Tiffany's Deal Ch. 04

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Final chapter. Who will Tiffany choose to deal with?
5.8k words
4.83
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Part 4 of the 4 part series

Updated 06/09/2023
Created 06/18/2019
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MicheleNylons
MicheleNylons
3,970 Followers

Chapter Four -- The River

The app on Tiffany's phone buzzed and she checked it.

Stephen Bateman wanted to book her services this evening. She declined his request by simply pressing a soft key. She didn't have time for him tonight, Tina Brinkman had requested that Tiffany come around for a drink. They'd talk about old times and bury the hatchet.

Tiffany knew that there would be more than old times to be discussed. She really liked Tina but Lyle was a snake. Tina was enamoured with Lyle, she loved him unconditionally, it was one of Tina's few flaws.

Tina answered the door in a black lace peignoir that was virtually transparent. She was braless and wore black boy-leg panties, black fully-fashioned stockings and kitten-heel pumps. Her makeup was heavy but perfect as usual and her jewellery glittered in the lamplight, she was surrounded by a miasma of perfume.

"Why don't you just hold up a sign that says fuck me," Tiffany said caustically as she stepped around Tina into the apartment that was dark, lit only by a single lamp.

"Shut the fuck up you sarcastic bitch," Tina grabbed Tiffany by the wrist and spun her around.

She pulled Tiffany into her arms and kissed her deeply and intensely.

Tiffany dropped her handbag and wrapped her arms around Tina. Tina still had that lovely sweet taste and her body felt the same as it had all those years ago, a little bigger, but it was still Tina, the woman she had made love to so many times on and off camera that she had forgot how many.

"You still taste the same," Tiffany gasped as they broke the kiss.

"You smell the same and you even feel the same. I've missed you Tiff," Tina whispered and kissed her again.

Tiffany was wearing a simple navy and burgundy shift dress. It was Chanel of course, and cost over one thousand dollars off the rack. Tina flicked the shoulders of the dress down Tiffany's shoulders and she was left standing clad only in cerise full-cut nylon panties, bra and the same sheer hold-up stockings that she had worn to Kurt's hotel room the previous evening. She teetered on four-inch Jimmy Choo heels.

Their bodies moulded together, they instinctively knew where to touch and tease each other. Lipstick-lips parted as they gasped and probed each other's mouths with their tongues. Tiffany stepped out of the dress that was pooled around her ankles and allowed Tina to lead her to the bedroom. Neither of them pretended that they hadn't had sex on their minds from the second Tiffany had accepted Tina's invitation.

Tiffany lifted the thin straps of Tina's peignoir and smoothed them down her arms. It fell to the floor leaving her naked except for her underwear. Both women were left wearing only their intimates and were soon bra-less as they began the slow, lingering, exploration of bodies that were once very familiar. Tiffany found Tina's breast fuller than she remembered, but still firm, the flesh creamy. Her lips kissed Tina's areola and her tongue flicked across her stiffening nipples. Tina guided Tiffany's mouth from one succulent teat to the other and moaned as Tiffany teased her with her mouth.

She returned the favour, stripping Tiffany of her brassiere, softly caressing the heft of her bosom and then lowering her mouth to the enticing globes. Fingers replaced mouths on their bosoms as they yearned to kiss. Lips crushed together in restrained passion. Either of them could easily throw the other on the bed and fuck, but they wanted to savour the moment, to take their time rekindling their lust for each other.

Tiffany smoothed her hands along Tina's thighs, tracing the backseam of her stockings, knowing that it would drive Tina wild with desire. She lightly drifted her fingers across the front of Tina's panties and found her erect, the fabric of her panties wet with precum. Tina gasped and slid her hands down Tiffany's taunt flesh and found her also tumescent. She hadn't taped and her large member was folded under her buttocks. Tina released it, using featherlight caresses she bought it fully erect.

They were standing next to the bed and Tiffany sat down on it so that Tina stood before her. She used her mouth on Tina's belly, following the curve of her hips with her tongue, kissing and licking the juncture where her thighs joined her torso. She glided her hands up down Tina's thighs, listening to her mew with desire.

She played her tongue on the milky flesh above Tina's stocking-tops, her fingers digging into Tina's buttocks. Only when Tina begged for it did Tiffany release Tina's penis from the confines of her panties. She used her fingers to sylphlikely caress the throbbing appendage. Tiffany felt Tina shudder, her knees nearly giving way as she slowly and tenderly teased Tina's rampant phallus. Tiffany licked the silvery issue oozing from the eye of Tina's cock.

