Erotic Proclivities 04 – Winter Dress Up

“Hello, come in out of the cold. Can I assist you?” I greeted the woman warmly as she came into the shop. It was very cold this winter’s afternoon, down in the single digits. I was surprised to see anyone out on such a day.

A very attractive mom, probably in her early forties, was looking to get her fifteen year old son a blazer, or a jacket. Since this was during a weekday afternoon, the young lad in question was in school and not with his mother. Since he was not present I naturally asked all the probative questions…height, weight, small, medium, large. When I inquired about his general size, she said “well he’s about my size.”


Well I need no ton of bricks to fall on my head, and I ran an appreciative eye over her. She was wearing tight faded jeans, Levis, with mid-calf brown leather boots. On top she had on a couple of layers to ward off the cold, so we would need to do a bit of striping to see what I was working with size-wise.

“In that case then, let’s get a good look at you, and not just those nice blue eyes of yours,” I said handing her a hanger for her black nylon puffy coat.

“It will be good to get out of this coat, it’s just so cold outside,”

“Yes, a good freeze we’re getting out there,” I agreed, taking her coat and hanging it up. “Very few people braving the temps, you’re the only customer in today.” I handed her another hanger for the bulky gray button down sweater she was wrapped in.

“One more layer to get a good look at you,”

“Better?” She asked handing me the sweater.

“Much better,” I said taking her in. She stood there in a plain white t-shirt. Her shoulder length blonde hair, clear blue eyes, and pale smile, could do with a little ‘dress-up’.

Watching closely the nice curve of her breasts, I let my eyes wander down her cotton covered abs to where her shirt was tucked into her jeans. I had her turn around again while I uttered the usual ‘hmm’… and let a covetous eye roam her denimed cheeks. ‘Very nicely toned’ I noted to myself, but duty calls.

I took down a black, slim fit, jacket in a size 38 regular. I came up behind her and as she brought her arms behind her, I helped her on with this selection.