Cabin Pressur Pt 02

Tom McKay hated to fly.

Past tense.

For the longest time he had outright refused to step foot in an airplane for any reason, and had someone told him even a week ago that he would change his tune, he'd have thought they were crazy. Especially after being outright forced to take a plane for a business trip he already didn't want to be on. The very idea that his worldview would shift so powerfully in such a short time seemed downright ludicrous.

And yet, here he was, heading back to his hotel after his umpteenth meeting in as many days, and all Tom could think about was the flight.

More importantly, the flight attendant who had made it... tolerable.

Alessandra's note was still in his pocket- a place it had yet to leave ever since he'd opened it outside the plane. Its contents, mixed with the lingering image in his mind of her standing there in the doorway dressed in her uniform, made him groan with pleasure whenever he dared think about either of them.

The problem was, of course, that as much as he wanted to make use of her number, he was swamped with work. Even if he hadn't been, there was no way for him to know if she was even around, or if she was already on another flight headed to lord knows where.

Well, except to try and call her.

Even so, he pushed that aside and did what he was here to do, until at long last the final meeting was over and done with, and Tom realized he had an entire day free before he had to fly home.

And he knew precisely what he wanted to do with it.

Back at his hotel, he dug out the note, read it for the hundredth time, and finally managed to dial the number at the bottom.

For a few minutes, the phone just rang, and Tom worried that Alessandra had given him a fake number and was messing with him. That was, until the dial tone was silenced and quickly replaced by a sweet, accented voice he had been hearing in his dreams these last few nights.

"Hello?"

Tom opened his mouth to speak but quickly realized that while he knew her name, he had never actually introduced himself. How could he tell her who it was that was calling?

Then it hit him.

"Alessandra? It's... well... it's the good boy from last Sunday's flight."

If he was worried she didn't remember him, such thoughts were quickly dashed by the sweet giggle that rang out from the other end of the line. "Ah, I wondered when my good boy was going to call... "

Hearing her call him that made Tom's cock start to stiffen, and he moaned slightly, much to her delight.

"Tell me, are you looking to relax a little more my good boy?"

"Yes," Tom practically sputtered out, surprised at his own enthusiasm. He had no idea what else Alessandra could do, but after their brief encounter on the plane, he knew it would tickle his fancy in a way little else did.

"I thought so," she said, her tone slightly more strict now. "Where are you staying?"

"The Rio, near the airport," Tom replied. It wasn't the fanciest hotel in the world, but his company had still splurged for something better than a roach-infested motel in a bad part of town, so there was that.

"Really?" Alessandra sounded slightly intrigued. "You are in luck then. The airline lets us stay here as well."

Tom's eyes widened. Alessandra had been in the same hotel as him this entire time, and he had no idea. He could have rung her up at any time during his stay and she would not have been all that far. He felt like an idiot for waiting but pushed such thoughts away as he realized that it was still a good thing.

"What room?" He finally managed to ask, unsure if she would want to come to his or not.

Alessandra giggled. "Room 410. And my door is unlocked..."

That was all Tom needed to hear.

Within minutes he'd hung up, rushed out of his own room and over to the elevator. It took its sweet time, but he didn't care. He was a man on a mission, and the moment the doors opened he practically pushed past the guests trying to get out and pressed the button for the fourth floor like his life depended on it.

Once he reached his destination, Tom bolted down the hallway until he came upon room 410, and though he'd been told the door was unlocked, he still found himself knocking.

After a few seconds, Alessandra's voice called out. "Come in."

Tom opened the door and stepped inside, and though he couldn't see the flight attendant anywhere, he could see her luggage all packed up. Odds were, she would be flying out soon, possibly on the same flight as him, possibly not. Either way, this was likely his only chance to see her, and he intended to make use of it.

The bathroom door opened, and Alessandra stepped out. She looked as stunning as she had on the plane and more than that, she was wearing her uniform. Tom didn't know if she'd already been sporting it- lending further credence to his theory that she was leaving sooner than later, or if she'd put it on when he'd called. In truth, he didn't care. She was wearing it, and that was all that mattered.

