Heads Up

Breathing and panting, Stephanie remains on the floor catching her breath. Jason is still clothed but soaked to the skin.

No words were spoken. Eyes darted from person to person. Ben grinned into his rocks glass as he finished it, before setting it back onto the table before him. He fingered the rim of his glass pondering the entirety of the night, and how much it exceeded his expectations. Stephanie never disappoints him.

Jason looked up at her and said, "How did you know?"

Smiling a knowing grin, Stephanie retorts, "Let's call it my superpower. I can see through the outer shell to get to the secrets you're hiding in your creamy nougat. I wasn't positive about you, but from hearing the stories about you from Ben and meeting you tonight, it was a reasonably educated guess. I'm glad you enjoyed it."

Reggie sat back in his chair, exhausted and mildly drunk, shaking his head still in disbelief of what he's witnessed tonight. Whispering to nobody, 'I cannot believe this is real. Bosco, how did you pull this off?"

Dwayne's phone chimes, but he ignores it attempting to piece together the entirety of what he just witnessed. He grabbed some of the papers to consider each. When he gets to 'deep throat', he imagines her performing that on his cock. When he reads 'schoolgirl', he can easily paint that image in his mind. When he reads 'nerdy', he can see how a pair of glasses and a ponytail would be all she needed to pull that off also. He considers her to be a chameleon or profiler of the sluttiest intentions and is just amazed at how jealous he is of Ben.

Jason does his best to pull himself together. He is not embarrassed in front of his friends, but very much out of his comfort zone of his meticulous lifestyle. He got up to stand where he was and realized he must change his clothes. His shirt was covered in sweat from within and covered in squirt and saliva on the outside. His pants were slimed from the inside and drenched on the outside, and he began to feel the cool of air conditioning covering his entire body. "Steph... Miss Stephanie... is there somewhere I can change?"

Stephanie wore her mess as a badge of pride. She stood next to him, leaning in to kiss Jason on his cheek. "The bad dog is a big sloppy mess. Come upstairs and help yourself to the guest bedroom shower. Take all the time you need. I will find some clothes for you to wear when you get out. We will wait for you downstairs until you are ready and only then finish the game. I suggest you do not miss a hand. I believe you are now the big stack, and I promise, the last envelope is even better." She walked toward the stairs wearing nothing but sweat and a smile. The bad dog followed on weak legs, doing at best, a School of Unusual Walks impression.

Stephanie returned to find the four boys laughing and joking. She notices the genuine smile on Ben's face. He would later admit this was already one of the best moments of his spoiled life. The four heads turned to her at the same time. She carried a tray with five glasses and a crystal decanter. It was time for Cognac. She wore an emerald-green, semi-see-through bra and panty set that looked made just for her. Every step she took made the tops of her tits jiggle.

"Jason will be down in a few. I thought we would all enjoy a cognac. I'm happy to grab a cigar for anyone who would like." She served the drinks around the table, ending with Reggie. Lil Reggie had yet to win anything and was trying to be a good boy coming to the reality before him. "Reggie, what a night, huh? Do you believe us now?" She puts the bottle in the center of the table, the empty tray on the bar, and holds his glass for him.

"Not completely, to be honest. I still part believe you're just the best hooker on the planet... or maybe a hologram?? Still hard to believe." He laughs. Looking over to Ben, "Bro... Marry this one tomorrow. No joke, tomorrow..." He lifts the glass presented to him and takes a sip in Ben's honor.

Stephanie laughs with him, tilting her head to the side, and shrugs her shoulders as if to say, 'Not a bad idea'. "Mr. Reggie. I know you have not won a thing yet. I apologize for reprimanding you earlier. May I sit on your lap and allow you to grope me as we wait?"

Reggie looks part shocked, part 13-year-old boy finally finding Dad's Playboy stash, attempting to contain himself, unsuccessfully. She spins to sit on his lap, between his open legs. "Please remove my bra and get it out of your system. I can't give you what you didn't win, but I can let you play with the girls for a few minutes to pass the time." He unsnapped the back pushing the straps to the side. The brassiere falls forward as Stephanie shrugs her shoulders together and forwards. "Please, remember your hands are cold, and be gentle."

With her sitting on his left leg, his right arm wants to roam. He looked up to her once for final approval before he touched her skin. She nodded, encouraging him to continue.

