My [f]irst job out of grad school was in NYC but I still lived in NJ so I had to take the commuter train. I was in my 20s, considered hot, and was growing into my sexuality. I always seemed to have crushes on my older professors and would make sure I gave them a show when I could but never crossed the line.
After a few months of riding the train, I noticed a couple of older men (40s-50s) would look me up and down either on the platform or when I walked past them. If there was a seat open next to one, I would sit down. If there was an open window seat, I would grab it and sometimes one of them would take the seat next to me. I preferred to sit in the back of the car and liked the very last car because it meant people weren’t always walking by.
Thankfully my job didn’t require suits so I had some flexibility in what I wore although it was always professional. One of my favorite things to do was wear a padded bra that allowed me to remove the pads. If one of my favorite guys sat next to me in the back of the car and the seats around us cleared out, I would remove the pads so my nipples popped out. If I was wearing a skirt that allowed me to move it up, I would pull it up as far as I could.
There was one guy in particular who I knew enjoyed my little show. He started standing right next to me on the platform at night so when we boarded and the seats in the back were open, I sat next to the window and he sat next to me. He would put his big gym bag on his lap, I’m assuming to block my view of his hard cock and the view of the people across the aisle of me pulling my skirt up. No ring so I knew this could get interesting.
To see how far I could take it, I started putting my phone on my lap and turning on porn. I had a bunch of videos saved. Always an older guy with a younger woman. BJs, pussy fucking, anal, bondage, threesomes. Anything I could tell he was into.
As the weeks went on, his hand found its way up my skirt. I always took my underwear off before I headed to the station. There was plenty of leg room and I had thin thighs so I could spread my legs wide enough for him to touch my pussy. He never seemed to expect anything in return. He would lean back, close his eyes, and play with my pussy for the entire hour ride. One finger, then two, then three. If I was wearing the right skirt and got into a certain position, he was able to rub a finger across my asshole.
After a few months, he whispered to me one night that his hours changed and he couldn’t ride the same train anymore. He asked me if I could ride a later train. I couldn’t but I told him he needed to tell me when his last ride would be. He got off one stop before me so I drove to that stop the morning of his last day and got off the train with him. He looked confused and shocked. I followed him a bit and when there was no one around, I asked him if he had to go straight home. He said he didn’t.
I handed him a piece of paper with the name of a nearby hotel and a room number. I told him to give me a 10-minute head start. If he didn’t show up, I wouldn’t be mad and it would be no big deal because we would probably never see him again.
Well, he showed up. I was completely naked when I answered the door. I walked him to the bed and showed him the toys I had. Cuffs, a dildo, a butt plug, a strap-on harness, and two little blue pills. For the next five hours, I let him use me like a fuck toy.
I never saw him again.
Source: reddit.com/r/eroticliterature/comments/gwpiv2/the_train_ride_fm
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