The Mile High Club, Chapter 10 [NSFW]

Chapter 10: The Prisoner (Colby)

“Today’s the day–transfer day,” the guard yelled through the bars as he approached, calling me to stand with my hands out of my cell behind me. He put zip ties rather than cuffs around my wrists, linking them together, and opened my cell.

I’d been in this same cell at this same prison for ten years, or at least they’d told me it had been ten years. Who knows. Everyday was the same and I didn’t both having a calendar. Knowing what day it is when you’re serving a life sentence seems trivial, to me. Some guys lived and died by the calendar, believing and hoping they were counting down to freedom but rarely did they ever go free.

I was being transferred to a different prison due to over-crowding and now my family, who’d on occasion visit me here and there, would no longer be able to do so. Whatever years I had left would be spent alone. I was with hundreds of other inmates every single day so I was never alone, but I was always very much alone.

They chained me up like a wild hog and loaded me onto a plane, which was completely empty but for a disapproving pilot standing in the back of the plane, giving me a side eye as I entered. They set me down and took my chains off, leaving just my hands zip tied in my lap. The agent assigned to me did his good deed for his lifetime and tossed a coat over my hands so know one knew I was locked up. A real saint.

Passengers boarded the plane around us. It was the first time in a long time that I was able to look at the general public. I analyzed each person as much as I could as they passed me. Most of them looked exhausted, most likely tired from their lavish vacations and their tiring time away from their vacation-lifestyles. The rest of them shimmied through the aisles, their arms and hands overflowing with bags of purchased things that they needed to own. Some had irritated looks on their faces, rolling their eyes if their bag didn’t immediately fit overhead, sighing with impatience as the person in front of them took their seat. They consumed, they vacationed, they were mad, they were tired. They didn’t even know how good they had it.

A young woman sat in the aisle seat across from mine. She carried no extra bags and only wore a small simple purse, which she held tightly in her lap. She looked to be about 25 years old, the same age that I was when I got locked up. She glanced at me a few times, smiling shyly as she did. I was in white t-shirt and my prison pants, which were a chambray blue color. I wondered if she knew I was an inmate. I wondered if for the first time in ten years if anyone saw me as just a person.

Part way through the flight I needed to use the rest room. Airplane lavatories may have been big enough to accomodate a man and woman having a quickie, but I knew there was no way my agent and myself would both fit into the tiny stall. He could stand outside the door and wait but to what end? I asked him this as I told him, I had no weapons and no where to go but back to my seat. He discreetly cut my zip ties around my wrists and I slipped down the aisle, feeling, inside a small plane away from society, free.

I waited in a small line for the lavatory, looking back and making eye contact with my agent, who appeared nervous, though I couldn’t understand why. What could I possibly do? OUt of nowhere, the girl from across the aisle came up behind me.

“Are you a nurse?” she asked me, sizing up my scrub-like pants. She clearly had never seen an inmate before, as nurses didn’t usually have “state issued” written on their shoes and pants.

I decided I’d be a nurse, for this plane ride at least.

“Yes,” I said, smiling at her. I was fit–all I did in prison was work out and read books. What else was there to do? I could tell she liked my body.

“Can I come in there with you?” she asked, her eyes wide as she stepped into me, our faces now only inches apart.

I looked around. My agent wasn’t looking and there weren’t any flight attendants around. I pulled her into the lavatory and locked the door. It was small but there was enough room in there for us to do one thing quite quickly. Something that didn’t require a lot of movement.

She turned around and pulled down her jeans and panties, exposing her raw, nude, wet slit to me. I hadn’t seen a woman’s naked body in person in over ten years.

I grew very excited, my cock aching in my pants. I pulled it out and spit in my hand, jerking myself for less than thirty seconds before ramming inside her.

She may have thought I was going to fuck her slow or fuck her gentle. She may have thought we were about to have a special encounter for her to tell her girlfriends about after. But I knew my window of time was small, I knew this was my only chance for the rest of my life to fuck a woman again. I knew it was going to be hard and quick.

I pushed my long, hard member into her and felt that familiar feeling of tight, wetness and slippery satisfaction. She moaned, asking me to slow down and I reached forward and covered her face with the palm of my hand. “Quiet,” I commanded.

I didn’t care if she came. She could come with anyone at anytime in her life. She could do whatever she wanted. Right now, this was about me.

I pumped into her little cunt a few more times before I felt the cum building in my balls, yearning to be released into her.

“Don’t come in me, ok?” she panted as I fucked her hard. What did she think, she was going to pull someone into the bathroom who had a condom handy? I was coming inside her whether she liked it or not.

And so I did.

I came inside her hard, letting go of her mouth I was now holding her hips to me. I don’t know if she was coming, too, but she was moaning and bucking against my cock like crazy. When I was done with her I stood up and immediately went back to my seat.

A few minutes after I sat back down, she returned to her seat, a seductive look in her eyes as she smiled coyly to me from her seat. I took a sip of my coke and looked at her. A moment passed and my agent decided I’d been free long enough.

“Give me your wrists,” he said aloud, my bathroom conquest still watching me. I put my hands out to him while still staring at her and he ziptied my wrists again, and put his coat over my hands.

While still looking into her eyes, I asked my agent: “will I have a cellmate in this prison?” I don’t know what he said, or if he even heard me. But watching this woman have the realization that she just rode an inmate bareback in the airplane bathroom was phenomenal.

Her eyes filled with horror, her mouth dropped, she put her hands in her lap and turned her head away from me. I laughed aloud, so that she could hear me, and rested my head on the seat.

It was going to be a peaceful flight.

Source: reddit.com/r/eroticliterature/comments/hgv28g/the_mile_high_club_chapter_10_nsfw