His first motivation was to feel the weight of one. He was an inch away from touching her before he pulled his hand back and blew warm breath into his fist, hoping to raise its temperature. Stephanie smiled, then grabbed his open hand to pull it to her chest. His smallish hands took a full grasp and squeezed. He thought to himself, "holy shit. They are real." Turning his hand to the underbelly he lifted gently, then smacked it up against its matched pair twice to see the density, then let it fall to the pull of gravity. He looks up to her face and gives her an impressed expression.

"Not so bad, eh? I told you they were perfect." She flaunted, looking over to Henry.

"I would lay in bed and play with them for hours." Eyes back on his handful, he is mesmerized by the jiggle.

Both Stephanie and Ben reply at the same time, "I do..."

Jason reenters the room, freshly showered, wearing one of Ben's running suits and blushed cheeks. All five heads turn to him.

"What??" Ten eyes follow him over to the bar to grab a new beer.

"WHAT?!?!?!?" Eyes... Just eyes on blank faces follow him.

"Nothing. No, no, I'm sure it's nothing..." Reggie, whose eyes have returned to the perfect tits he fondles, takes his opportunity to needle his old friend. "I'd bet that it's just... we're wondering if the dog needs to be walked again before we settle in to finish." The group bursts out in laughter. The breasts bounce.

Jason's shoulders drop with an audible gasp. "Hhhhhheeeeereee we go...."

Jason laughs along at himself, accepting his turn in the barrel. Jason returns to his seat before he hears, "Or, maybe you're ready to 'SIT!'" Dwayne joins in. A new burst erupts from the group as Jason slowly puts his ass on the chair and pulls it forward to start stacking his chips and cash doing his best to ignore the onslaught.

"Good boy," says Mr. Henry Johnson. Again, the room roars.

Jason tilts his head back as far as it will fall. Looking straight up to the ceiling he knows he has earned this one, but also knows this group isn't just friends. The men in this room were his brothers, including Mr. Johnson and Stephanie. These people have known him more than half of his life, and they have each seen the others in the most precarious positions, why would this be any different? He silently thought it was better than being called 'Bosco' for twenty-plus years. Returning his bright-red cheeks on his smart-ass head down to his large stack, without making eye contact with anyone, he says, "Thank you, Henry. I appreciate that."

Steph wants to regain control of the room, so she turns back to Reggie, "Ok, last chance before we start, give them a good feel." He does. She stands and offers similarly around the table, protruding her breasts to each guest as she passes them. And each takes the opportunity to have their gropes. "Does anyone need a fresh drink or anything from the kitchen? Don't forget, there are leftovers from dinner if you want to grab something."

Each stands to get what they need as Steph has evolved far past her server role to fitting in as one of the guys. Reggie returned to his seat with a full serving of leftovers, Dwayne and Ben each had new beers, and Henry opted for a glass of water. All five men were happy, leaving Stephanie feeling like she could check off the last few items on her mental checklist of things she hoped to accomplish tonight.

Well over $15,000 and more than half of the original total buy-in, Jason's stack is now obviously the largest on the table. At the same time, if you asked him honestly, he would admit that his desire to win the last two envelopes has plummeted. He has made a significant profit and will forever carry one of the best memories of his lavish life. To describe him as satiated would be accurate.

With that, noticing that the table is light on funds and would diminish her exciting final rounds, Steph offers a re-buy to the group. Once the group settles back in, Stephanie regains her power position, even if she is sitting in her panties.

"Ok, to keep the big finale alive, I mentioned earlier that a re-buy would be offered. Here is your one chance. And this is the offer, a one-time, full re-buy of $5,000, which will be added to your current stack."

She took a moment to turn her eyes to Henry. "This is optional, but trust me, if any of you wish to beat Jason who now has more than triple each of you, if not more, then you will need this. There is currently a total of $25,000 on the table and we will add $5,000 for each of you that re-buys. Jason was kind enough to bring the extra cash for us to use, but trust me, this deal is with me. I wrote a check for Jason to cover these expenses, so each of you who does buy in owes me $5,000, not Jason. Once I know how many of you to re-buy, I will fill out the total and hand it to him. From now on, if you lose the money in front of you, you are out of the game and need to get up from the table and wait out the ending. The final round will last one hour, then we will play for the last envelopes. Again, if you want to be in on those hands, you better have more than a hard cock in front of you. Good luck, gentlemen."

