He woke up.
It was a beautiful Monday morning, for him at least. There was next to no light invading the small apartment, and the only light illuminating the area came from his computer, custom built to very exact specifications by his own hands, which he had neglected to shut off due to his dozing off. He hated himself for being so foolish as to let a variable like this slip his mind, even in such a vulnerable state. He reminded himself to be more careful, as someone walking in unexpectedly or some other unknown circumstance would be troubling for him, to say the least.
He checked on the computer's progress. It had completed editing together the files that he had uploaded the night before. This was good, as those particular files would be very helpful in his pursuits. He was excited, for one, to go out and seize the day now thanks to those files; it would make the editing and watching so much more pleasurable in such high quality.
He stood from the chair that he had fallen asleep on. Surprisingly, the crick in his back from yesterday was gone as well. He had half expected it to be back with a vengeance, but it's absence was a nice surprise, as well. He stared over at his neat, unused bed, sitting on the opposite side of the room. He decided to leave it as it was, despite wanting to leap onto the mattress and pass out again. There was no time for sleep when there was work to be done.
hanging television (also specialized), and a gaming console underneath it, with a large case behind it. All work and no play
The man quickly trod across the room. There was nothing on the floors, save for a few papers here and there, and the side adjacent the bed and computer was almost as empty except for a door leading to the bathroom, a comfy couch, a large makes a man very dull, he reasoned as he entered the bathroom and turned on the light. It bothered him for a moment, those bright fluorescent lights, but he managed to get over it quickly. There was no time for this. He was in a hurry.
He brushed his teeth, shaved his face clean of stubble, then showered and made sure to clean every nook and cranny of his body. His work required him to be clean, for he of course couldn't leave many traces of his presence, save one, but only where it was unnoticeable, and ONLY when he was sure he could quickly abort it or leave in case of emergencies. After drying his toned body (for his work also required him to be in excellent physical fitness, lest he be caught in certain emergency cases), he walked out of the room naked and headed for his closet, back next to his bed. He opened it and checked the drawer he had inside for a fresh pair of underwear. After putting on his undergarments and selecting the appropriate clothing - a pair of jeans with a small, easily done zipper, a long-sleeved work shirt, and a black, normal tie, he clothed himself and prepared his tools.
He required himself to have his hands free, as it allowed for easy access to his magic, as well as allowing for a full range of motion. As such, he always had his watch, his wallet, his apartment key, his specialized glasses, his pen, and his phone for a full range of angles and choices. He put on his shoes - specialized black sneakers - and shut down his computer. He was sure he would not return home for the rest of the day. He picked up his small duffle bag, which acted as his cover, and left the apartment to pursue his targets.
~~~
The train may have been late, but he surely wasn't. He stood upon the platform, waiting for the train into Ponyville's main town area. As he stood there, he scoped out the platform, searching around for various targets of interest that he would position himself next to. As it turned out, today was the first day that a certain young lady had decided to take the train to school, ready for the independence that adulthood would bring.
He saw her on the far side of the platform. She had alabaster skin, upon which not a flaw was to be found. Her perfectly styled hair, a beautiful shade of Royal Purple, fell down below her shoulders. She had an average-sized chest, about C-cup or maybe D, hopefully the latter. She was wearing a plain white dress that came down over her rounded bottom and stopped at her thighs, with three stylized diamonds adorning the hip. The dress didn't look homemade, but the lack of any tags or anything to denote professional make didn't indicate otherwise. She wore a nice white set of calf-high boots, matching her dress, and had a maroon purse around one arm as she stood waiting on the train, hand on hip. Yes, she'd do nicely.
As she watched the track along with the rest of the crowd, he excused himself from the area he stood in and re-positioned himself behind the crowd surrounding her. He slowly worked his way through the crowd, soon enough making his way behind her. Though the rising pole in his pants told him to speed it up, he knew better. He was too good at this to be caught with a rookie mistake - never allow your body to win your senses. This personal mantra had kept him out of many a tight spot, and it was certainly not going to fail him now.
As the train arrived, he walked in behind her and situated himself in a comfortable position as the doors to the doors to the train slammed shut. These were ideal conditions. The train car was full to bursting, and his position behind her allowed him to be close enough so that any bumping or grinding could be attributed to the speed of movement and inertia. As the train began to move, he finally began.
