A Secret Desire

Waking up today, the feeling that something big was on the horizon was more or less a bubbling, anxious feeling of taboo excitement beginning in your stomach and rising up to your chest. You sat there in bed, covers nearly pulled over your face as you breathed in and out, stealing yourself to do what you wanted to do.

It was late summer, your 18th birthday had come and gone, next year you’d be heading away to college and you wanted to make sure your time in this small town ended with something exciting. Something you always wanted, but couldn’t bare to do when you’d be going back to school again next semester. You had a fetish, a kink, a strange sexual urge that had only been fulfilled in fantasies and stories. You loved damsels in distress...or more specifically you wanted to be the damsel in distress. Nothing got you going quite like the idea of being dressed up as a girl against your will and then put in some sort of perilous or humiliating plight, just like old movies or cartoons. You could recall girls threatening makeovers on any boys that crashed their sleepovers when you were younger, and the excitement that came with it.

You swallowed heavily, cheeks going a shade of red as you thought about that. It was really embarrassing, but you were going to make it happen. There were a few weeks left before college started, so you had just enough time to get this experience and leave without the humiliation following. With a bit more resolve, you slid out of bed and got dressed.

Looking in the mirror, you had to wonder if your appearance contributed to your desires or was a result of them. You were meek and a bit short, with a thin body that was pretty lacking in muscle or body hair. You had the look of a nerd; glasses, shaggy hair, that sort of thing. All topped off with a face a girl down the street had recently teased you was cute like a dolls.

Now fully dressed in some clothes you might not get back, you reminded yourself of your plan, not too worried about getting in over your head. You actually had several in fact...

The head cheerleader’s posts on Facebook from about a month ago actually got you started on this idea. She had caught a guy sneaking into their locker room and a few hours later, her Facebook feed was full of embarrassing shots of him dressed in a cheerleader uniform. She was option one.

Then there was the girl down the street that liked to tease you. She was a childhood friend, so she probably wouldn’t make what she did to you public. She also tended to like making bets with humiliating outcomes.

Finally there was the most risky option...your aunt from across town. You weren’t quite sure how to react when you’d learned of her writing a book on the success of “petticoat punishments”, but hoped you could give her a reason to do it to you. Again, you went bright red and felt a sense of shame at the idea...

(Bit of a different sort of chapter with a more willing victim. Feel free to comment on your preferences or suggest different ideas)