The carpeted floor of the airplane vibrated beneath Eva’s feet, rippling through the soles of her sturdy flight attendant’s pumps, and up along her nylon-clad legs. Some light turbulence. The “fasten seatbelts”-beep would go off any second now. Eva sighed, fiddling idly with random apps on her phone. This was a long, slow flight with very few passengers and almost nothing to do. The kind Eva usually preferred. But today, she was eager to arrive at the flight’s destination.

The plane was headed for Holiday Island, a decadent, sub-tropical resort that provided all manner of vices, most of which Eva was too old for. But, the airline had paid for her to stay in a top of the line hotel for about a week before she was scheduled to fly again, with full standby pay. That meant a week of relaxing, with Emilio. He was a local, and an old friend of Eva’s. To say that they were eager to see each other was an understatement.

The general slowness of the flight left Eva bored and restless. She was seated at the front of the plane, in the staff chairs that faced down the aisle of passengers. She was assigned to business class, where there were only a handful of passengers, most of whom were passed out on one downer on another. Her brief stay with Lorelei and Jake, Lorelei’s new friend, had left her yearning for more, and the thought of seeing Emilio only made it less bearable. She would have to pass the time somehow.

Eva stood up. Might as well go for a round. Her shoes were made of black leather and felt very comfortable despite the 3-inch heel, which itself was quite broad. The transparent nylon of her pantyhose made the black skin on her legs shine in the dim airplane light. Her thighs were thick, and her hips were wide, giving her a round and voluptuous figure, accentuated by the tight but long stewardess’ skirt of dark blue fabric, matching the color of her suit jacket with the airline logo on it. Her breasts were modest but perky, and the formal jacket did nothing to accentuate them. That didn’t matter. She knew that all eyes would be on her lower curves, anyway. Besides, at almost 50 years of age, having breasts that were still small and perky was a real treasure.

Her eyes, which were as black as her tied-up hair, scanned the business class section of the plane. A handful of people scattered about, most of them passed out from a benzo or cannabis edible. Flying sober seemed to be a rare occurrence these days, which made these kinds of flights all that more dull for Eva. Nothing to do, except talk to the Hot guy in seat 6A, who seemed to be the only responsive passenger on this flight. He was wide awake, tapping away at his laptop and sipping complementary champagne.

“Is everything alright here, sir?” she asked the tall, handsome, important looking young man.

He looked up from his laptop with a smile. “Everything is just great here, thank you,” the man responded. He was a hunk. Black hair, bright blue eyes, tanned skin, and a tight body that was almost bursting through his tailored black dress shirt. His long legs were clad in matching black slacks, and shiny black leather shoes. He had a kind of aura that made it very difficult for Eva to maintain her professionalism. “All that is missing is some company, actually. I am about done with my work here. What about you? Would you care to sit down next to me? You don’t seem to be all that busy.”

Eva chuckled, her mouth wide open in a big smile. In any other situation, she would have been all over him. “Anyone catches me doing that and I’ll be fired instantly,” she explained to him while leaning against the empty seat 6B. “So… I’ll have to stand, I’m afraid to say.”

The guy put on a show looking sad. “Shame. I would have loved to invite you for a glass of this amazing airplane champagne,” he said dryly, taking a sip from his plastic glass.

Eva kept on smiling. He had a sense of humor too. Emilio would Love this guy. She felt her Pussy tingle as her mind once more wandered to her up and coming meeting with her old friend. It was going to be so good to see him. “Say… What are your plans on Holiday Island? Staying long?” she asked him.

“Business. And pleasure, I guess. In my life, the two tend to get mixed up. I have a couple of clients who always insist on meeting there, so I’ll be in for a couple of days.” In her mind, Eva pictured a group of coked up suits taxiing around between different strip clubs and similar lewd establishments. A young businessman on Holiday Island wouldn’t be up to much else. “And what about you, Eva?”

She glanced down at the name tag on her stewardess’ uniform. “Wow, you can read, huh?” she responded sarcastically. The Hot young suit in the business class seat laughed heartily at that remark. A sense of humor on him indeed. “I have some standby time there before my next scheduled flight. So… I guess I’ll be out and about.” She left it hanging in the air for him to grab.

