This is a short sequel to my story "Miss Udders". To find out how poor Lily got so sexually obsessed with her own breasts, and why she can't stop fantasizing about fucking the senior boys in her classes, go check out that story!
...
Greg Dorman slowly eased open the filing cabinet, trying to make as little noise as possible.
He had chosen his time well, and he was sure that there was no one else in the school building, but when you were breaking into your school's records office, it paid to be extra careful. Who knew how much trouble he would get in if he was caught in here?
The files were alphabetical and quite thin, so it took only moments to find the one he was looking for and pull it out.
"Lily Uden".
He held his flashlight in his chin as he flipped open the slim file and read the contents. His mouth immediately twisted in disappointment. Nothing. One minor complaint from the parents of Tyler Carlson regarding unfair grading practices. Greg knew that Tyler was in the class he was researching, so there might be a connection there, but this looked like another dead end.
It all started a few months ago when Greg had volunteered to work on the school newspaper in the fall of his senior year. One of last year's seniors had gotten into the Olympics, and the editor asked Greg to search through the old photos from last year to see if he could find a good picture of them. It was mind-numbing work at the computer, flipping through endless unsorted photos, most of them not very good, looking for a good snap of one student in particular.
It was a one-in-a-million chance that Greg had noticed the strange picture. He had been zoning out while paging through the files, and his eyes focused on the background of the pictures rather than the main subject. When he saw it, he stopped dead. The foreground of the picture was two students goofing around in the hallway, but deep in the background, through the small window in the door of a classroom, there was something that should never show up in a photo taken at school.
It was hard to make out, but it was definitely a naked woman.
Her face wasn't visible, but the small slice of the classroom shown through the window clearly showed a bare shoulder, a curvy torso, and the edge of a naked breast. Greg stared at it in bewilderment for a few minutes. It must be some sort of optical illusion. No possible way that there had been a stark naked, curvy woman just hanging out in one of the classrooms. His cock twitched and rose at the thought. What made it even more erotic was that he knew exactly whose classroom it was. Lily Uden. Greg had never had a class with her personally, but she was well-known to all the guys in the high school. She was cute, sweet, and most importantly, had a huge fucking rack.
The mysterious erotic photo inspired months of research by Greg. First, he thought that maybe the photo was taken during a free period for Miss Uden and she was just foolishly changing clothes in her classroom. Nope. Greg checked the metadata of the photo, and Miss Uden had been giving a remedial art class at the time the photo was taken. He had contacted former seniors who had been a part of that class, but they all just vaguely said that it was boring and nothing special. Weirdly, none of them had much to say specifically about the class.
This desperate mission; breaking into the employment records for Lily and seeing if she had any complaints, was basically his last possible lead. Maybe he had been mistaken after all, and his horny teenage brain had just seen what he wanted to see.
Suddenly, headlights from the parking lot swung through the windows, and Greg ducked. Hopefully, no one had seen him. Who the fuck else would be here at the school at midnight? He cautiously peeked his head above the window just in time to see Lily Uden herself getting out of her car, carrying a duffel bag and glancing around, looking as nervous and guilty as Greg felt.
Now that was interesting. It was possible that Miss Uden had a perfectly innocent reason for being here in the middle of the night. But based on her shady demeanor, Greg didn't think so.
He thought that he might have just found a new lead after all.
...
Lily Uden had been wearing a hot, red blush on her face all evening as she prepared for her after-hours trip to school. She couldn't believe that she was actually going to go through with this. But she couldn't resist. Once the idea had occurred to her, it had nagged at her every hour, every moment. If she didn't at least give it a try, she felt like she would go crazy.
So far, everything looked good. No other cars in the parking lot, the building dark and silent. She would be able to sneak up to her classroom, have an hour or so of naughty fun, then slip out without anyone knowing. Lily took a deep breath and began walking to her classroom.
When Lily had first started fantasizing about her classroom, she thought it was just a sick little kink that would come and go. But then she had started thinking about it more and more frequently, and the number of times she masturbated per week had shot through the roof. She would imagine herself modeling nude for her senior boys. Getting bullied and pushed around by male students. Sucking off seniors in class. One particularly red hot fantasy involved her bound and gagged in front of parents and senior students alike, creamy milk spurting from her tits while she was fucked from behind.
That was the one she returned to most often.
Humiliatingly, another problem had cropped up around the same time. Lily was lactating. Not just little dribbles either: a lot. And she wasn't pregnant, she had triple-checked. Lily had been considering seeing a doctor about it, but then she read that one possible cause was overstimulation of the nipples. She just knew that that was the reason. Her nipples felt so good lately that she couldn't stop herself from playing with them when she masturbated. She wouldn't be able to take the shame of that coming to light in a doctor's visit. She also didn't think she would be able to stop playing with her nipples even if the doctor told her to.
