The WWE has changed alot since this storyline began so there are indescrepancies between the story and real life. I apologise for this.
This is a very storyline driven chapter so if you have not read others in the series I suggest you do so first. The stories in chronological order are as follows:
Helping Torrie Wilson
Helping Torrie Wilson Ch. 2
Helping The WWE Divas
Helping Himself
Helping Himself Ch. 2
Helping Stephanie McMahon
Helping Melina
I hope you enjoy.
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Kyle's eyes parted as he felt the plane shudder. Torrie was sitting next to him, her face pressed up against the glass as they rolled along the pavement of the runway. Joy was sitting opposite him, a gentle smile on her face as he awoke, and he smiled back. The rest of the cabin was empty and he briefly wondered where Ryan and Dawn were before Torrie gave him a peck on the cheek.
'Good Morning.' She said to him, a bright smile on her face as she looked into his eyes.
'How did you sleep?' Kyle asked both Torrie and Joy as he watched a jet roll past them.
'Reasonable.' Joy said.
'Okay I suppose.' Torrie replied. 'But I woke up half way through the flight and you weren't here.'
'Oh yeh. Just a bit of air sickness.' Kyle explained, averting his eyes. 'But I feel a lot better now.' He said, grabbing her hand and squeezing it with a smile on his face. It was, of course, a lie. He had been in Stephanie McMahon's private lounge joining the mile high club with the Billion Dollar Princess. Not only that, but she had told him that until she was pregnant, he would basically be fucking her as much as possible. It hadn't been mentioned, but he knew this was one arrangement that wasn't to be public knowledge.
Just then, there was a commotion behind him, and Kyle turned around to see Ryan and Dawn Marie stumble out of the bathroom together. She was busily trying to pull her skirt down while simultaneously pulling her heel on, and the result meant that Ryan was struggling to keep her upright. After a little trouble, they found their way to their seats across from Kyle and managed to sit down.
An awkward silence fell over the group as everyone knew what had just occurred. It was strange considering the five of them had fucked simultaneously in a limo the day before with no problems at all, but alcohol had been involved and it seemed some of them were a little self-conscious.
The jet had barely rolled to a stop before the ladder door had swung down and Stephanie McMahon had appeared from her private cabin and exited the plane. The rest of them followed suit and exited, Kyle last of all. Stepping down from the plane, Kyle could see two limos, one of which did not have a WWE logo. 'Kyle, Ryan. If you'll come with me. Girls, I'll see you at the show.' Stephanie said, motioning the divas to the second limo. Both Joy and Torrie kissed Kyle on the cheek as they left, and Dawn simply groped Ryan's ass a little as a good bye.
They rode in silence to whatever their destination, Stephanie tapping away on her laptop and Ryan trying to get Kyle's attention with hand signals which he assumed were in reference to Ryan's plane adventure. Kyle simply ignored him and watched as the city rolled by, and was surprised when they finally rolled to a stop in front of WWE Headquarters. Amazingly, Kyle had not even thought to have asked where they were going, and it appeared they were in Greenwich, Connecticut.
Kyle and Ryan followed Stephanie inside, riding the elevator up to the top floor. Kyle looked over at Stephanie. She was wearing a blue business jacket with a blue skirt that fell to just above her knees. Her white button up top had the top two buttons undone, making it easy to imagine what was below the fabric. Her hair was perfectly straight, leaving no trace of the ravaging she had received on the plane. And Kyle's thoughts were now wandering to what might happen if Ryan wasn't here.
She would slam the emergency stop button and grab him by the shirt, pulling him to her body. He would rip open her white shirt, buttons popping everywhere as he marauded her breasts with his tongue and she moaned in ecstasy. He would turn her around and slam her against the glass, ripping her skirt off, pulling aside her underwear and plowing his throbbing penis into her cunt again and again as she watched herself getting fucked in the mirrors of the elevator...
Kyle tried to subtly reach down and rearrange his crotch as the elevator doors slid open. Stephanie noticed, but ignored it as she led them down the halls of the building, finally coming to a stop in front of a door that exhibited her name. 'Ryan, can you please wait in the room down the hall?' she motioned to the appropriate door. 'I'm sure you're hungry and that's our lunch room. I just need to speak with Kyle for a few minutes. Thank you.' She turned, not waiting for a response, and unlocked her office, holding the door open for Kyle to enter.
