For Jill the virgin...
I started working for a large publishing house in New York City one summer after getting out of university. The offices were in mid-town then, and the company owned the entire building, about 12 storeys tall. It was an older building, and much of Manhattan had built up around it. There were not a lot of amenities in the building, such as lunchrooms or a cafeteria and I had gotten tired of taking my lunch down to street level and then fighting with traffic to get to a small bit of park, so I decided one day to check out the roof. I knew that all these old buildings had a roof access, and ours was no different than most.
My first day up on the roof was hot and sunny. I carefully eased the door open, not really knowing what was up there and if I should even be up there or not. The stairs to the roof formed a little pillbox on top of the building, and behind this structure the building was hemmed in by a tall glass office tower. As I turned the corner from the stairs, I was frozen in my tracks by what I saw. A young woman was laying on her back on a garden chaise completely naked and furiously fingering her bald snatch. Although she seemed oblivious to it, there were men (and some women too!) watching down from the glass tower behind her. I watched in amazement as groups of guys on some floors seemed to be cheering her on, women on other floors seemed to be discussing whether she should be doing such lewd things in plain view, and then other windows where there appeared to be men who had dropped there trousers and were having a mid-day wank along with this mystery woman.
I watched in utter amazement, as I was afforded an excellent view that was also out of site of the office workers above. The mystery gal continued rubbing her pussy with great furry, pressing on her clit like a little button and arching her back. From time to time she would cup her breasts and try to stuff a nipple into her mouth. Although she was pleasuring herself, I got a sense of frustration that she needed something more. Suddenly, she arched her back, let our a low scream and let forth a jet stream of juice from her pussy!! I had never seen a woman squirt before, and this was magnificent.
Above, in the office tower, some of he men were high-fiving each other, trading dollar bills, obviously having bet on how long it would be before she climaxed. On the floor above, I could see that someone was banging their secretary, or perhaps receptionist on their desk. Above that, a man stood with his pants around his ankles, a spent look on his face and a large stain of his own jizz on the window in front of him.
By this time, the mystery woman had come out of her post-orgasmic stupor, and was beginning to collect her things, re-dress herself, and ready to get back to work. She towelled herself off completely, spritzed some body spray on herself, then pulled her stockings up and connected them to her garter belt. Surprisingly, she put her skirt on without panties. Perhaps she needed to let things cool off a bit before she could put those on. She then reconnected her bra, stuffed her tits away and adjusted everything before slipping her blouse back on. As she slipped back into her heels, I realized that she would soon be coming my way. I panicked a bit, and in my haste not to be seen I knocked over an old paint bucket.
She cried out timidly, "is some body there".
I had to come out from my hiding spot, and we met near the corner of the stairwell. It turns out she wasn't mad a me, as she explained, her work made her do this, and she didn't mind if anyone else watched, as this was something that she just had to do. It turns out she worked in the very elite pornographic division of our publishing house as a copy editor. Imagine reading through porn stories all day!! Fortunately, as she told me, she had a very accommodating boss who fully understood the special stress of her position, and was very understanding about staff taking little orgasm breaks.
"Well, now that you know my little secret lunch spot" she said as she brushed by me on her way back to the stairs, "I guess you'll have to join me up here some day!"
I was so stunned, I forgot to get her name.