A calm and focus returns to the table. Well, for all except for Reggie, who is listening while cleaning off his plate... like a pig with few manners.

"I will start with the lowest stack and move up to Jason, who is leading." She turns to Reggie, "Reg, would you like to re-buy for another $5,000?"

Reggie scraping the last two forkfuls into his mouth, nods a 'yes' but raises the hand holding the fork while raising his index finger. He chews his food and places the empty plate in front of him, which Stephanie takes and places on the side table. "Yes, of course... Miss Stephanie... but I have more cash in another roll in the car. While you guys settle the rest, I'm just gonna run out to my car to get the cash." Stephanie nods in agreement.

Stephanie continues, "Mr. Johnson. Would you like to re-buy?" She adds the best pouty face she can work while raising her hand to her nipple for a pinch and a look of 'Please mister, that won't fit in my mouth...' while knowing he is filthy rich and would sell his soul for either of the remaining envelopes.

Henry responds with intent in his eyes. "Please, of course, that would be nice. I did not bring a spare $5,000 in cash. I would need help from Jason." Steph turns to Jason and nods to him. He responds by counting out $5,000 from his secure bank envelope and pushing it to his new friend.

She turns to Ben. "Big Daddy, would you care to add cash to the stacks without ever realistically trying to win a hand?" The others laugh in unison.

Ben smiling out of the corner of his mouth, "I've been trying... just, not winning. Sure, count me in, of course. I'm not dumb enough to ruin your big plans." She again turns to Jason to count out another buy-in, which he does, pushing it over to his oldest friend.

"Mr. Dwayne. You have my curiosity. I'm curious if you like me because you don't look like you want to win me."

He looks up from his phone and smiles at her. "Of course, I do, Stephanie. At first, it was just sizing up the competition, having not met our new friend here with all this money. Then, a bit of jealousy over Bosco and what the fuck he must've done to get something as beautifully perfect as you. Then, last hand, the truth is, Jason is very good at poker, and knowing how much of my money he has taken from me over the years, I was just scared and feared he would do to me what he did to Reg and Henry. The dude is a badass poker player, and I didn't want to lose my shot at the last two prizes." She looks down at his stack and raises her eyebrows as a question. "Yes, I will re-buy, please." She looks over to Jason and nods. He counts out the money and pushes it toward Dwayne.

Reggie returns and sits back at the table with another bankroll of cash. She fills out the values on the check before her. She doesn't look up from her checkbook but speaks out loud. "Jason, would you please protect the rest of the group and help Reggie count out his money to ensure it is exactly $5,000." Reggie feigns insult before noticing how serious everyone is, then tosses his rubber-banded bundle of cash over to Jason.

Minutes later Jason calls out, "Miss Stephanie, there is $5,800 here." Reggie acts shocked at the news... poorly. Stephanie hands Jason the check, then turns her head to the smallish man in seat number five.

Still locked in on Reggie, she speaks to Jason. "Thank you, Jason. Please count it out again for everyone and give me the surplus. We will add that to the final hand as an ante." The group laughs and mocks the short man for even trying to get away with something so silly.

Jason counting everything out loud, 'seven, eight, nine, one thousand....", moving to the next pile counts out the hundreds, 'six, seven, eight, nine, two thousand...." Once he hit five piles, he handed the cash to Reggie, holding the surplus. "And that leaves, fifty, one hundred, one fifty, two hundred, two fifty, three, three fifty, four, four fifty, five, twenty, forty, sixty, eighty, six hundred, two, four, six, eight, seven, twenty, forty, sixty, eighty, eight hundred.... Twice, I have an extra $800 here. Here you go, Miss Stephanie," then hands the cash to her.

She takes it and puts it under the dish to protect it. "This is the penalty for trying to cheat. If you were not amongst friends, you would be eliminated on the spot and all $5,800 would be taken from you. Just sayin'. Alas, we move on."

The players look over each other. Jason mentally does all the math needed to know where he stands, which is better than everyone else. Ben can see the mental math before him, saying to Jason, "Would you like to share the new totals for everyone?"

"Nope." He says firmly.

Ben responds laughing, "Fair enough, let's go."

The last round was far more active. Henry upped his aggression to a ridiculous level and is on a mission to level off. He can read how Jason has slowed his play to a different ridiculous level having been bluffed to fold at least two sizeable pots. After the second, Henry flipped over an unsuited deuce and seven, showing he wouldn't have even beaten the board had his large bet been called. Jason knew he was playing too tight, but was doing the smart thing and keeping his lead. Sadly, few monster hands ever passed his stack, and with that, Henry was catching up quickly.

