1. Erotic Proclivities 04 - Winter Dress Up


    Date: 11/6/2014, Categories: Fiction, Author: wastor64, Rating: 68.4, Source: sexstories.com

    "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. Turning her around I buttoned the top button and had her take a look in the mirror. She had a bit of a smile, and she looked alright, but the jacket was too large. It did nothing for her shape. At this point I don’t think there was much hiding my enjoyment of the pleasure of her company. She flirted in a subtle way with a smile and the look in her eye. I slipped the 36 short on her and brought it up to her shoulders. Buttoning the top button, I turned her towards the mirror. The jacket fit perfectly. Her breasts caused a bulge in the lapels. I was unconcerned because “most 15 year old boys don’t have a lovely set of breasts.” I told her. She had a soft laugh. I remarked that the jacket flattered her much more than I could, when her son grew out of it, she should take it for herself. Then, I leaned in to inform her that she should shop ...
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