She took a step towards him, the clicking of her black patent leather heels on the hotel floor music to Tom's ears, and once she was standing in front of him the scent of her perfume practically overpowered him. And that was nothing compared to what he felt when she gave him a small peck on the cheek.

Tom swore his heart was about to explode in his chest.

"Come and have a seat, my good boy," she said, slipping her white nylon-gloved hand into his and leading Tom into the room proper. Gently, she brought him towards the bed and set him down as if she were simply showing a passenger to his seat on the plane.

"So, you liked what I did on the plane I think? Helped you relax and not worry too much?"

"Yes," Tom said with a smile. "Very much so Alessandra... I've never felt that good before."

It was the truth, although he wasn't simply referring to the plane ride. What she'd done- with her heel and her gloved hand and all of it, has felt amazing. Never before had a woman made him feel like that, and he longed to feel it again while he still could.

"Yes, I thought so... And I think I have something even better for you... Would you like that my good boy?"

Tom nodded. "Yes. I mean, if you want... I just..." He stuttered nervously, much to her enjoyment.

"Relax... You are in good hands."

Alessandra looked Tom over with a smile, then pushed him back onto the bed as if he weighed nothing. He flopped onto the soft mattress and started up at her, his cock practically begging to be set free from the confines of his pants. Yet before anything like that could occur, the flight attendant had something else to take care of.

Without a word, she walked around the side of the bed, her heels clicking and getting louder as they reached the head of the bed. Then, she took a seat, and much to Tom's joy, removed her heels and placed them on the side table.

Much as he longed to stick his nose into one or both of the shoes, Tom's eyes were glued to Alessandra's motions as her white, gloved hands moved along her legs and ever-so-slowly began to slip off her stockings. The tanned, silky fabric carefully became unglued from her legs, and once both were bare, Tom noted how lovely they looked even without the nylons covering them.

"Yes," Alessandra said, her tone firm and proper, "this will do I think. Lift your head."

Tom did as she asked, then watched as she balled up one of her stockings and slipped it inside her heel. The thought of both articles of clothes together made him squirm, but that was nothing compared to the shivers that coursed through him as Tom watched Alessandra bring the heel/stocking combo toward his face.

The moment the shoe took its place over his mouth and nose, Tom let out a groan even before the scent began to reach him. Once it did, he was back on the plane, with Alessandra gently holding her heel over his face and telling him to take nice, deep breaths of her wondrous scent.

But she wasn't finished.

Picking up the other stocking, Alessandra carefully used it to tie the shoe around Tom's head, making sure her heel was firmly in place and not likely to move until she deemed it necessary.

Tom could feel the slightly warm, silky nylon on the back of his head, and mixed with the scent of the one jammed in the heel, he felt like he was floating on a cloud.

"Perfect," Alessandra said. "You remember what to do, don't you, my good boy? In and out, nice and slow. Deep, relaxing breaths for me."

He didn't need to be told twice, yet it felt so good to hear her instruct him once again. Tom's chest began to rise and fall as he took in the aforementioned breaths, drawing a little of her precious scent in at a time, and his eyelids began to flutter, almost ready to fall asleep he felt so good.

And then he felt something else.

Looking up from around her heel, Tom noticed Alessandra's gloved hands carefully undoing his belt and, once that was taken care of, sliding down his pants. His boxers remained, but it didn't matter all that much, as the fabric of those did little to hide the bulge that had been forming ever since he'd dialed her number.

"Hmm, I think you still have some pressure," she said with a small smirk. "You can't relax with that..."

Her white, nylon-gloved hand began to slowly rub his bulge, not quite stroking or massaging it, simply showing it a little attention. Yet that was more than enough to get Tom's blood pumping, and he took in deeper and deeper breaths simply out of instinct.

Alessandra continued to smile as her other hand joined in, gently teasing Tom's cock through his boxers while her heel remained firmly in place on his face. Every touch, no matter how slight, caused him to sniff her heel and stocking, the scent of them his new oxygen.

"Do you like that, my good boy?"