First, he made sure his movements were subtle enough. He moved his hand gently across her rear to insure that he would not accidentally draw a reaction and to test the material of the dress. It wasn't too thin, which meant that his gyrations had a wider range. He turned on the cameras in his specialized glasses and his watch, and he went to work.
He started rubbing his bulge gently against her ass. He was light enough to not elicit a reaction, but also quick enough to stop if she turned. She didn't. The beautiful girl was blissfully unaware of the ministrations occurring behind her. He zoomed his watch-cam in on her ass as his bulge began to penetrate her crack, rubbing blissfully in between her two cheeks. She still didn't notice, likely because of the lack of contact with any skin. As he rubbed himself off with her ass, he began to go even further.
He zoomed the watch-cam in on his own crotch for his favorite part: the reveal. As he tapped his shoe specifically ot activat his camera to capture her panties and everything he would do to her, he slowly undid his zipper, the sound from it low enough to not attract attention to himself, and then, after looking around and making sure of his secrecy, pulled out his cock. He was very average in size, not too large, but also not too small. This was perfect for his intentions, as a larger one would be troublesome to hide and use properly, but a smaller one would not get the nicest ranges of sensation. His pulsing, veiny penis was, slowly and carefully, placed into the ridge between her buttocks. This sensation was always enjoyable for him. He peered over her shoulder as he dry-humped her and spread his precum all over her ass, focusing his glasses in on her cleavage. She was definitely on the upside of a C-cup, which was very nice for a girl her age. She still had no clue of his intentions and actions, simply assuming his light thrusts were his duffel bag rubbing against her. He silently sniffed her hair, and the scent of strawberries present in her shampoo mixed with the fruity smell of her perfume drove him crazy.
Though he was able to retain control of himself, his heart jumped when he heard the sound of the squealing train brakes. Thankfully, this wasn't the train's stop, but a few low flying pheonixes (not too rare near Ponyville, especially considering the proximity of the town to the Everfree Forest) had managed to make the driver slow down quite a bit. The sudden slowdown managed to catch everyone in the car but him off guard. He took advantage of the situation and, utilizing inertia, pretended to slide into the girl in such a way that he could plant his penis in between her legs, riding up the fabric of the skirt and managing to rub against her panties. At this point, the girl, unexperienced in things like this, while noticing the addition directly under her crotch, thought nothing of it and asked politely for the man to remove his leg (or what she assumed was his leg) from her legs. He apologized, but not before rubbing up between her thighs a few times.
Her legs were so soft and heavenly and her skin was so smooth that he had nearly reached the point of his climax just from it alone. However, his self-control prevented him from cumming too soon, and while she was hunched over, he grabbed nearly a full minute of her breasts, hanging down from her chest, and even a bit of nipple present in her pink bra cup. As he straightened himself among the others to prevent suspicion, he slipped his cock up from between her legs and back between her ass, under the skirt now though. The footage of her perfect breasts combined with the sight of his cock trapped between her dress and ass was enough to drive him over the edge, though even here he managed to restrain himself. He came a thick, ropy strand of cum all over the underside of her dress, leaving a barely noticable stain on the visible side due to the thick material. He quickly withdrew his penis as the girl stood back up straight, paying close attention to the semen dripping from the bottom of her dress, and silently congratulated himself on a job well done as he zipped up his pants.
As the train came to it's stop, he made sure to press against her behind to insure that his cum was soaked into her panties as well before hurriedly disembarking. As the girl walked out of the train, the sensation of wetness between her legs surprised her and caused her to blush, as she was aware that she hadn't relieved herself in any way while on the train. She carefully brought her hand back under her dress, keeping herself from bending and exposing her bum, and brought her fingers back to her face to see them coated in a Stranger's sexual fluids.
She turned red, both embarrassed and confused as to how this happened; she had never seen the man behind her's face, and she still only assumed the movements behind her were the man simply correcting himself, not... that. She looked around, but there was no sign of him. Or perhaps there was? She hadn't seen his face, so she had no way of knowing that he was watching her from a bench, only feet away. The tiny hidden camera he had placed in her boot could be used for a maximum period of 14 hours, and he was sure to use those hours as thoroughly as possible.
Oh yes, Mondays were quite enjoyable for him.
~~~~