It was a pretty standard office. A desk and a couch, with a glass wall on one side for a reasonable view. There were a few posters on the wall of various WWE moments, a couple of filing cabinets and book shelf. Stephanie locked the door behind her and then walked behind her desk. 'Please, sit.' Kyle sat lazily on the couch as Stephanie rummaged through a draw, finally pulling out a remote control and pressing a button. A blind slowly lowered itself to the floor in front of the glass window, blocking the office off from sight.
'Now,' Stephanie said, kicking off her shoes and walking slowly over to Kyle. 'We have a task that needs attention.' Kneeling in front of him, she unzipped his pants, pulling them to his ankles. Grinning up at him, she lowered her face into his lap, and using only her tongue began to play with Kyle's limp penis.
Her tongue slathered saliva over him, and Kyle sighed gently as his erection took form. Kyle's foreskin peeled back as his cock reach full length and Stephanie's mouth enveloped him for the first time. He moaned outwardly as she sucked softly on his member, her tongue massaging his head as the warmth caressed his senses. Using both hands, Stephanie hitched her skirt over her hips, then reached inside of her panties to play with her flaps gently.
Kyle's hands stroked Stephanie's hair as she licked up and down the sides of his cock while she slowly slid a finger inside her own cunt. Stephanie grabbed Kyle's cock, with her free hand, jacking it slowly as she sat on her own hand and moaned. Kyle reached forward, unbuttoning her white top to allow her breasts to break free. Sitting back, he watched as Stephanie fingered her own cunt, her other hand sliding up and down his solid cock, her eyes closed in pleasure.
Longing for more, Kyle reached forward and pulled Stephanie back down, her lips swallowing his swollen glans. Stephanie deposited another two fingers into her pussy, sliding them in and out as she feverishly sucked on Kyle's cock. Kyle had his hand on the back of her head as it moved up and down, her breast bumping against his knees in the motion. Suddenly Steph deep throated him and Kyle moaned loudly in pleasure.
Stephanie's head bobbed up and down on Kyle's meat in unison with her fingers, which were thoroughly penetrating her sopping wet cunt. Her pace was quickening every moment and Kyle's moans increased in intensity. Stephanie moved her hand from Kyle's cock to her clit as she continued to work her way to orgasm. Kyle began to thrust his hips towards her face, fucking her throat with his cock. Stephanie began to whimper heavily as her breast bounced against his knees and her pussy dripped with juices.
Sensing her nearing orgasm, Kyle stopped her, picking her up and bending her face down upon her desk. He lifted her skirt up, ripping her panties down and quickly slamming his throbbing dick inside her hungry snatch. Stephanie moaned in pleasure as he grabbed her shoulders with his hands, and began to slam himself deep inside her. Her breasts rubbed against the cold wood of her desk, her nipples hard as rock as his balls slapped against her ass and the office reverberated with the sound.
She was moaning with every thrust now and his grunts grew fierce as he grabbed her hair with his right hand, pulling her head back so she squealed in pain. 'Fuck! Yes... Fuck my cunt! Give me your seed you whore! Fuck me!' She yelled as he thrust inside of her pussy with all intentions of breaking her.
Her squeals of pleasure and pain silenced, as she came in one soft moan, her head falling to the desk in exhaustion as Kyle continued to plough her snatch. Grabbing her ass, Kyle began to jism fiercely, his orgasm causing him to spasm inside of her as rope after rope of semen filled her cunt. She moaned as she felt his semen inside her and sighed as he removed his shrinking penis from her dripping snatch.
Still gasping from her exertions Steph pulled her panties up and her skirt down. Placing a finger on her telephone, she said loudly, 'That boy is here to see you.'
Kyle heard a familiar voice respond with a confirmation. 'Down the hall, to your right. The secretary will let you know when he's ready.' Stephanie said in an indifferent tone, seemingly oblivious to all that had occurred. Kyle, taking this as a dismissal, quickly stepped outside the office.
Ryan was waiting there not-so patiently. 'What was that about?'