Tom looked up at Alessandra and nodded, barely able to think or speak in his current state. He loved what she was doing to him, felt every part of his body relax as any lingering worries or stresses he may have had melted away more and more by the second.

And still, she kept on teasing him.

Her hands rubbed and poked and prodded at his ever-growing manhood, never quite giving it all her attention yet never ignoring it completely either. Alessandra was keeping him on the edge, and Tom had to admit, he was loving every second of it. He honestly couldn't imagine anything better than this- a gorgeous woman toying with his cock while she sniffed her well-worn shoe and stocking for all they were worth.

This was heaven, Tom was certain of it, and yet Alessandra had one more trick up her sleeve.

"Do you want to join my Mile High Club?" She asked, and Tom's eyes shot up as the question fully sunk in.

He tried to respond but, given the shoe on his face, his words were muffled by both it and the stocking inside. Then again, it was clear from the look of desperation in his eye as well as the state of his cock- practically ripping through his boxers in need, that Alessandra knew the answer.

Still, Tom nodded as best he could, and that was enough for the flight attendant.

Pulling her hands from his cock, she removed his boxers then slipped off the

bed, her bare feet barely touching the floor for a moment before one was raised so as to allow her gloved hands to slide beneath her uniform skirt and carefully pull off her black silken panties.

"I bet you would love to sniff these too," Alessandra said as she held the undergarments above Tom's head, "but I think you will have to enjoy my stockings only this time."

The way that she said

this time

made Tom shiver with anticipation. He hoped there would be a next time, but even if there wasn't, he was certain he could die a happy man when all was said and done. Especially once he realized that her panties weren't the only thing she was taking off.

Alessandra slowly undid her red and white scarf, then gently placed it beside her panties and her other heel on the nightstand. Then she unbuttoned the front of her uniform, carefully opening it up to reveal her black silken bra as well as the incredible cleavage it was struggling to hold back.

Her jacket and skirt came off next, followed by her bra, all of them joining the other articles of clothes, and leaving her with only her pillbox-style hat and gloves. Tom could only stare up at her, Alessandra's body in all its glory somehow even hotter than he had imagined.

And then, she raised a bare leg, revealing her clean-shaven pussy to him, and had he not had her heel tied to his face, Tom was rather certain his jaw would have dropped. Given the opportunity, he would have devoured her cunt, lapped at it with his tongue until she came again and again, but that was not in the cards for today.

No, today he would have to make do with slipping another part inside of her.

"Ooh, my good boy likes what he sees, doesn't he?" Alessandra said with a wicked smile as she straddled his legs, and Tom nodded once more, his eyes moving all over her body and his cock desperately reaching for her.

Opening the nightstand, Alessandra removed a condom and slipped it over Tom's erection, the brief sensation of her nylon glove against his bare cock making him moan into her heel even as he took in another deep breath, his lungs practically drinking in her scent. He had never wanted anyone as badly as he wanted her, and she knew it.

Once she was satisfied, Alessandra moved up his body until she was right by his cock, and then lifted herself off his legs and onto his waiting erection.

The sensation of her warm, already slightly wet pussy gently swallowing his length forced Tom to breathe even heavier, and his eyes struggled to stay open even as he was relaxing more and more by the second. And that before Alessandra began to slowly ride him.

Tom had been with a fair amount of women over the years, but none of them had ever felt this good. Granted, none of them had ever indulged in his fetish like Alessandra had, and he hadn't even had to admit it to her. The flight attendant had simply known from looking at him and had happily used his desire for her feet, stockings and heels to make Tom feel good and relaxed.

Add in the fact that she was, by far, the best-looking woman he had ever been with, and he was honestly worried he was going to cum too soon. The scent and taste of her stocking and heel, the sight of her beauty as she gazed down at him, and the sensation of her body as she moved up and down on his cock, it was a sensory overload he could scarcely comprehend.

Alessandra's gloved hands began to massage her bountiful breasts, causing her to moan in concert with Tom's own, and instinctively, he took hold of her hips to hold her in place. If she had a problem with that, she didn't say so, instead leaning into his grip and increasing the frequency of her movements. Where before she had been gently riding him, now she was going at it like a jockey heading for the finish line.