“If you don’t mind my boldness,” the well-dressed man said before a long pause. Eva felt a rush of anticipation. “Since you can’t accompany me here at my seat, perhaps you could show me a more… private part of the plane? The facilities here in business class aren’t bad.” Wrong move, Eva thought. The thought of hooking up in an airplane bathroom was far from appealing to her. She had done it, of course, many years ago when she was first starting out in this line of work, just to knock out the mile high club membership. It had been a dreadful experience, and the more she knew about airplane bathrooms, the less she wanted to do it again.

Eva sighed, and looked the man sternly in his big blue eyes. He was probably around 30, if she had to guess. “No. Darling, just no. You don’t wanna do that. But I do appreciate your boldness, don’t get me wrong. Now, would you mind at least telling me your name first?” He was a stud, for sure, and had it not been for the circumstances, she would probably have jumped on the opportunity.

“I’m Robert,” the main said with a slightly bewildered look, before his smiled settled back onto his chiseled face. “But you can call me Rob. Nice to meet you.” He extended a hand, and Eva shook it. He was exceptionally gentle.

“Rob. Nice to meet you too,” Eva said. She thought about Emilio, who she was meeting up with later, after the flight had landed. This Robert guy was certainly Emilio’s type, but there was no easy way to tell if he would be… open-minded enough to share both of them. She felt too embarrassed to straight-up ask him, but figured that it was worth trying, at least. Having two men tonight would definitely satisfy the lust for more group encounters that Eva had gotten after the meeting at Lorelei’s, and her and Emilio were definitely no strangers to them. “Tell you what. I’m gonna be at the Avalon Hotel tonight, meeting up with a friend for drinks. Why don’t you come by? Take my number and text me when you’re settled in.”

Rob handed over his phone, and Eva punched in her digits. She handed it back with a smile. She had mentioned that Emilio would be there, right? Rob pocketed his phone. “I most definitely will. Until then, Eva.”

“Until then, Rob.” She walked past the mostly empty rows of passed out business class travelers, on her way back to the little alcove behind a wall that the staff could get some privacy and me-time in. She felt a bit cheeky, and a wave of arousal started swelling through her body, as she imagined what might happen later that evening. Hopefully, she would be able to have both men. And worst case, she would spend the night with Emilio. The thought of him alone made her acutely aware of the thick seam of her flight uniform pantyhose, as her clit swelled up and started rubbing against it through the fabric of her panties, which were surely getting wet already.

She all but ran the last few steps to the alcove, tip-toeing to avoid waking up any potentially needy passenger with her heels. There was a little bench there, wide enough for two staff members. Luckily, as this flight had very few passengers, Eva was handling her section alone. She started fumbling with her skirt behind her thighs, pulling it tight and bunching it up in a thick knot. Then, pulling her skirt tight while keeping the knot-ball in shape, she sat down on the bench so that the tightly knotted bunch of fabric was pressed against the opening of her Pussy.

Finally, she crossed her legs, wrapping her right foot around her left ankle, so that her legs were almost tied up. This way, the muscles of her thick thighs would squeeze her rock hard clit as she moved them. Combined with the sensation of grinding the fabric knot into her Pussy hole, the feeling was… alright. It wasn’t Sex. It was a technique she had developed after many long hours on flights, trying to discreetly satisfy her needy Pussy. And for this purpose, it certainly did the job.

She thought about what Rob might look like naked, but the image in her mind was quickly replaced by Emilio, and the memories they had made together. The muscles in her tied up legs started moving on their own, and the pleasure started to rhythmically build up in Eva’s throbbing clit.

——

After squeezing her needy clit through an hour or so of fantasies and pleasure waves and going through the landing procedure, the plane had finally landed at Holiday Island Airport, and Eva was stood with her back against the wall, telling passengers to have a nice rest of the day as they passed her one by one with their luggage. Facing this way, none of the exiting passengers would be able to see the big patch of wetness on the back of her skirt. The dark blue fabric made it very difficult to see, but she could definitely feel it with her hands, and you could never be too careful when it came to maintaining an aura of professionalism.

