Chapter15

Not living up to the nickname Keg, a light snore with the occasional snort escaped Gabe’s lips as he slept off the night’s activities. While he lay unmoving his mind processed and sought to flee from his current predicament.

The sound of the hotel room’s door closing behind Gabriel made him flinch as he stepped out into the silent hallway. He didn’t want to wake up any of the students as he made his escape. Behind those doors he had to pretend to be a teen girl of all things, now that he was back in his own clothes, hair in place he was going to get out of here. Taking a few steps he found himself outside the hotel and in a taxi on the way to the airport. Gabe knew he had walked down the hall and took the elevator down, but things skipped ahead in time in the way things did in dreams.

Soon enough he had made his way through the airport and was standing in front of the gate attendant. The crowds he moved through and those moving about the airport all were amorphous in a sense, they could be anyone and no one. Like the crowds the gate attendant was no one, until he interacted with them. Handing over his ticket he smiled seeing a familiar face. It was Jenni, a girl he hadn’t seen since college. It didn’t strike Gabe as odd at all that she looked just as she had from school.

“Tammy!” Gabe said, running his fingers across his mustache. The bad breakup the two had, her telling him how she was done with his controlling, condescending ass didn’t cross his mind as he just took the beautiful young woman’s visage in.

“Sorry sir.” Dream Tammy said, looking down at the boarding pass. “This flight is for students and employees only.”

Frowning at the response, Gabe turned his head to look out across the airport and out a window, seemingly just in time to see a yellow school bus pull up familiar students from the trip getting out. Snapping back around, panic flaring in his chest, he moved a little closer. “Jenni, I need to get on that plane… I’m not a student. Please… I can’t be a student!” There was no way he was going back to pretending to be a student.

“I’m sorry sir, but… wait. I know you!” The buxom blonde said touching her index finger to her thick lips that Gabe had spent more time than he should have been admiring, but now wasn’t the time for that.

“Yes! We dated, we ahhh… had some good times. You have to help!” The panicking man once more looked over his shoulder, but while he could still see the bus, there weren’t any students in sight.

“Well, only students and employees can come on the plane, but, if you want, you can work the flight.”

Taking her hands into his own Gabe nodded as he gazed into her large deep almost hypnotic brown eyes. “Yes, yes, I can do whatever!”

The words had hardly been out of his mouth before he was yanked along with the pretty girl as she pulled him down the tunnel to the plane. Along the way Tammy grabbed a suitcase and shoved it into his hands. “Then welcome aboard Gabby! One of our stewardess called in so this will be perfect!”

Stepping out of the airplane's small bathroom Gave looked down at himself, looking aghast at the site. He was wearing a sexed up stewardess’s outfit, baby blue with white and buttons that were left open enough to show the same massive chest he had been pretending to have over the last few days. The fact that he had cleavage didn’t occur to him, as he felt the tight little scarf around his neck and peered at his stocking covered legs that ended in glossy white pointed toe stilettos with what looked like a five inch heel. The outfit was even complete with a little hat that his hair spilled out from, coming down past his shoulders.

“Why do I look like this?” His voice was softer and of a higher register, much like he had spoken around the students. He had just gotten himself looking normal again and once more his body was free of body hair and his mustache that took time and energy to grow and groom was once more gone.

“You have to fit in silly.” Tammy said, her voice making him peel his eyes from himself and over to her. He hadn’t noticed before, but she was dressed just like him and at least twice as sexy. The best part was she wasn’t alone, that girl from the other night who had dunked his phone in the glass of water was there too.

Gabe couldn’t remember her name, but the hand job she gave him through his pants was on his mind and could feel his member getting excited at what he saw. Two gorgeous blondes that he very much wanted to get with. It was as if his mind slipped away and he was watching a tv commercial for the airline, a sexy stewardess sitting on a chair, a bright smile on her face as she crossed her legs. Looking at the area, desire in her eyes as she spoke breathily. “Come fly the friendly skies.” The only problem was the sexy gal was him.

