Pillow Talk Ch. 02

She looked beautiful in the subdued light of the nightclub and this time when Frankie leaned in to kiss her, Michelle did not move away.

Frank put his arms around her and pulled her to him and Michelle allowed herself to become compliant and yielding. He slipped his tongue into Michelle's mouth and at first she remained docile, but she soon began to respond.

Being in the embrace of this powerful man who was kissing her passionately whilst caressing her and treating her with deference whilst obviously smitten with her raised some peculiar reactions and responses.

There was no doubt that's she still felt a little fear but there was none of the revulsion that she had expected. Instead Michelle actually felt a growing sense of femininity and a budding ardour.

Michelle reciprocated and wrapped her arms around Frankie and slipped her tongue into his mouth. Frankie squeezed her tighter and Michelle felt her desire begin to inflame and a newfound enthusiasm for her involuntary womanhood.

Frankie was sliding a hand under her skirt, which Michelle found a little brazen, when the waiter returned with a champagne bucket and stand, two crystal glasses and pristine white napkins.

Frankie and Michelle broke their kiss. Michelle was breathless and thankful that the waiter had arrived as things were getting a little uncomfortable for her.

Frankie kept an arm around Michelle's waist and she slid her hand into his lap and patted his thigh to let him know all was well.

They drank champagne and smoked, chatting during the breaks between the stage acts. Frank was an engaging conversationalist as well as attentive to Michelle, ensuring the conversation wasn't just about him. This gave Michelle the opportunity to spin her backstory.

"It's a shame that someone as beautiful, refined and admirable as you is forced to do what you do?" Frankie smiled.

"You hardly know me Frankie; I'm hardly refined and how do you know I'm admirable?" Michelle blushed; the champagne was going to her head.

"I can just tell you have good heart," he gave her that smile again and Michelle melted.

This time it was she who leaned into him for a kiss. They kissed passionately and Frankie became very brazen and slid his hand all the way under her skirt and rested it on the front of her satin panties.

Michelle was glad that Latisha had taught her how to tuck properly but she could feel herself becoming turgid. It was a little uncomfortable but manageable.

Frankie took Michelle's hand and placed it in his lap.

He was erect and Michelle could feel the outline of his tumescence through his trousers. Instinctively she gave it a squeeze and was rewarded with sigh and the feel of the cock pulsing in her grip.

Michelle had come this far so she set her resolve and pushed herself along the slippery slope that would eventually lead to her having to satisfy this man one way or the other. She explored Frankie's mouth with tongue and stroked his erection though his pants; masturbating him while she kissed him passionately.

Frankie was becoming very excited, gasping in Michelle's mouth and pawing at her panties. He placed his hand on hers and directed it to his fly.

The moment of truth!

Michelle undid Frankie's fly and tentatively put her fingers inside. She could feel the heat through his silk boxers and then her fingers found his long, thick, sleek penis. She freed it from his flies and hefted it in her hand. It was quite substantial.

Frankie was kissing her fervidly and holding her tight. He wriggled his hips encouraging Michelle to work on his penis.

The skin on the shaft of Frankie's penis was very smooth and sleek whilst the bulbous head was leaking copious amounts of pre-ejaculate. Michelle used the slick viscous fluid to lubricate Frankie's cock as she slowly began to stroke it. She squeezed it as she did and ran her thumb over the glans and tickled his sensitive fraenulum.

Frankie's fingers crept further up her thigh, his soft fingertips caressing her nylons. He found the front of her panties and began to stroke her between her legs. She opened her legs wider to give him access.

Masturbating Frankie was not the abhorrent, disgusting task that she thought it would be. It was quite empowering having this man beg her for release. Frankie was rubbing Michelle between her legs and his fingers pushing her pantyhose and panties against the shaft of her penis was causing her to become tumescent too. She wondered if the surgical tape would hold.

Latisha had only recently shown Michelle how to gaff her penis between their legs using a strip of surgical tape and her pantyhose and panties to hold it in place but as Michelle became erect this method was exposed for its inadequacies and her phallus sprung from between her legs. Frankie teased it though the layers of nylon and satin.

Michelle gasped and kissed Frankie ardently.

"Hmm that's nice Frankie," Michelle smiled at him using her thumb to tease a globule of pre-seminal fluid from his glans and work it into the sensitive flesh of his penis.

They kissed again, harder and with more intensity as they squeezed and stroked each other's cocks.

Michelle gasped with pleasure as Frankie gripped her throbbing member through her panties and squeezed and caressed it. Her knees began to shake as she felt her orgasm approaching. She pushed his hand away; although she was enjoying Frankie's ministrations immensely she wanted to concentrate all her attention on pleasing him.

They continued to kiss and caress and Michelle worked Frankie's cock, alternatively feathering her fingers along the shaft and then gripping it and stroking it. She felt his cock begin to pulse and throb and fully expected him to ejaculate under the table into her hand.

"I don't want to come way," he whispered in her ear and then kissed her again.

Michelle was puzzled until Frankie broke the kiss and placed his hand on her shoulders and pressed down.

