arm through his.

As they entered the restaurant all the heads turned.

"They're all looking at you because you are so beautiful," Frankie said graciously.

"Or because you are so handsome," Michelle squeezed his hand.

"Or maybe because I am a; what do you call it? A femminielli?" Michelle challenged.

"No! You look more feminine than any of the women here and even if anyone here suspected, they would know better than to say anything disparaging," Frankie's ire had risen.

"I'm sorry; I didn't mean to upset you," Michelle sounded genuinely concerned.

"You could never upset me while you look you do; you are the most gorgeous creature I have had the pleasure to meet," Frankie patted her hand, still resting in the crook of his arm.

Michelle was impressed with the splendour of Delmonico's and she looked around in awe. It was the swankiest place she had ever been in.

Frankie pulled back her seat and pushed it in behind her when she sat. He dismissed the drink waiter with an order and gallantly flicked her napkin and placed in her lap.

"I have taken the liberty of ordering us both a martini," Frankie reached across the table and gently took her hand.

The drinks arrived and Michelle was delighted with it once she took a sip. She was feeling frisky and decided to tease Frankie and she licked the olive seductively on the cocktail skewer and then crushed it between her teeth.

Frankie gulped and waved to the waiter and ordered dinner for them both and the accompanying wines.

Over the entrée Frankie and Michelle engaged in repartee.

"Did Salvatore tell you where I live? Was that what he whispered in your ear when I arrived?" Michelle asked; a little embarrassed.

"You told me that you know who I am so you should not be surprised that I made some enquires about you; your background and so on. You came to New York from Nebraska and you are living full time as a woman; of this I approve. You are an elegant, beautiful and vivacious young lady," he said, chewing on his linguini.

"But you are supporting yourself as a prostitute and of this I don't approve. I told you last night that as far as I am concerned you are finished on the streets," he broke off a piece of crusty bread and mopped up some sauce.

"So how do I support myself Frankie? I'm not going to be a kept woman. That is nothing more than another form of prostitution," Michelle made a spirited reply.

She was pushing herself into dangerous territory but if she let Frankie hole her up in some apartment so he could come around and have sex with her whenever he felt like it she would achieve nothing. She needed to see who Frankie met with and to listen to what they talked about in order to get the information she needed to be released from this undercover task that had been forced on her.

"Well it's like this. I don't have a problem with prostitution per se, to me it is a victimless crime from which I make a lot of money," Frankie smiled.

'You should see some of the drug addicted, beaten up and preyed upon streetwalkers down at Hunts Point if you think prostitution is victimless,' Michelle thought but kept her opinion to herself.

"As well as my nightclub, I also run a high-class relaxation establishment, a house of assignation, a bagnio," his smile was wolfish.

"A brothel, a cathouse, a whorehouse," Michelle replied a little tersely.

"Shall we compromise and call it a bordello. That word is not quite so harsh," Frankie grinned.

"So are you offering me a job? Leave the corner and set up in your premises," Michelle raised her brow.

Frankie blushed and for the first time showed her some annoyance.

"No! It's not like that! I told you I don't want you doing that anymore," he sounded irritated.

"Look I've seen your place from the outside and Salvatore tells me that the place is...well excuse me...it's a dump."

It was Michelle's turn to blush and show her ire.

Frankie patted the back of her hand soothingly.

"Well I would like to offer you a job and with it, a better standard of accommodation," Frankie continued.

Michelle was about to interject but Frankie held up his hand.

"My current Madame, the lady who runs my establishment, has quit and none of the other women I employ are suitable."

"You would have your own apartment above the establishment. It's a nice place and has a separate access. What do think?" Frankie looked pleased with himself.

"You want me to be a brothel-keeper?" Michelle was incredulous.

"Hey you get a nice apartment; you get a well-paid job, you work for me so you're as safe as you're ever going to be. And...you no longer have to perform sexual services for a living," Frankie sounded convincing; at least to himself.

"But I don't know about that side of the business," Michelle countered.

She was conflicted. If she took Frankie up on his offer she would undoubtedly get close to him, his businesses and hopefully his business partners. But it meant she would effectively become his kept woman.

"Look. Let's finish our meal and I'll take you to look the place over before you make up your mind ok?" Frankie countered.

Michelle nodded and drank some wine; her head spinning with apprehension, and she had to admit; a little anticipation.

"Let's discuss other things, you are delightful conversationalist as well as a stunning young lady," Frankie turned on the charm.

And they did. Frankie turned out to be a man of the world and quite the philanthropist, despite the fact that he was an organised crime kingpin.

Salvatore drove Frankie and Michelle through the boroughs of New York back towards Hunts Point. It turned out that Frankie's bordello was not far from the street corner where Michelle had pretended to ply her trade.

During the ride they cuddled in the back of the limousine, the dark glass partition providing them with privacy. Frankie was delighted that Michelle was wearing stockings instead of pantyhose and he slipped his hand inside the spilt of her gown and helped himself to her thighs.

Michelle was happy to kiss him and she responded to his ministrations, stroking his hard member through his trousers. She was tempted to unzip him and fellate him in the car, hoping that it would preclude him wanting to fuck her.

Frankie allowed Michelle to take out and stroke his huge phallus but when she went to lower herself down to it he held her back.

"Let's not sweetheart. Let's wait until we get to your new abode where we can get comfortable," he said and kissed her.