“Gabby.” Hearing the feminine version of his name didn’t sit well in his stomach, but the fact the blonde from the other night was reaching forward to touch his name plate before sliding her hand down his side made it moot. “Well Gabby, now you look the part to fly the friendly skies, and I for one am very friendly.” She said, taking a step into his personal space so that her chest pressed into his own. “What do you say, Gabby, do you want to be friendly?”

Feeling her pressed up against him had Gabe’s heart beat faster, he was nodding yes, not trusting his voice as his college ex-girlfriend stepped in close on his other side, her body pressing into his own. Her leg sliding against his own nylon covered leg. “We were friends first, back off bitch.” Hearing the girl he once dated speak with such vitriol in her voice was an odd mix as she pressed her deep red lips to his own. The taste of lipstick, perfume and both girls' warm bodies sent a shiver through his own body.

“Girls, girls. There is plenty of me to go around.” Gabe said, his voice sounding foreign to him, like a phone sex operator.

Despite being on a plane Gabe didn’t pay a bit of attention to what was happening around him, only that he was moving from kissing one pair of red glossy kissable lips to another, his body pressing against the two women. His hand snaked inside the dress of Tammy to rub her tits, each second that passed his own excitement ramping up and making him want to get one or both of these sexy creatures down onto her knees.

The outfit he was in didn’t seem to matter much to Gabe at the second as he felt one of the young women slide their hand up his leg to rub the front of the silk panties that was having a hard time containing his ardor.

It was in this moment when he felt ready to cum into the girl’s hand that he heard a soft beep that repeated. By itself it would have been fine, but with it both the woman he had been having fun with pulled away. “Sorry Gabby, the pilot needs our attention. “ She said, pulling the scarf from her neck and clearing the lipstick marks from him.

“We can do this later.” Gabe heard Tammy say as she gave him a wink. “I think it is your turn to help the pilot. Why don’t you let the passengers know how to be safe and then go take care of him.”

Feeling frustrated Gabe took a few steps to the front of the pane aisle, a happy smile on his face, makeup still in perfect condition as he told the masses that he paid little attention to where the exits were and how to use the seatbelt. While he didn’t know who anyone was on the plane he could feel all their eyes on him. Instead of wanting to hide it felt empowering that everyone was listening, hanging on every one of his honey covered words. His students hardly paid attention to him, but here the masses seemed to adore Gabriella.

When done, feeling down right joyful he moved towards the cockpit, his hips swaying with each step in the tall heels, till he stopped part way there. The actual dimensions and length of the plane not being consistent he looked back toward the passengers, something felt off, something was wrong, but he just couldn’t put his finger on it. Then he heard a feminine voice call out from behind. “Remember, smile, we are flying the friendly skies!”

Stepping into the cockpit, a place Gabe had only seen in movies he found a tall man leaning over the controls, moving nobs, pressing buttons before turning around. Even in the five inch heels Gabe had to look up at him, only really seeing his large grin. ‘Smile, friendly skies, friendly skies.’ He thought to himself, opening his mouth to ask the large man what he needed as he saw clouds zoom past outside the windows as they flew through the air. It was then that the entire cabin shook and trembled, causing Gabe to tumble to the floor.

“Just a little turbulence, nothing you need to worry about.”

The voice sounded familiar to Gabe as he fell hard to his knees, sending a small spike of phantom pain, his arms reaching out to steady himself, finding something firm at first before it gave way. It was then that Gabe’s eyes went wide, he had grabbed the pilot’s pants, just like what happened at the museum. Causing the pants to fall away and leaving the man naked from the waist down and a large cock right there at face level.

“Ahhh…!” The situation felt familiar, but much worse and as Gabe looked up at the grinning pilot, the voice of the man clicked. In the pilot uniform was Bryan, the student he had pulled the pants down on in the museum.

“I knew you wanted me. You come into my cockpit, wanting my cock. Cockpit… cock, you know what you want.” Bryan laughed at his own joke. “The friendly skies indeed!” The school senior now pilot said as he slid his thick member right into Gabe’s open mouth. His own red painted glossy lips surrounded it as the fleshy object pressed deeper into his mouth.

