I look back and cannot believe this was 15 whole years ago.
Before we met, my college girlfriend was a t-shirt and jeans girl. I prefer when girls wear a light cotton sundress, no underwear, and a pair of strappy sandals. I convinced her one warm day to wear this one sundress she had in her closet. She said she hadn't worn it in years, and lost a bit of weight since then. Naturally, it fit her a bit loosely. It was low-cut with spaghetti straps and flared to mid-thigh. It looked mid-thigh until she put it on, but turned out to be much shorter, especially in the back. I remarked that, with the right sandals, that dress would look sooooo hot on her, and I'd be "hard for days". She laughed and asked rhetorically if I wanted to go shoe-shopping. I'm sure she didn't expect me to take her up on the offer.
We'd been splitting bills in our summer lodgings, which was an off-campus apartment near her college. She bargained with me; if I bought the shoes, she'd wear the dress to the shoe store. I raised the stakes; wear nothing under it, and I'll pay all of the past due bills.
She didn't say a word all the way to the shoe store. We went to a Payless where the customers pretty much help themselves. I picked out not one, but two pairs of sandals that looked great. She sat down on one of the
benches to try them on. I knelt down in front of her to help get them on her feet...and to sneak glances up her dress at her bare pussy. She put one leg up on her knee, giving me a clear view, then leaned forward to slip one of the sandals on. As she leaned forward, a shoulder strap slipped down her arm allowing a clear view almost down
to her navel. At this moment, a male clerk walked by carrying a stack of shoeboxes. I thought he was going to drop them all when he saw her. She sat straight up and fixed her dress while trying not to blush too much. He hung around while she tried on the other pair of sandals. He got at least one other brief view of her breasts. I was loving it! He starts looking for stuff to straighten up in the vicinity just to keep her in view. I found one other pair of heels I thought would look hot on her. She quickly rejected one pair, but indulged me by trying on the heels. She looked me dead in the eye while leaning over to fasten the ankle straps. The clerk got a longer view as she leaned forward.
We ended up buying three pairs. She put on a pair right by the car. She bent over in my direction while sliding the shoes on. I gotta admit, I was loving it every time I got a view like this. "So, how much did he see?" she asked. "Who?" "The clerk" "I think he may have seen a nipple." "I wish you had said something." She sounded a little mad. I apologized sincerely, and began feeling a bit guilty for pushing her beyond her comfort zone.
The drive home was uncomfortably silent, but I was taking occasional glances at her feet in her new sandals, which made me hard despite the mood. She noticed my bulge, smiled a little, then asked "You really DO like these sandals, don't you?" "Oh yes!" "You liked that clerk looking at me, didn't you?" I hesitated, "Yeah, a little" "You liked it when he saw this?" and she slipped a strap off her shoulder exposing her areola. "Very much" I stuttered. "I also saw you trying to sneak peaks at this" she slowly pulled up her dress to show me her neatly-trimmed pussy. I just about rear-ended some little old lady.
We went home and had some of the hottest sex we'd ever had.
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