He boarded the train, placing his briefcase at his feet, between his legs. He was taking a evening train; looking at his watch, he realized that it would be 9:35pm soon, and the train would be leaving. Closing his eyes, he tucked his train ticket in his jacket pocket and leaned back. He'd reach Baltimore after midnight, so he might as well get some sleep.
He'd been awakened once, when the conductor asked for his train ticket, not long after the train pulled out of Penn Station. The seat next to his remained empty, as did the ones directly across from him on the other side of the aisle; the train itself seemed almost barren, with only a few people scattered about the car, most notably a young lady sitting diagonally across the aisle from him. She was a young redheaded woman, dressed in a dark skirt and white blouse. His gaze lingered on her for a moment; though just an ordinary looking woman, he thought that she was lovely, with a beautiful face and stunning red lips. As the conductor collected his last ticket and left the car, the lights were dimmed, and she became a silhouette against the moonlight that came in through her window. It was dark outside, of course, and he turned his attention from a woman he knew he'd never meet to longingly stare out the window. For a few minutes, he drowsily watched the bright lights of the city, and then the towns that they passed through. Soon, however, exhaustion gave way to the sights, and, as they started through what seemed to be a long stretch of just darkness, his eyes closed and he fell asleep once again.
When he was roused again, the train car was dark, the only light that of the EXIT sign at the very end and the moonlight streaming in from the windows across from him. His first instinct was to look at his watch, but it was too dark to see the hands; he had to assume he'd been out for an hour at least, maybe more, and they had to be close to the various stops that would mark the end of the trip. He leaned back again, ready to close his eyes once more, when he noticed some motion where the young lady was sitting. With the moonlight coming in through the windows next to her, he could see her well; she looked slumped in her seat slightly, her bosom rising and falling steadily.
She must be asleep, he thought, and again realized that she was, to him, pretty attractive. Her lips were slightly parted, her red hair bordered her face, with her bangs almost falling over her eyes. He felt a stirring in his slacks, and realized that it had been nearly two weeks since he'd had any sort of sexual contact with his girlfriend, or even with himself. All at once, the woman sitting across from him became a mosaic of all his fantasies, and he wondered if he could silently unzip himself and take care of his now-throbbing erection and all the urges that came with it. As he reached down to rub himself, to feel his silk boxers gently caress his hard cock, the woman across from him stirred, and he froze. He hadn't even come close to his zipper yet; surely she couldn't have heard him simply rubbing his slacks?
He watched her now, as she moved slowly, deliberately, her hand sliding along the outside of her leg, and then curling to the inside of her thigh as she reached her skirt. He could barely see the white skin of her leg, but what he could see extended up to her hip; her skirt had ridden up above her thighs while her hand trailed over the insides of them, revealing to him either she wore no panties or something of a thong. Her skirt could be covering the sides of a thong, he thought, and his eyes were glued to her.
Gently she touched, the movements of her hand almost invisible, as he was sure she was hoping, but he could see her making tiny circles on the inside of her thigh, moving further and further up her legs. She slumped further in her chair, and he could see her legs were parted; her skirt had fallen in between them now, covering her most intimate area. Her eyes remained closed, but her lips opened up a bit wider as her chest heaved more obviously now. He watched, fascinated at something he'd never seen before, moving his hand to the bulge in his slacks to rub slowly. His cock twitched in his boxers as the sensations grew stronger, and he stopped to stem the tide. Coming so quickly would ruin the moment and this was a moment he intended to savor, for he knew it would never happen again.