Hello _______ -
Your last letter made me think back to how I got started on this somewhat hedonistic lifestyle I’ve lived. You know I didn’t get around much in high school, or the start of college for that matter. I had a couple boyfriends, but nothing that got too out of hand. Standard fumbling, neither of us really knowing what the hell to do. The summer between my junior and senior years of college something happened though. One event, and my life took a bit of a turn.
I was interning in Boston that summer. Of the four of us sharing an apartment, there were only two left by the middle of August, and she wasn’t around that much, having hooked up with some guy. Anyway, I was riding the ‘T’ home from work one night. Just sitting there, minding my own business, reading the paper I’d picked up at the newsstand. I was on the red line. At Park Place the usual crowd got on and fanned out searching for seats. There was one guy that stayed by the door. I didn’t notice him at first, but after the train pulled out I saw out of the corner of my eye this guy leaning back against the doors. I glanced up at him. He was staring at the floor of the train.
He was lean, with good shoulders and a little dirty from work. It looked like he worked in construction, but he was carrying a backpack and looked like he could be going to school at night. He was wearing blue jeans and a t-shirt. He had long brown hair pulled back into a ponytail, and dark blue eyes. The thing that was most attractive about him was that he seemed so relaxed, so at ease with himself. I couldn’t take my eyes off him. I felt a twinge between my legs, and squirmed a little in my seat.
He looked up, and his eyes wandered over the car. Wanting to see his face straight on I kept looking at him. Our eyes met and he didn’t release his gaze as he had with everyone else in the train. His lips turned up a bit in a little smile, but still he didn’t break our gaze. I kept looking at him. My panties started to get damp. I knew what I was going to do.
Through a couple stops we kept looking at each other. No real expression. Neither of us moved. Finally my stop came and I stood up, still looking into his eyes. I moved toward the door. He turned to face the door. I moved next to him, the train slowing for the stop. As I got off the train I looked back to see if he was following. He was. I went up the stairs, and he was two steps behind me. I imagined his head leaning forward to kiss the small of my back. I could feel his eyes watching me, and a dribble of fluid leaked out of me and into my panties.
I got to the street and again turned my head to make sure he was still following. I walked the few crooked blocks to my apartment, turning every now and then to make sure he was still there. As I approached the door to the building, he followed me up the stairs and stood to the side while I fumbled with my keys. We still had not said a word. I opened the door and he followed me in. My apartment was at the top of the first flight of stairs. I opened the door and went in, dropping my bag on the floor. I turned to face him just as he turned toward me from closing the door.
Without speaking a word I rubbed both his shoulders with my hands, running them across his chest, down his sides to the waist of his pants. I went down on my knees in front of him, eyeing the bulge in his pants as I moved. He wasn’t wearing any underwear – I could clearly see the outline of the head of his penis straining against the denim of his jeans. I reached up and started undoing the buttons of his jeans. As I got to the last one, I reached in with my hand and took hold of his hardened cock and pulled it free from the confines of his pants.