Cheaters Never Prosper - Sex Stories

Cheaters Never Prosper

... be lucky to get into community college. But, there is always the Vocational Technical School, electricians and nurses are quite in demand." I walked over to the boy and settled a hand on his shoulder, the muscles so tight I thought he might snap. "Please, sir,it won't happen again," he pleaded, daring to glance over at me with his liquid blue eyes. I saw the desperation and fear I'd been hoping for since the boy decided to step into my sights. "I'll do better... I'll do anything... just give me a chance." I walked behind him and moved to the door that lead into the walk in storage closet letting the door swing open slowly as I turned back to James. I felt a tingle of nervousness as I realized we were at the point of no return and the young man could cause trouble if I wasn't careful. "I want to believe you, James, but your actions have shown me I cannot trust you. So, you need to prove yourself. I'm going to order you to do some things. Refuse, and I take this paper to the principal and you watch your life flushed down the toilet. And don't question, it's as good as a refusal. Do you understand?" "Yes." The hint of hope mixed with a smattering of trepidation showed in the boy's features but his sad voice almost made me want to go easier on him. But, then i remembered what he tried to pull one and how little he must think of me and my sympathy evaporated. "First and last chance, in here there's a school uniform from an old school, put everything that's in the box on." He ...

... walked over and looked at the contents before glaring back at me with wide eyes. "But, that's a girls uniform. I can't..." "First and last chance," I repeated. "I didn't say it would be easy or pleasant." I left him there in the closet to walk back over to the door and lock it quietly, pulling down the small shade over the window. Then, I dimmed the light a little and sat down in my chair behind the desk. After a little while, James tentatively stepped out of the closet, a bright red blush on his pale skin. He wore a simple white blouse that hung loosely on his slim frame. A pleated blue skirt billowing around his hips and upper thighs was short enough I could see the hint of the pink panties he wore underneath. A pair of gray thigh high socks clung to his lovely legs ending in the black loafers with three inch block heels. His blonde hair was past shoulder length and with it ruffled taking off his clothes and putting on the blouse, it already gave him a feminine appearance. The delicate lines of his face made him seem almost like a porcelain doll standing there. Motioning him over, I reached into the bottom draw of my desk and pulled out a few things. Taking his chin firmly in my hand, I brushed a little red onto his cheeks to give them a little high light. Then, I opened a tube of pink lipstick and started to apply it to his lovely lips but he balked though a hard stare quieted him so I could finish applying it. Finally, I grabbed a pair of white lace gloves and slipped them on ...