Even though her panties and pantyhose were soaked all the way through, and muscles were cramping all over her legs and Ass, Eva hadn’t quite been able to achieve an Orgasm with her clit-squeezing technique. Every little noise had made her perk up, and there were a lot of those on a plane mid-flight, and the seat just wouldn’t let her get comfortable enough. It had left her dizzy, frustrated, and Horny as all hell. She longed for Emilio. He would definitely satisfy her later. And Rob, provided that he was willing to share.

As the smartly dressed young entrepreneur walked past Eva on his way to exit the plane, he gave her a discreet, knowing smile. Eva responded in kind, along with the usual “have a nice stay on Holiday Island” that she robotically but politely gave to each passenger. Her Pussy started aching, demanding to be filled and satisifed as she subtly checked out Rob’s tall, slender, sculpted body while he walked off the plane. Emilio would Love this hunk.

——

It was late in the afternoon when Eva finally found herself in a predictably furnished hotel room at the Avalon. The floor was made out of hardwood, with a big kitchy carpet underneath the queen-sized bed, which had night tables on either side. Towards the short entrance hallway, there was a little lounge with a desk, an office chair, a minibar, a small coffee table and a recliner. In the hallway was a door that led to a small bathroom with a toilet and a standing Shower covered by a pair of glass doors. Clearly one of the Avalon’s cheaper rooms, which was decidedly a fancy place.

She had taken off every single part of her stewardess uniform, including her soiled underwear and pantyhose, and put it in a bag to give to the hotel’s laundry service at some point. For now, she was lying stark naked on top of the bed covers, sprawled out like a starfish. Eva had an hour before she was to meet Rob in the hotel bar, as well as Emilio. She definitely had an interesting evening ahead of her, no matter how things would go, so she needed this time to rest and decompress. The flight had been slow and easy, but a flight still drains your energy, especially when you’re inching close to 50.

Eva was still Horny and unsatisfied, her mind racing after having texted Emilio for the whole duration of the long taxi ride to the hotel. She had mentioned Rob to him, and how Horny she was after the flight. She had told him that she was going to finger herself to Orgasm the second she got to her room, and he had told her not to come yet. To save her orgasms for him. He had told her how much he desired her, how long it had been since they had last met, and how he wanted her to be ready for him.

All this dirty talk had of course done nothing but increase Eva’s arousal, and she found it increasingly difficult to lay still after the initial relief of having thrown off her work clothes and finally getting to lie down. Her jet black nipples stood up like a pair of onyxes at the centers of her small, perky breasts, screaming for attention. Her hands slowly wandered up and down her body on their own, and she had to use all her brain power to prevent them from digging into her Pussy whenever the tips of her fingers felt patch of curly black pubic hair.

Eva sighed. She was a bit tired, but she knew that if she continued to lie there, she would eventually give in and fuck herself silly. Then she would have to text Emilio and tell him that she was a bad girl who couldn’t resist Cumming until he arrived. And how would he respond to that? Maybe he would be disappointed? Maybe he would edge her and deny her release when they met up later, driving her crazy, making her jump on his…

“Shit!” Eva exclaimed as she withdrew her hand from her Pussy. A jolt of pleasure as a finger circled her clit had startled her back to reality. This would not do. She would have to keep herself busy somehow. Might as well prepare for the evening. She had to take a Shower, but that would be dangerous. Letting the Shower head linger for a few seconds too long in the wrong place would definitely set her off. It had to be done though, so she would have to be careful and quick about it.

Trying to take her mind off the feeling of a warm Shower streaming against her throbbing clit, she thought about what she would wear. This was Holiday Island, so her luggage was mostly full of clothes that could be described as somewhere between “slutty” and “too much”. She thought about wearing various outfits for Emilio, seeing him light up at the sight of her, jump her, devour her, enter her…

Eva jumped up and got to her feet before she started masturbating again. She bit her lip. This was going to be the longest hour in a while.

——

To call the ground floor of the Avalon a “hotel bar” was an understatement. The place was huge, consisting of multiple sections, some with more than one bar. People were all over, standing around, some dancing to the music which was just loud enough that you could have a conversation without too much effort. Most were in groups around tables, some standing, others sitting. Eva was standing at a small table close to a wall, drinking in her surroundings while waiting for Rob to come back from the bar with some actual drinks.