She suddenly engulfed the rampant flesh, using her tongue and her lips in ways she knew would drive Tina wild with lust and wantonness. Tina gently put her hands to Tiffany's face to guide her mouth where she needed it. She knew that Tiffany hated men pushing her head to their groins so she encouraged her lover rather than being insistent. Tiffany suckled Tina's scrotum, taking it into her mouth and using her tongue to tease and fondle the delicate flesh while her fingers caressed Tina's rampant member.

Tina mewed and gasped as her lover drove her to the edge of climax and then retreated, keeping her on the verge of fulfilment and then backing off.

"You bitch! You know how to grind my gears," Tina sighed.

Tina reluctantly pulled away from Tiffany and sat beside her on the bed. She wanted to kiss her, to hold her, to caress her. Tina lowered Tiffany onto the bed and explored Tiffany's body with her mouth and her fingers. When she had Tiffany fully tumescent she knelt on the bed and offered her buttocks in supplication.

"Fuck me darling, please fuck me," Tina pleaded.

Tiffany knelt between Tina's upraised derriere and lowered her panties. She licked Tina's puckered sphincter until Tina heels drummed on the bedspread and demanded that Tiffany penetrate her.

Tiffany's cock was hard and throbbing, ready to be enclosed inside Tina's tight furrow. She knew that if she plunged it into Tina's anus she would likely hurt her lover so she prodded at her crinkled entrance and slowly inserted herself inch by inch, holding onto Tina's waist to steady herself.

"Oh god yes. Oh please fuck me lover," Tina begged when Tiffany had fully inserted herself inside Tina's tight, hot burrow.

Tiffany began to work her hard cock in and out Tina's ass, enjoying the pleasure and the power. Tina, supplicant before her, was begging to be taken.

It came as no surprise to Tiffany when Lyle climbed on the bed, naked and rampant. He'd obviously been watching them from the dark corner of the room. Tiffany knew he was a voyeur who loved to watch his wife be taken by both friends and strangers. He used to watch Tiffany and Tina perform for the camera and then ravage them both when they were finished on set still covered in semen.

Lyle kissed Tiffany's buttocks and fondled her scrotum as she fucked his wife. Then he scooted between her legs and positioned himself at the entrance to her anus. He pressed forward, holding Tiffany by the hips until he was inside her all the way then began to fuck her.

Tiffany was in the unique position of fucking someone while she herself was being fucked. The silence was broken by gasps, cries and moans as they fucked. Tiffany enjoyed the fullness of Lyle inside her whilst her own penis was buried inside Tina's tight ass. She was being pleasured doubly and would soon climax.

She reached under Tina and squeezed Tina's cock, feeling it throb in her grasp. Tina was pushing back hard and Tiffany knew that Tina was close to orgasm too. She drove herself all the way inside Tina's rectum and ejaculated, howling with delight as she felt Lyle spend himself inside her. Tiffany's fingers were drenched in hot sticky semen as Tina released. All three of them climaxed in concert.

Tiffany collapsed on top of Tina and expended the remainder of her issue deep inside her. Lyle fell on top of Tiffany and continued to pound away at her buttocks until he had finished coming.

Tina was nearly suffocated under the weight of them both but she was so aflame with desire that she didn't care, in fact it heightened her satisfaction.

Lyle rolled off Tiffany when he was done and Tiffany eased herself out of Tina. The three of them kissed and caressed each other on the big bed. The ladies kicked off their heels and got under the covers with Lyle and began to canoodle and fondle one and then the other until they were ready to fuck again.

After their second round Lyle got out of bed and bought back drinks. Lots of drinks. They drank and fucked the evening away until they were exhausted.

And then Lyle began to talk.

Tiffany knew this was why she was really here.

"Do you know Scoot Spetman?" Lyle asked as they sat drinking and smoking on the deck outside their room.

"I know of him. He's a poker player who loses more than he wins. Can't help overcalling a small pocket pair pre-flop or calling with a weak ace, hoping the other dupe will fold," Tiffany replied.

"He's the player that Kurt Bentley will be up against in the final game," Lyle explained.

"He's a lazy fuck who likes to spend his dad's well earned cash but daddy has had about enough. Daddy has threatened to cut off his cash flow so we offered him a proposition," Lyle turned on his lounge to face Tiffany.

"We already have a proposition. We take the dupes for five million and split it between the five of us," Tiffany studied the end of her cigarette giving away nothing.

"Yeah but if we let Scoot win the tournament we can split it two ways, half for you and half for Tina and myself," Lyle grinned.

