The Bad Little School-boy: The Original Cartoon Series - Part 6

The Original BLSB Cartoon Series by Sissy Demi
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This cartoon came about after my girlfriend brought home a maids outfit from the hotel she was working at. I had "lost" one of our ubiquitous bets and she claimed me as her sissy maid for the weekend. This was not the first time she made me be her sissy maid, but it was the first time with an actual uniform. Previous, she had dressed me in a black, long sleeved leotard over white tights with a fluffy, white bib apron atop that. Oh, and 3-inch heeled black pumps. And a big, white bow in my hair.

This new outfit was not the "traditional" French maid uniform. I've never worn one, but would have liked to. *sigh*

No, this one was a drab, gray affair. It was knee length, with short, white cuffed sleeves, a white collar, and double breasted buttons. She also found a simple waist tied apron to complete the ensemble. I wore the white tights as usual, though this time she made me wear a pair of chunky heeled, square-toed loafer type of shoes. I've no clue where she got those as I never saw them before then. Topping it off was a little frilly white headband ... another new item I never saw before. Unlike other times, she did not put make-up on me other than a dark plum lipstick, and my underclothes were plain white and boring. My hair was also left in my normal boy-style.

She took to calling me Drudge that weekend. I did all the usual house cleaning duties (which we pretty much shared at other times), and each task completed to her satisfaction earned me a reward. The rewards were small things like a quick kiss, a pinch on the butt, a whispered tease in my ear, and the occasional caress to keep me ... errr ... attentive. I knew a greater reward was coming, as all our games tended to end with. But first I had a task I was unprepared for ...

She decided that we were going to do the laundry, as well. At the Laundromat. o.O

Now, I was no beginner at going out dressed, even as an obvious male in women's clothing. (That actually turned me on!) And I also was no Shrinking Violet when it came to embarrassing outfits and public exposure. But my ever-lovin' girlfriend decided not only were we going to the corner Laundromat, but that I was going sans panties!

It was a tense experience for me, and her little tricks to tease and entice me while I endured the stares, comments, and open hostility some patrons shot my way kept me fighting for control of my nether regions. My girlfriend made it clear to everyone I was working off a bet to her. Some people chuckled, a few shook their heads smiling, most were not amused.

It was a harrowing, exciting, and thoroughly draining experience.

I couldn't wait for a repeat!

Poor Chris, on the other hand, just wouldn't have felt right in a maids uniform at school. Thus the idea of one of those tacky nylon affairs stereotypically worn by lunch counter waitresses and lunch room attendants. I'm not sure Chris enjoyed his time as a drudge as much as I did mine. ~.^

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This story is 554 words long.