She wore a pair of black open-toed stiletto pumps on her feet, which matched her jet black toenail polish. They accentuated the curves of her thick calves, and her right thigh, which was on display thanks to a split in her black cocktail dress. The dress matched her long, curly hair, nails, and jet black eyes, and against her black skin made her look like quite the dark vixen. The dress left very little to the imagination. A pair of shoulder straps held up an open, U-shaped cleavage, with some bunched up folded cloth along the hem. It displayed the modest but perky shape of her breasts, while hiding her painfully hard nipples behind the hem.

Under the dress, she had neither a bra nor panties on. The sensation made her both anxious and excited, and intensified the arousal that had built up over the day. Eva’s Pussy was on fire by now. She could feel a definite trickle of wetness running down her thighs. Something would have to happen soon. Her mind was racing all over the place, and she thought that if someone touched her the wrong, or perhaps the right way, she would simply explode and gush all over the floor.

Eva glanced over to the bar. Rob was still waiting for their order, standing in a long row of people. It was a busy evening, so it could be a while before it arrived. He was wearing the same outfit as on the plane, and he looked even sexier in the dim light of the bar, the environment seemed to bring out the best of his sculpted features. Either that, or Eva was just extra Horny and getting carried away.

Emilio was on his way. Any minute now. Eva longed for him, to be held in his strong arms, to feel his body all over, to be entered by his amazing cock. She realized that she was moving her knees as if she was desperately holding in a full bladder. In her hands, she held her phone, idly sliding the screen back and forth with her thumb, unable to focus on any one app. Hopefully the drinks would come soon, so her and Rob could continue their…

“Eva! There you are!”

Eva perked up, eyes opening wide to scan the room, trying to locate the source of the familiar voice. She turned to her right, and her mouth all but fell open. He walked with great strides through the crowd, shining his beaming smile right in Eva’s face. Emilio! A tall, broad-shouldered man, whose size would have been quite intimidating if it wasn’t for his constant smile and friendly demeanor. His skin was black, a tone lighter than Eva’s, and his black hair was short and curly, matching his neatly trimmed but full beard. His outfit was casual yet stylish, a grey open blazer jacket with a print T-shirt underneath, tight fitted jeans, and leather loafers.

When Emilio arrived at the table, he wrapped his strong arms around Eva, squeezing her tightly. She could feel her feet leave the ground as he lifted her up a bit, making her giggle. In that moment, she wanted to wrap her legs around his body and stay like that, held up at the hips by his strong hands. She wanted him to hold her close like that and enter her exposed Pussy with his cock right there in the bar. She wanted to squeeze every last drop of cum out of his pulsing shaft with her radiating cunt, but even a hotel bar on Holiday Island expected some modesty from its guests.

Instead, she kissed him, pressing her full dark lips against his, slightly apart, her tongue anticipating the onslaught of his, which came shortly. As they kissed, Emilio ran his hands up and down Eva’s back, sending shudders of electric pleasure up Eva’s spine. She could feel her dress slide up with Emilio’s hand movements. Luckily, her back was against the wall. Anyone standing there would have gotten a full moon view of her exposed Ass. But even if that was the case, she didn’t care. She was in Emilio’s arms, where she felt so safe that almost anything could happen, and it would just be fine. Her own hands were exploring his back and grabbing onto his firm Ass. She never wanted to break this kiss, or leave his arms again. It was so intoxicating.

“Right. So what’s happening here?” Rob’s voice. Eva broke the kiss, full of reluctance to do so at all. Rob was standing on the other side of the table, having just put down two whiskey sours on top of it. Eva felt dumbfounded. Why had she invited this guy again? That’s right! She wanted to see if he was into sharing her with Emilio. Seeing his befuddled face made her feel somewhat guilty. She had mentioned Emilio, hadn’t she? She had, she was sure. That meant she was off the hook.

“Oh Rob, this is my friend, whom I told you about. Emilio,” she responded. “Emilio, this is Rob.” The kiss had left her dizzy and all kinds of intoxicated, and she wasn’t sure if she needed the drink any longer.

Emilio extended a hand with a broad smile. “It is so nice to meet you, young man,” he said. Emilio was a few years younger than Eva, putting him in his 40s, but he had an aura of youth about him which usually confused others when he referred to them as young-anythings. “Eva told me about this handsome guy she met at work. I didn’t know he would be this Hot!” he continued.