"That math doesn't work. What about Scoot?" Tiffany sat up, she was interested.

"Anyone with a name like Scoot deserves to be taken. He can't put the money in his trust fund because daddy is about to lock him out of it. So my lovely wife has used her winning charms to convince him to put his money into an interest bearing account. He's already put his ante in there," Lyle handed Tiffany his tablet which had a webpage open to Scoot's bank account.

"Pretty sure what you are proposing is illegal," Tiffany studied the ledger.

Scoot had nearly three million dollars in the account.

"Everything we are doing here is illegal Tiff. Everyone knows you had to borrow your buy in, that you're the poor cousin. Why not split the ten million two ways instead of five?" Lyle said.

"But there are three of us," Tiffany countered.

"You take half the pot from the poker game, we'll take the other half plus whatever Scoot has left in his account. We'll clean him out and he can go beg daddy for more," Tina joined in.

"So I throw the game and Scoot takes the pot, pays the rake and puts the cashier's check into his interest bearing account which Tina has illegally acquired access to?" Tiffany mused.

"Kurt and Stephen will be pissed at you but what can they do? You can tell them that Scoot was stupidly lucky, you know you can't guarantee the outcome of a poker game. And if Scoot goes to the authorities daddy finds out he's been playing high-stakes poker and cuts him off. The worm Tina's will use to access Scoot's account is untraceable," Lyle had it all planned.

"So I walk away with five million and you guys get around seven or eight, depending on what Scoot has in his account when you fleece it?" Tiffany did the math.

"We're happy with that Tiff. You're doing the heavy lifting; we just rake in the rewards," Tina gave Tiffany her winning smile.

Tiffany had seen alligators in the swap smile exactly like that. She trusted them not.

"Ok let me think it over," Tiffany stood and started to gather her things.

"Don't think about it too long Tiff," Lyle said, sounding a little more threatening than he wanted to.

"Hey lover; aren't you gonna stay the night?" Tina sidled up to her.

"Tina. My ass is sore, my cock is sore, my lips are sore and my brain is sore. Time to go home and rest and get ready for a busy three days. Those mooks won't fleece themselves," Tiffany stepped into her heels and picked up her handbag.

The next day at the Grand Lake Hotel and Casino Stephen Bateman opened the poker room for the casino's first high-stakes Texas holdem poker tournament. The six players sat at the table with Tiffany Robinson dealing. The players had drawn cards for their position at the table and lucky for Tiffany, Kurt Bentley was to her left in the best spot for her to deal to.

There were twenty paying spectators around the table and Tiffany guessed that some of them were there to see the tranny porn star turned card dealer as much as to watch the game. Being VIP benefactors, Lyle and Tina Brinkman and Stephen Bateman had high-backed stools to sit on to watch the game. The casino manager made a show of putting the ten million dollars in cash in the perspex safe, the door of which was left open with a stoic-faced rent-a-cop guarding it. There was a hush from the crowd when the money arrived.

Scoot Spetman was to Tiffany's right. The first few rounds the players played tight, folding often with mainly small pots at stake. Tiffany spiced things by dealing two of the dupes a pair of hole cards each and laying down a flop that both thought was to their advantage. One of the dupes went all-in on the river and the other followed suit, by then the other four players had folded.

One down and five to go thought Tiffany.

By the end of the day's play two of the dupes were out, Kurt and Scoot were up half a million each with the remaining two players just about even.

After the money was returned to the cashier Tiffany, Kurt, Stephen, Lyle and Tina retired to Stephen's suite. Tina acted as hostess pouring drinks. Everyone was happy with how thing were panning out but Stephen was not happy with Tiffany. He followed her out to the balcony. She was leaning on the rail, drink in hand, smoking a cigarette.

Tiff was wearing a low-cut white satin sheath, split on up one side. The breeze blew the spilt open displaying her long legs clad in shimmering flesh-toned nylons all the way to the top of her thighs. Stephen caught his breath.

"You've been avoiding me," he said as he sidled up to her.

"No. I'm just not servicing any clients while I'm doing this job," she stared off into the distance.

"Is that all I am; a client?" he turned her face to his.

He brushed away her bangs and looked into those emerald green eyes.

"No you're not. That's why I turned you down last night," she stared back at him.

"So what did you do?" Stephen stroked her cheek.

"I had a business meeting," she took a drag of her cigarette.

"Really?" he took his hand from her face.

"Don't pout. It doesn't become you," she flicked her cigarette away.