Michelle realised what he wanted. She was highly aroused and feeling so very feminine but still trepidicious. This was a line that once she crossed, she could not return; but she had known for some time now that this was inevitable. She trembled as she slid out of her seat and crawled under the table and then put her head in Frankie's lap.

Michelle looked up at Frankie he looked down at her pretty face.

"God you are gorgeous," he smiled down at her.

Michelle braced as she realised she was about to perform fellatio for the first time. She had been on the receiving end many times so she knew what was expected and she opened her mouth and was prepared to do her best.

Frankie placed his hands each side of her face and guided her to the huge erection jutting from his pants.

Michelle gagged as Frankie's glans rubbed against her tongue and his shaft slid in and out of her lips. Frankie looked into her pretty face and eased Michelle's mouth up and down on his cock. He moaned as she sucked his turgid penis. Glancing down he could see she was fighting the urge to gag. But god she looked pretty with his cock in her mouth.

"Oh honey; please finish what you started. I have never been so infatuated and so hot for a woman like you before," Frankie moaned.

Once she had got over the dread of taking a cock into her mouth and adjusted her breathing so that she could ingest Frankie's resplendent member, suck on it and not gag, that feeling of empowerment washed over her again. She was in control and Frankie was begging her to please him.

Michelle suckled the hard pulsing member invading her virgin mouth; she didn't feel defiled. She felt powerful; she was the object of Frankie's desire. She raised a hand to hold the shaft of Frankie's hard cock so she could suckle and lick his glans without gagging. She couldn't believe she was getting hard again inside her panties.

Frankie thrust back and forth and Michelle took away her hand so she could accept all of Frankie's cock into her mouth and she sucked and slavered at the girth of his rigid phallus. She could feel it begin to palpitate.

Michelle could sense that the Frankie was close to climax as he groaned and held her head tight is his hands whilst thrusting his invading manhood in and out of her mouth. She looked up and transfixed him with her eyes as his groin pushed against her face with quicker, shorter thrusts. His penis seemed about to burst in her mouth.

As she sensed Frankie's climax approach she could feel his penis swell, the tautness of his cock was palpable as it trembled, close to ejaculation.

Michelle suddenly felt Frankie's penis spasm and his semen ejaculated into her mouth. She controlled her gag reflex as she swallowed the issue erupting from the convulsing organ. His spend tasted warm, salty, bittersweet, and musky. It was not unpleasant.

"Oh my god you're beautiful!" Frankie moaned as he filled Michelle's mouth with his seed.

When Michelle sensed he had finished coming she sucked and licked his glans until he was drained and then she got to her feet on shaky legs.

"Thanks babe that was great. Here, clean up," Frankie offered her one of the pristine white napkins while her took the other and wiped at his crotch.

Michelle took a big sip of champagne to wash away the taste of Frankie's semen. She adjusted herself, tucking herself back into place, smoothing her skirt and then she sat down, took out her compact and began to fix her makeup

This was not lost on Frankie as he dropped down beside her.

"Don't you like the taste of my cum," he grinned at her.

Michelle blushed.

"I don't usually swallow," she said.

The deceptive response came to her in an instant; besides she wasn't really lying was she?

"Don't; worry babe; I'm glad you drank some wine to wash away my cum, now I can kiss you again," Frankie grinned and leaned in and did exactly that.

"So you know who I am and what I do. You haven't asked how I can get away with being out publicly with a Femminiello, a tranny to use the derogatory," Frankie smiled at her.

"I just figured that you are so powerful that you can do whatever you like," Michelle replied demurely.

"Hey! Beautiful and smart! You hit it right on the head babe. I'm a Captain so nobody except the boss can tell me what to do or who I can take as my goomah. And Lilo doesn't care how many Femminielli I go with, as long as I'm a good earner and I kick up to him," Frankie clapped his hands to get the waiter's attention.

Michelle was getting a little insight as to who Frankie was, confirming what the Federal agents had told her. She had been briefed on some of the Mafia terms and knew that a Femminielli was a trans woman but she was surprised that Frankie had used the term goomah, an Americanism of the Italian 'comare' meaning 'godmother' but mobster slang for mistress or girlfriend.

"So is that what I am now Frankie; your goomah?" Michelle giggled and jabbed him in the ribs teasing him.

The waiter appeared and Frankie ordered food and wine. Then he turned back to Michelle and took her in arms and stared at her seriously.

"Hey; you behave yourself and keep yourself just for me and you might be my goomah Michelle," he kissed her and then released her.

He pushed a fistful of money into her purse.

"You take that. I'm not paying you for sex; that is a gift from me to you. I gotta have dinner with one of my guys to discuss some business so I'll have Salvatore drop you home."

"You use that money to buy some nice clothes and I'll pick you up tomorrow night at eight. We'll have dinner together and I'll explain to you what it means to be one of my girls. But I tell you this; you're finished on the streets," Frankie kissed Michelle long and hard and then stood to let her out of the booth.

He kissed her again quickly and then a large man in a black suit, who had to be Salvatore, arrived and took her gently by the elbow and led her away.

To be continued.