Dwayne set his phone aside, muted. He has turned his focus to the cards completely, save the occasional early fold here and there. When the game was on, he was focused on the events, including facial ticks and tells.

Reggie was just jealous. He is still considering her smell and how soft her skin is. He is overplaying mid-level hands while slow-playing big hands and hyper-playing bad hands. Down a chunk of his rebuy and distracted, he is more thinking about where he was going to buy a lap dance slash blowjob on his way home tonight than anything else.

Ben was leaning forward in his seat and playing legit poker. Somehow, he was low-to-mid-stacked. He had enough to play, but not near Jason's large stack or Henry's getting-there-after-his-strong-run big stack. Having as much, if not a little more than Dwayne, Ben's holding steady.

The first real excitement came midway through the round. With Reggie on the button (roughly $3,500 in front of him), Dwayne (just over $12,000) raised the small blind four times the big blind making the pot meaty quickly. Henry calls quickly and with very little pomp and circumstance.

Jason looks at his cards and then shoots laser beams with his eyes towards Henry and Dwayne. Stephanie notices the look and her hand drops to her lap as her left knee rises above the top of the table and spreads. She can tell Jason wants to play his hand, but he holds back. Her finger finds the fold.

Jason looks up at the ceiling, trying to find some math that justifies the action he wants and fails. He knows there is enough in the pot right now to justify Reggie going all in on this hand, Ben has suddenly found a will to play, and Henry has all the desire and bankroll to take advantage with anything close to a playable hand. If he calls, Reggie will go all-in, and likely draw one of the bigger stacks in with him. Losing that hand will take him out of the running and hand the lead to someone else. Reluctantly, Jason says, "Fold," tossing his hand into the muck.

"I call." Ben looks at his stack while calculating math in his head. Everyone is correct assuming Reg will be in here.

Reggie's leg is already bouncing. He must've checked his hand five times already and has bounced enough to shake the table. Reggie wears his secrets like a neon sign. "All in," says Reggie pushing his stack forward.

Steph leans forward in her chair. She reaches out her left hand leaving the right hand hidden below in constant movement. She counts the stacks like a professional dealer and lays out the chips in stacks of $1,000. "The raise is Reggie, all in, for $3,200."

The heads turn to Dwayne, whose position has changed since his initial raise. He would later admit that his initial raise was to get Reggie to jump all in, hoping the others would've faded with the big raise from the seemingly tight player. This was not a normal game, table, or stakes. Dwayne assumes there is roughly $5,500-$6,000 in there now, he can go bold or go and hide. He looks back down to his cards and likes his hand. He would go all in here to try to push the others out. But if either Henry or Ben did follow him in and get lucky, he would be devastated and have zero chance at the last envelope. An envelope he suddenly started wanting badly. Going bold would mean risking at least 75% of his current holdings when at least one person seemed to be dropping out shortly. "I fold." Dwayne placed his cards in the muck. Reggie's leg bounced harder.

"All in," says Mr. Henry Johnson. His larger stack didn't need to be counted just yet. He had plenty to cover Reg, and it would only matter how much he had if Ben called also. Stephanie slumped back again, lifting her fingers to show how sticky the fluid was, licked her fingertips, and shimmied out of her green panty set. She throws that in the pot also.

Ben looks at his hand, then over the table. He counts the pot assuming there is over $14,000, then looks to Henry's larger stack and Reggie's. He looks back down to his hand, which has not changed. Somehow, this night has though. For the time, this was not a friendly game, and it was not even an envelope hand, just important relative to the others earlier. Ben wanted fate to decide his success tonight and knew he wanted to play this hand. But he didn't want to drive the hand, he wanted to participate in it and see how expensive it would get. "Call," he says, then throws his chips in the pile.

Reggie's leg starts bouncing. Stephanie orgasms with a whimper, again, her hand not stopping, busy on her pussy. She tugged her nipples using the free hand. "Aahhhhhuuuhhhhhhmmm...." Henry looked over to Stephanie. "I am very impressed, truly I am. I assumed Ben was getting head while you guys traveled or something like that, but you are completely amazing. What is the status of the Henderson account?" Her hand doubled its speed.