Tiffany stepped into him and put her head on his shoulder.

"I'll stay the night ok?" she nuzzled his neck.

Stephen lifted her face to his and kissed her.

They went back inside and Stephen did his best to get the others to leave but they were all excited and wanted to talk about the day's events. Tiffany excused herself and went to use the restroom. Lyle and Tina had a secret meeting with Scoot Spetman so they made their excuses and left, followed a little later by Kurt Bentley.

Stephen wondered where Tiffany had gone and was worried that she might have slipped out with others.

He was delightfully surprised to find her lying on his bed sans dress.

"If you think you're putting your leaky cock anywhere near that white satin dress you're dreaming," she smiled up at him.

"What about your leaky cock," he began to hurriedly strip.

"As a matter of fact it is leaking in anticipation. Another reason I took my dress off," she showed him the bulge in her panties.

She looked magnificent lying on the black satin comforter wearing white satin panties, bra, flesh-toned sheer hold-up stockings and white four-inch heel Christian Louboutin's.

Stephen leapt on the bed and Tiffany opened her arms and her legs for him.

"Take the foreplay as wrote. I want you in me. Right now!" she growled and wrapped her arms and legs around him.

She raised her buttocks off the bed so that Stephen could easily find her sphincter. He pulled aside the gusset of her panties and slid inside her, his passage eased by the pre-placed lubricant capsules.

"Oh god yes fuck me!" Tiffany slid her stocking-sheathed legs along his flank to encourage him.

Stephen felt Tiffany use her anal muscles to squeeze his cock as he slowly fucked her, grinding his pubis against hers, her hard cock pressing on his belly. He could feel her slippery precum on his flesh.

Stephen kissed Tiffany deeply, driving his tongue into mouth as he drove his hard cock deep inside her anus, Tiffany writhed beneath him, encouraging him to fuck her harder. She felt so wanton and sluttish, she just wanted Stephen to use her; to fuck her like she was his toy. Sometimes she just wanted to let go, not be in charge, to be a plaything for a powerful man.

Tiffany slid her gossamer-sheathed legs along Stephen's tender skin, she knew it drove him wild, she raked her high-heels on his flanks.

"Take my cock Tiffany. Take my cock in your ass you fucking whore!" Stephen howled as his excitement peaked.

"Come in me Stephen, fill my ass with your hot spunk!" Tiffany lifted her buttocks up high so that Stephen could get all of his cock inside her.

"I'm coming! I'm coming!" Stephen ejaculted, filling her anus with his warm creamy issue.

"Oh god yesss!" Tiffany came too, her semen splashed on Stephen's belly.

He jackhammered his cock in and out Tiffany's tight ass until he was spent and Tiffany was exhausted.

They lay in each other's arms later kissing and canoodling. Stephen tenderly flicked a stray lock of hair from her eyes.

"You know I don't really think you're a whore," he said bashfully.

"Stephen. Sometimes it's just sex and it's ok to roleplay a little. I know you have real feeling for me, just as I really like you," Tiffany stroked his cheek.

"I think it's more than that Tiff. I think I..." Tiffany put her finger to his lips to silence him.

"Don't say something we will both regret you saying Stephen. Just hold me, kiss me, make love to me. That will do for tonight," she sighed and snuggled up to him.

The next day they lost two more dupes from the tournament leaving only Kurt Bentley and Scoot Spetman at the table.

It was decision time for Tiffany. Did she take up Kurt's proposal or Lyle's, or neither.

Kurt's proposal was the easiest to accomplish, the safest, and guaranteed her half the pot but going into hiding from the people she had borrowed the money from was impossible. They would search the ends of the earth for her and they wouldn't be nice to her when they found her.

She didn't like Lyle but she did like Tina so that was a conundrum. If Lyle told Tina to take all of Scoot's money and give Tiffany none would she do it?

She could lie to Kurt and Stephen easily enough, nothing was guaranteed in poker but neither would believe her. But what could they do? Accuse her of cheating the cheaters?

Tiffany made up her mind and reached for her phone.

The final day of the tournament was winner takes all, at some stage both players would have to go all in. Tiffany played it straight for most of the afternoon and let Kurt get the upper hand using his poker skills. Scoot copped a few lucky breaks and at one stage it looked like he was going to upset their plans.

Scoot was holding a small pair with nothing else he could use on the board but he had bet big on the flop, the turn and the river hoping to get his three of a kind. He was tempted try his luck and pretend he had a winning hand.

MicheleNylons
MicheleNylons
3,970 Followers
12