Doc Sherwood
Bio
Stories (595)
Filter by community
Anxiety
From just above the boys' changing room you could see through the window down into that basement space, where the class below mine was getting changed for gym. The more I watched, the more fitful my peering became. Even though they were younger, I couldn't make out a single pair of little underpants like mine - from what I could see it was proper boys' ones all round. My heartbeat began to quicken with fright. Did gaudy colourful under-shorts like those hide under the school skirts of boys in my year too, then? And were they going to tease me about what was white and lace-edged under mine, as soon as they saw?
By Doc Sherwood3 years ago in Filthy
First Day, Part Two
At morning breaktime a bunch of us were together in a corner of the playground, including me and the boy who was showing me round and Irene and, of course, Melissa. She wasn't any less cheesy now she had her stockings and petticoat and blouse on, especially as her school skirt wasn't much different in length or style to the one she wore for gym. I was still blushing from our game, but whenever I looked her way I felt the colour creeping higher in my cheeks. Shyly I wondered whether she knew I'd seen the pale pink knickers she had on...!
By Doc Sherwood3 years ago in Filthy
Kept Waiting
I didn't exactly think it was fair of her to show off her figure like that, or smell so much of sweet perfume that made you nostrils twinge. I was always stiff and uncomfortable in my underwear when she was around, and the only thing that made me feel in control was glimpsing her underwear in turn. This had become my fixation. I even kept a little notebook to document what colour ones she was wearing on specific days!
By Doc Sherwood3 years ago in Filthy
Perronelle
Two girls were in front of me as I headed inside for afternoon school. For all my embarrassment, I was pretty excited too about any opportunities for seeing girls' knickers, and with little tiny miniskirts like they were wearing I just couldn't resist creeping in quietly closer to take a look. It honestly seemed that if the two girls so much as bent forward a bit, I'd get to see!
By Doc Sherwood3 years ago in Filthy
Petticoat Peril
In the summer term, we boys had the option of wearing just a light petticoat under our skirts as girls did, instead of underpants. No boy I knew had ever tried it, because we were all frightened our bits and pieces would drive us up the wall if went around with them unsupported by underwear-elastic! I was well aware mine were sure to do just that if I tried it, but after yesterday I'd had it with stockings and pants. They so weren't meant for a boy my age! Anything seemed a better choice than that, so I decided to give our pantless petticoat option a try.
By Doc Sherwood3 years ago in Filthy
Jenny's Asking For It
Somehow, I knew. From the minute I saw that Jenny was wearing her too-tight long pants in the grey plaid, I knew. Those things always made me catch in my throat. They way they stretched and strained to cover the awesome broadness of her butt still had the same effect on me, and likewise the way they made the most of her triangle. That was to say, the little space of daylight framed by Jenny's inner thighs where they came together at the top, and above them the horizontal of her crotch. It made the neatest and sweetest perfect little upside-down delta of emptiness, right at the part of Jenny in which I was most interested, and nothing showed it off as well as her tight grey plaid. Jenny was proud of her triangle, with some justification I thought. Chubbier girl-thighs squeezed snugly together at the top, but that sly little space of Jenny's was special.
By Doc Sherwood3 years ago in Filthy
