Although this was submitted for the 2009 Valentine's Day Story Contest, please be aware that it falls under the Incest category, those opposed should avoid.
Many thanks to Gayle for editing my mess on such short notice...you're the best!
As always, comments welcome and please remember to vote.
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My name is Sally Orton and I have a story to share with you. I'm sure most people would describe it much differently than I, but to me it's very simply a love story. The fact that it all came to a climax on Valentine's Day only serves to make my memories sweeter.
I had been divorced for just over three years at the time this story began, and until recently had not been ready to re-enter the dating scene. After being in my last relationship for close to two decades, the thought of going on a first date again was almost more than I could stand. My friends from work were relentless in trying to set me up, but I declined their offers repeatedly.
At 44 I guess I was at my sexual peek, and I'm a little ashamed to admit I'd been feeling more than a little horny of late. With no other outlet but my own fingers, I had rubbed myself off to cheesy romance novels on more than one occasion, and even discovered some interesting content on the net I used for self-pleasure. But as good as it made me feel in the moment, it also left an emptiness that was hard to ignore. The fact that it was the holiday season only exacerbated the problem. I was really desirous of a man's embrace, and pornography was simply not going to change that. After a lot of contemplation, I decided to finally relent and give dating a try.
Michelle, my best friend in the office, set me up with a friend of her husband's that I was, "sure to love." I spoke with James and he seemed pleasant enough, so we agreed to meet for dinner the evening of January eighteenth. As Michelle predicted, I did like him, and the date seemed to go pretty well overall. In fact, for my first date in about twenty years I'd say it was relatively painless, even quite enjoyable actually. Unfortunately for me, he must not have felt the same way because for whatever reason he never called for a second date.
My confidence somewhat shaken, my friends had me try again; this time I was assured it would be better since Candace just knew she had picked the perfect guy. Once again the date went fine in my mind, even better than the first, but he too never called again. I was left feeling extremely self-conscious and tortured myself with questions: "Was I unattractive? Boring? Overbearing?" Maybe I was putting out a prudish air as they didn't even try to kiss me at the end of the evening. God I just hated the dating scene! Neither Michelle nor Candace got any real feedback for me, so in my mind I continued to replay things to see what I might have done wrong or could do better.
I stared long and hard in the mirror and thought I looked pretty good for a gal my age (44). I stand 5'3", with shoulder-length brown hair, brown eyes, and a cute smile. Sure, I was packing a few extra pounds, maybe an extra 15 or so, but I thought I carried it well on my curvy frame. I'm no raving beauty mind you, but certainly no dog either.
After a lot of soul-searching, I consented to one last blind date and decided to pull out all the stops as it just so happened to fall on Valentine's Day. Apparently we were going dancing and after reviewing my sparse wardrobe I felt I needed something new, maybe a tad spicy. I went shopping and purchased a black cocktail dress, which really highlighted my figure. I purchased a new set of underwear too, a lacy black bra with matching panty, both scandalously small. Deciding to go for broke; I added a garter and stocking set, black of course. The final piece of my ensemble was a new pair of black three-inch heels, which I hoped would make my legs look longer and sleeker.
Valentine's Day finally dawned and I toiled distracted for much of the day before I left work early to take care of some last-minute details, eagerly anticipating the evening's activities. After my hair and nail appointment, I arrived home with just about an hour to get myself ready. I slipped into the tub for a thorough soaking to take care of the last few items on my personal checklist. Since I had not been in the company of a man for a while in a sexual way, I had neglected some of my personal grooming. That was remedied with the help of my trusty razor and by the time I was done both my legs and special place felt slick and clean. The intimate attention I showed myself really got my blood flowing as I imagined my date inspecting my handiwork later that evening, leaving me feeling very hot and bothered.
As I dressed the sensual feeling only heightened. The woman I saw in the mirror looked so sexy in her black panties and bra, complete with the new garter and stockings, I just had to stare for a moment. Stepping into the cocktail dress and easing it up into place; it felt like a second skin embracing me. For the first time in ages, I actually felt hot, damn hot. I was just sure that was going to be my lucky night.
My only son lived with me and I was curious how he would react to seeing me dressed in such a provocative way. I'm normally fairly conservative, so I was apprehensive that this may be somewhat of a shock for him. Being 21 and the only man in the house, Thomas had become protective, so I hoped he would not disapprove as I really needed his support. He had been so wonderful to me for ages, particularly since the divorce, I did not want to hurt him.
I made my way downstairs to say goodbye, and was surprised by my son's reaction upon seeing me. At first he looked shocked but quickly gathered himself and actually gave me a wolf whistle. He said, "Who are you and what have you done with my mother?"
My fears were instantly put to bed, so I twirled around to give him a look and asked, "You like?"
"Holy smokes Mom, you look amazing," he said nodding his head.
"It's not too much is it, I mean, not too sexy?" I asked, feeling a bit self-conscience in front of my only child in such a risquΓ© dress.
"Ah Mom, this is a date, remember? Sexy is good," he answered. He then added, "And you look very sexy."
I felt myself blush at his assessment, so to break the tension requested, "Could you zip me up?"
"Sure thing Mom," he replied, and moved behind me.