Chapter 12: The Private Attendant (Alisha)
Something I learned when I was a teenager was that if you had money, you could do anything. I’m not talking a wealthy person with a desk job and a good retirement. I’m talking money that comes with making movies, being at the top of the pecking order at an oil company—that kind of money. I would see newspapers of rich people who did horrendous things but legally they were never held accountable. And it made me wonder—what else can rich people do that normal people can’t? That question always stuck with me, as I worked my way up in my career, watching the rich college students take the best jobs first, the adults with money buy their way into things.
I got tired of struggling to make it to the top of my career. One of my girlfriends suggest I be a flight attendant. The money was only fair, but you got to travel, meet a ton of new people and see new things. It was fun and different and I could do it for a few years then go back to whatever I wanted. I was intrigued but not sold. Then she leaned in and told me the real deal—“you become a private attendant and rich people and famous people hire you to work the flights in their private jets and stuff. And if they like you, they keep you on retainer and always use you. And they pay you like, insane amounts.” I could definitely use insane amounts of money (who couldn’t?) and I was always curious to see how the “other side” lived so I did it.
Fast forward to a year later when I had been a private attendant for a wealthy, older gentleman for about 6 months. After I worked on his jet one time, he hired me to work for him privately, flying half as much as I did for commercial but getting paid three times as much. It was, in theory, great. But I didn’t get any crazy experiences. He didn’t have models on board, there were no champagne-induced sexual escapades, no one asking me to sign an NDA because nothing happened! It was good but boring and it made me feel like I sold out my whole real career but a buck. I thought perhaps I would quit and get back to reality, having now a decent nest egg from my temporary career.
“I’d like to give my notice to you, sir,” I told him upon returning to the hangar he owned.
“Why might that be, darlin?” he was Southern, in his late 50’s and always dressed like he was ready to go to a Easter celebration; khaki pressed slacks and with a leather belt and a pastel shirt, gold rings adorning his pinkies. His hair was turning silver and he had a tan that I knew was fake but never knew exactly how or when he tanned.
“I appreciate this opportunity you’ve given me and the trust you’ve given me,” I continued, trying to skirt the real issue that I was bored!
“Have a seat, sweet thing,” he said.
I sat down into the leather seat and he sat down across from me. The jet was gorgeous—just like you saw in music videos. Peanut butter colored leather, white drapes and gold finishes, everything clean and pristine.
“I think I know what you’re lookin’ for. Because I know your friend who put you up for this job. She’s a party girl,” he said, winking at me and smiling, exposing his mouthful of extremely white teeth. I shifted in my seat, feeling self conscious of my reasons now and almost a little silly. He reached across the aisle and rested his big orange hand on my knee, his pinky ring reflecting in the sunlight and nearly blinding me.
“One more flight tomorrow and I think you’ll want to stay. And I won’t take no for an answer.” He smiled and I smiled and nodded.
The next morning I showed up for work, entering the jet and preparing the cabin for a handful of people, as I usually did. I wasn’t sure what he had planned but I wore sexy stockings and underwear just in case it was anything really good.
Once the passengers filtered in, I was quite glad I had. It was a handful of players from a football team, using my bosses jet to go to a charity event.
Football players with rippling muscles and tight, dress clothes, smelling of cologne and hair gel. I was low key in heaven.
I offered them all drinks and they had multiple, and by the time we were only an hour into our flight, they were ripped and passing around a bottle one of them had brought. I intercepted the bottle and took a few pulls, feeling the alcohol run through my veins and relax me.
One of the bigger ones came to me while I was near the cockpit. “You wanna help me feel good?” he asked, pressing his rock-hard body against mine, leaning into me.
Another one came up behind me and said, “how about this, how about I make you feel good?” and then the two talked back and forth briefly before they had decided they all wanted me. I felt like a piece of meat. Finally!
The two of them unbuckled their pants, both of them supremely hung and already getting hard. The first one lifted my skirt and pushed his cock between my ass cheeks, rubbing it for friction until he was completely hard. The other one put his cock in my hands and forced me to jerk him while he held me by my shoulders. The other players watched from their seats, cheering and clapping.
They got me on all fours, my skirt pulled up around my waist, and the first one penetrated me from behind, doggy style. The other one filled my mouth with his throbbing chocolate member, forcing me down on his cock so hard that I gagged, thick spit dripping from my mouth.
“Fill her up!”
“Fuck her harder!”
“Give her what she wants!”
They cheered and clapped the entire time as the two players filled me, spanked my ass and held my throat, taking advantage of me and my wet holes. When it was time for them to cum, they pulled me to my knees and both of them came all over my face, the other guys cheering wildly.
“She liked it!” they roared.
Indeed, I did. I would have to thank my boss for this.
Source: reddit.com/r/eroticliterature/comments/hm9ktu/the_mile_high_club_chapter_12_nsfw_mmf