“MMMMMM!” Gabe cried out, his voice muffled by the dick sliding across his tongue. The weight of what was happening crashed into him as it became clear what had been so wrong before. No one was seeing Gabe, they only saw Gabby. Wanting to get away the feminized man tried to shuffle backwards, reaching up to push Bryan away. As he started to move backwards things somehow got worse. The young man standing in front of him stepped closed, grabbing the sides of head as he started to thrust in and out.

Gabriel tried to scream once more, but even to his own ears it sounded like a girl mewling and moaning with her mouth full. His hands that were meant to shove Bryan away had instead grasped him around the thighs. The grip had only lasted a second, but Gabe lost all sense of the world as the cock moved in and out of his mouth, a piston thrusting in and out, saliva building up and dripping down the sides of his mouth.

Gabriel felt as if he was outside his own body, watching what went down in the front of the plane. It was like watching a porno. Words seemed to arch overhead curving around the scene like a title sequence. ‘Pilot shows Sexy Stewardess what the Cockpit is for’. The sound of the blow job, the face fuck filled his ears. Despite knowing the sexy woman on her knees for her man was really him, Gabe still felt incredibly aroused. Gabby, as her name tag read, didn't look anything like how he pictured himself, allowing part of his mind to just enjoy the sexy scene, even if just beneath the surface he felt like his very life was in turmoil.

The level of disgust that bubbled in his stomach felt much like the effects of **** when he had drank too much too quickly and without enough food to absorb it. As the volume and intensity of Bryan’s groans rose, so did Gabe’s desire to throw up.

“Gabby… Gabby… GOD! You are my perfect little slut!” Byan said, leaning his head back enough that his pilot’s cap threatened to fall to the floor.

The words rang through Gabe’s nightmare consumed mind, he had no way of knowing what the taste of cum was like, and at the same time knew it was now filling his mouth like faucet filling a glass. He was thrown back into his body as the eighteen year old wearing the pilot had shot his load. Falling to the floor, no longer supported by hands on either side of his face, Gabe coughed and crawled away, thick white fluid dripping to the floor.

The world seemed to fade and change, Gabe having fled the cockpit, the last words from Bryan driving him forward, through the plane. “Time for round two Gabby, let me fuck that little ass of yours.”

Moving through the aisles of the plane, elbows to his side, hands swaying limply, Gabe walked with a quickened pace, each step still having him move like a sexed up runway model. Looking over his shoulder, afraid Bryan was chasing, but he didn’t see anyone, just a dark plane with a light around the door to the cockpit. It was then that Gabe ran into something, someone that almost caused him to fall to the floor once more.

Fear spiked through the feminized man, cum dribbling down his chin, and yet his makeup remained perfect. He had just run into Harry Bisc, the school's vice principal. The man had kept him from falling, something Gabe was thankful for. Not wanting a repeat, the thought of servicing the fat balding man made his knees weak. Making Gab’s mind reel, like this was some sort of prophecy that no matter what happened he was doomed to be on his knees with a dick in his mouth.

“You look ridiculous Mr. DeLeon.” Harry Bisc shook his head as he loomed over the feminized man. “I always knew you were a trouble maker!” Gabriel heard the venom filled words just as easily as he felt the lecherous eyes roaming over his body, lingering on his double D size chest that seemed to move with its own physics.

“No, no, no, no.” Gabe shook his head and pivoted one hundred and eighty degrees a move he had no hope of achieving in his current footwear and yet a heartbeat later Gabriel was pumping his smooth stocking covered legs as he ran faster back the way he came before once more finding an unmovable object in his path and was unable to stop himself from colliding with the tall, looming figure of Samuel Banks. This time the terrified man found himself falling to his ass on the floor, the tight aisles and the chairs with passengers acting as walls on the plane making forwards and backwards the only option..

“You okay down there princess?” Came the voice of Samuel as his massive hand came closer that seemed to just get bigger and bigger the closer it got. The meaty hands seemed less like a tall man and more like a terrible giant.

Falling backwards, Gabe did his best to crawl away, heels doing little to help him find freedom. Gabe did everything he could to move away, but soon found himself once again looking up at Harry.

“Trouble maker.” The balding man said, his own hands reaching down.

With the two men standing over him Gabe covered his face with his hands as he thrashed about, trying to avoid what felt inevitable. “No, no, no, no, NOOO!”