It's Take-Your-Giggling,-Sadistic-Schoolgirl-to-Work Day! - Part One

By Candace Apples

When I was still in high school, I started dating an older man named Carl. He was maybe thirty years old, somewhere around there. He was not much, physically speaking, - a bit short, kind of weasely in appearance, rather un-endowed, I must admit. But in the plus column, boy did he make a lot of money! And he didn’t mind sharing it, which was A-OK with me!

He always picked me up from school in one of his hot sports cars (he owned a few), then took me out to the best shows, the best restaurants, the best nightclubs… All the meanwhile buying my necklaces, rings, fur coats… if I wanted it, it was mine.

I think as part of being so short, Carl was always trying to compensate by being especially cruel to others. Not to me, of course! I was his special princess! But he liked to use his money to show other people up. For example, we’d be walking downtown and he’d taunt some homeless person with a hundred dollar bill, waving it in the poor bastard’s face, and then just drop it down a sewer grating, just to watch his reaction! It was great fun!

One day he asked me to come to his office with him. That was a first! He always told me about his job – in fact, he often couldn’t talk about anything else – but I’d never actually seen him at work!

He laid out the clothes he wanted me to wear that day. My sexy white tank-top and my short, frilly pink skirt. My boobs and legs were more than on display – they were an invitation to a full-course meal! Then he had me put my blonde hair back in pigtails and gave me several strawberry-flavored lollipops – my favorite!

“Wonderful!” he said, admiring me as I stood before him. He brought a hand up my legs and grabbed my cheeks from under my skirt. “You are a gorgeous, gorgeous girl,” he told me again.

“Aw, you’re sweet!” I told him, running my hands over his greasy, slicked-back hair.

“Mmmmph,” he responded.

Remember I said he was short? Well, his face pretty much came right to my boobs. He loved to just walk into them and bury his face in them.

I enjoyed it, too, the way his tongue tickled my cleavage. But sometimes I would find myself fantasizing about being with someone taller, someone bigger ...

...continued in Part Two!