Rob gets Emily in trouble

Rob didn’t call Emily over straight away when he finished his drink, instead casually placing his empty glass back on the table. At the end of the next hand he held his glass up and called to Emily. “Oi cunt, my glass is fucking empty, how fucking long are you going to take to make me another drink?”

Emily jumped at the sudden outburst before rushing over to him. “Sorry, sorry! I’ll make you one right away!”

“Not good enough, I think you deserve a punishment,” he said with a wicked grin.

“Oh, umm, what sort of punishment?” Emily asked nervously.

“Come here and I’ll show you,” Rob demanded. Emily timidly stepped forward. “Good, now put your feet apart. Further. Further. Good.” Emily looked at him, her legs spread wide. He brought his hand back, making his intentions clear. Instead of pulling back, Emily instead thrust her pelvis forward slightly. She bit her lip and looked over at Bill. Rob quickly whipped his hand towards her crotch and slapped her straight on the pussy. Emily let out a yelp and bent over, grabbing onto Rob’s arm. His hand was still on her pussy, rubbing side to side. Emily moaned.

“There you go. Stupid cunts get hit in their stupid cunts,” he said with a barking laugh. “Now say thank you.”

“Thank you.”

“Thank you for what?”

“Thank you for slapping my stupid cunt,” said with another moan. She pushed herself back upright and grabbed his glass. He pulled his hand free and she walked away on unsteady legs to get him his refill. She leant across the table from the opposite side when she gave him his new drink, apparently not keen to get too close to him straight away.

Tom watched Rob more closely over the next couple of rounds and he definitely seemed to be getting drunk. He also noticed that his stack of chips was getting low. Sure enough, he ran out of chips two rounds later, after what was probably an ill advised all in. He grumbled, pulled out another stack of cash from his wallet and exchanged it with Bill for more chips.

“Don’t yous fucking worry! You just got lucky, I’ll be back in no time!” he said loudly. He took another big swig from his glass.

Despite his reassurance he continued to slowly bleed chips. After his next big loss he gulped down the rest of his drink and called for a refill. Emily dutifully brought it to him, and he vigorously groped her ass as she passed it to him. He put the glass straight down and brought his second hand to her front, out of sight of Tom. Emily let out a squeak and looked up at Bill.

“Hey, leave the slut’s pants alone!” Bill commanded.

“She’s been asking for it all night!” Rob complained, although he did drop his hand from her pants.

Bill chuckled. “You’re not wrong, how about we play for her clothes. How does $250 for her top sound?”

Tom gulped. She’d still have the bra on he supposed, but it’s not like the situation needed to be given any more sexual tension. At least Bill had stopped Rob’s advance, Tom thought. And kept Emily’s pants on.

“Haha, ok, you’re on!”

Rob folded the next round, but got down to just him and Bill still in for the last card the round after.

“Ok, I raise you Emily’s top.”

“Haha, I call you!” Rob said eagerly. They both revealed their cards and Rob jumped up in excitement when he saw Bill’s cards.

“Fuck yeah, had you the whole time! Well come on bitch, let’s get that top off!”

Emily looked at Bill nervously, who nodded his head. She slowly reached up and grabbed the bottom of her top. She let out a nervous breath, and then pulled the top up over her head. Everyone in the room seemed to hold their breath as her teenage breasts came into view, obscured only by the skimpy push up bra. She dropped the shirt and looked between the four men, unable to hide a slight smile at their reaction.

“Fuck me, they’re fucking even better than I thought they’d be,” Rob said with amazement. “So, how much for the shorts?”

Bill laughed at Rob’s eagerness. “How about $500?”

Tom’s worry increased once again, his stomach feeling like it was filled with extremely anxious butterflies. He just hoped Emily was wearing a conservative pair of panties, having not seen which ones she put on. Oh god, what if she was wearing the new pair? The thought of Emily walking around in the tiny panties in front of the four old men was too much and he suddenly came. His vision went white and he almost passed out as he shot the biggest load he ever had. After having edged himself for so long as he watched the hottest yet most excruciating, heart-wrenching thing he’d ever seen, it was by far the most intense orgasm he’d ever had.

When he came back to his senses they’d started the next round, and Emily was still standing to the side, her tits practically bursting out of her bra. Tom suddenly realised how thirsty he was. Seeing as it looked like he had enough time he got up to get himself some water. The fact that he had to get himself a drink while the four old men had Emily waiting on them in her skimpy outfit was not lost on him and he felt his boner coming back once again.

When he got back he saw Emily delivering another beer to Trigger, who had decided to go back to just groping her ass. Rob was drinking down his drink pretty quickly, and asked for a refill not too long after. Tom’s heart was hammering as Emily approached him, her tits barely protected at all.