Turning The Tables

High on the thirtieth floor of the Icy Bliss hotel, Kenny stood confidently with a small string bag over his shoulder. He knocked on the only door ahead of him and in only a few seconds it opened. "Surprised you even showed. I was sure you'd slink off," Kenny stepped inside and kept calm, steady eye contact with Bella. The redhead head was sporting nothing but the finest lingerie; completely black it was a skin tight one piece that barely held in her breasts and revealed just about everything at her waist. A pair of clips connected to an enticing pair of thigh highs and to top it off, she even wore elbow length, silk gloves. It was clear, Bella had taken her time to plan this out just as much as Kenny did.

"I keep my word," Kenny turned and shut the door, ignoring the way Bella crossed her arms and ever so gently lifted her breasts in a presenting fashion, "Plus, you should know by now, I'm not afraid or intimidated by you."

"That's why you came alone, isn't it? So you didn't have someone to protect again? Last time you just couldn't bear to see me hurt your precious little blonde and that threw you off." Bella shot back making Kenny's brow twitch, annoyed that Bella so easily deduced that fact. "You continue to think you're more slick than you actually are." Bella curled a finger to her right nipple and tugged the fabric away, exposing it, "I like that. You aren't a complete idiot, it'll make it better to have you around here."

"You're saying that like I'm gonna lose again." Kenny stepped forward and without breaking eye contact reached down and pulled Bella's lingerie back up with a smirk, "Are you going to keep trying to goad me, or are we gonna do this thing?"

Bella's eyes narrowed and she extended a hand, "By all means, if you want to get this done, then let's get started."

A few minutes later Kenny was sitting on the edge of Bella's couch stripped naked. Bella's phone sat on the armrest, passing the halfway point on their five minute timer. Kenny's eyes consistently flicked over to it as he tensely sat with gritted teeth, hissing out soft moans and groans. "Aw, look at you. How cute. You really think you can keep holding out, don't you?" Kenny looked back to Bella, the redhead was squatted down between his legs, her silky gloved hands slide up and down his cock at a tender, almost worshiping pace. Even after everything Kenny had done the night before, he couldn't deny it, Bella knew exactly what she was doing like no other.

"You know Ken, a lot of guys, they don't need much to finish. Some don't even need to be stroked. It's all about key points of pressure, and rhythmic movements. Like right here..." Kenny gasped. Bella wrapped her right hand around the his tip and pressed her thumb against the underside of his helmet. "This area is so sensitive," Kenny dug his fingers into the couch cushions as Bella's thumb began to rub in a small circle while keeping it pressed down.

Bolt's of pleasure shot through Kenny's body and pumps of precum rolled down onto Bella's thumb, only helping her efforts. "Then, if I did something like this..." Bella's other hand lifted Kenny's heavy sack and her other thumb pressed against his taint. Kenny's eyes bulged and he let out a husky shaky breath, "Yeah, didn't know about that one did you?" Bella grinned, her devilish eyes glaring up at the teen whose face was going flush and eyes almost crossing, "And then...I only need to do this." Bella leaned forward and with a few teasing flicks of her tongue against Kenny's testicle, cum erupted from his cock. Bella immediately sat up, marveling in her victory as she watched Kenny's spewing cock fire out five thick streams that splattered her breasts, "Simple. As. That." Bella made sure Kenny was spent and then released him.

"W-What the f-fuck?" Kenny panted, bewildered that Bella was able to elicit such a power and intense orgasm out of him by barely doing a thing.

"Oh, and look at that! Three minutes, fifteen seconds. I think I even did it faster than last time." Kenny laid limp, the feeling of defeat washing over him as Bella laughed. "This is going to be lovely. The first thing you're going to do is wash me;" The redhead snapped out in a demanding tone. "You'll scrub all your disgusting cum from my tits that you so rudely squirted out without so much as a warning." Kenny's lips pursed and he glared at the older girl, "Second. You'll decide who I am going to tell about your little indiscretion with Ellie. Juliet or Will? Quinn I'll hold onto for myself, a little insurance in case you get too disobedient."

"Hang on!" Kenny jumped to his feet, "This is completely unfair. This entire match has been completely one sided! You're not giving me a chance!"

"What?" Bella scoffed, putting a hand on her hip, "You lost the first time and I allowed you a rematch. That is more than fair. You've lost twice. End of discussion."

"Exactly, because I was the one playing on defense. You've made me finish twice, but what if the tables were turned? I should have the chance to try and make you cum. If I can do that, to someone as experienced as you, then that'd prove whose the real winner. You know it's easier to make me finish anyway."

Bella's brow furrowed and her lip twitched in annoyance, "You can't be serious...why would I ever agree to that?"

She can't resist a challenge. Just a little more. Kenny thought, her lips curling into a sly smile, "Oh, is that what this is about? You're actually just afraid that you'd get off from a guy like me? I figured a woman with a vast clientele of men fucking her on the daily could resist an eighteen year old guy who was a virgin barely a month ago. Guess you're not all you're cracked up to be."

Bella clenched her hands into fists and stormed to Kenny, "Listen you little prick, I have two very wealthy men as clients, that all! And second, you think I'm afraid of you?! You couldn't make me cum if I gave you all night!"

"Is that the bet?" Kenny smirked, "I get to try whatever I want to make you finish and if I can't, you win?"

"Fine! Bring it on! I can take whatever you throw out at me!" Kenny pointed to a chair by a desk a few feet away. Bella have a firm nod and confidently strode over to it and sat down, crossing one leg over the other, "Do as you wish."

"Good." Kenny returned to his string bag and opened it up, pulling out a bundle of rope. "You tied me up. Now it's your turn." Bella's eyes widened. This little bastard planned for this...