A place Tom was rather certain both of them were soon going to reach.

Up and down, Alessandra rode Tom's cock, and in and out, Tom breathed in Alessandra's scent, the sweat, leather and perfume which had made him feel so good on the plane doing the same now, only with a little help from the rest of her body. He wanted to make this last, but there was simply nothing he could do. Tom was simply a passenger, Alessandra was in the captain's seat.

Reaching down, she pressed her shoe to his face with her gloved hand. "Yes, yes, come on my good boy, breathe deep for me. It feels so good when I watch you sniff my shoes...."

If it felt good for her, it felt incredible for him, and Tom wanted the both of them to experience such pleasure, so he took a deep breath, practically snorting her stocking and heel. And as the scent forced its way into his mouth and nose, his cock began to throb deep in Alessandra's pussy.

With a cry of absolute pleasure, Tom exploded, and even as his cock blew its load, he could feel the flight attendant pussy clamp down around it, Alessandra's own orgasm following his. The warmth of her juices added further fuel to the fire, with his cock spurting out more and more cum than he ever thought possible.

They remained where they were for several minutes longer, Alessandra's pussy milking every last drop out of Tom's cock even as his eyes began to roll back into his head both from the sensation of the greatest orgasm of his life as well as the lack of oxygen from the shoe and stocking on his face.

Once they were both finished, Alessandra reached down and untied her heel from Tom's face, and though he struggled for air and was more than a little red, he felt amazing. Even more so when she leaned over and pressed her soft, pink lips to his and pulled him into a long, deep kiss.

Tom honestly could have cum a second time from that alone.

Breaking the embrace, Alessandra slipped off of Tom, removed the used rubber from his cock and tossed it in the nearby bin. Then she looked back at him and smiled warmly. "Nice and relaxed now my good boy?"

He nodded. "Very much so... Thank you, Alessandra."

Then she removed the stocking from her heel, smoothed it out, and began to get dressed as if everything they had just done was the most normal experience in the world. And perhaps for her, it was. Tom could only lay there and watch as the flight attendant put her uniform back on, and within a few minutes, she looked ready to get on a plane and do her job.

Carefully, Tom sat him and grabbed his boxers and pants, but Alessandra stopped him before he could put them back on.

"One last thing," she said softly, before taking hold of his now flaccid cock with her white nylon-gloved hand and gently stroking it.

Tom moaned and watched as she pulled her glove back and licked some of the remaining cum she's picked up. "Mmm. Very tasty... Maybe next time we can taste each other."

Yet again, the mention of a 'next time', and though he was really and truly exhausted, Tom found he had to ask. "Will I ever see you again?"

Alessandra thought about it, then nodded. "I fly quite a lot, but if you would like, I will call you next time I am in town."

Handing him her phone, Tom quickly added his phone number, as well as his name- the first time he had given it to her.

However, once he handed it back to her, she giggled and edited the entry.

Where his name had been there were now two words.

Good boy.

Tom went red in the face, and Alessandra gave him another peck on the cheek.

"I fly out in the morning, but I hope to see you again," she said, her voice sweet and earnest, but also a little seductive. "Until then, I have something for you."

The flight attendant walked over to her roller bag and dug around for something. After a few moments, she seemed to find it. Turning back to Tom, she handed him a small pin.

At first glance, it was the logo of the airline she worked for, but on closer inspection, Tom noticed there was a code at the bottom.

"If you need to fly again, I have a few friends who will make sure you have a relaxing flight."

Tom's eyes widened at the thought of other flight attendants willing to do what Alessandra had done for him, but before he could think too much about it, Alessandra's gloved hand gently took hold of his cock once more. "But this belongs to me. Right my good boy?"

A loud moan slipped out of Tom's mouth. "Yes, Alessandra."

She smiled and gave him another peck on the cheek, then once he was clothed once more, Alessandra led him to the door and ushered him out, just as she had on the plane.

And as Tom headed back to his own room, he considered everything that had just occurred and what it meant going forward.

He was going to have to start flying a lot more frequently.

Somehow, he didn't have a problem with that anymore.