Awkward Love Finalist #4: Kathy Simmons


You get what you pay for….

I first saw him in the elevator of my office building, tall, cute and impeccably dressed. We exchanged nothing more than a few fleeting glances/smiles over the next couple of months and then one afternoon, somewhere between the 9th and 12th floor, he uttered the words I had dreamed of…would I like to meet for a drink that night?  Ecstatic I floated back to my office, furiously contemplating where I could find a more enticing outfit than the frumpy gray suit I was wearing, ideal had I been operating the elevator.  I needed something special… cute, flirty, fun.  But where to find in 3 hours?  And then a light bulb.  The $19.99 and under dress store which sat in the lobby of my building.  I had never entered the store but passed it daily on my way to the elevator bank always pondering the type of dress you might find for $20 bucks.  But desperate times call for desperate measures I reasoned.   Did I dare?

The bar was packed as we stood making small talk that evening. I had never felt more attractive and carefree as I sipped my Tequila Sunrise, in that cobalt blue, stretch cotton mini dress (yes, dear reader, score for the $19.99 and under dress store!)  I admit it may have been a tad tight and perhaps the material a bit thin, but for the price, what could one expect. It was how it made me FEEL that was important.  Plus the fact, real or imagined, that my date could not take his eyes off me!   The conversation flowed and the bar, a popular neighborhood watering hole, pulsated with energy and possibility. The music was phenomenal!  After my 2nd cocktail, I boldly asked him to join me on the dance floor, something out of the norm for me but the dress fueled my confidence.  As we jumped in time with the crowd to the strains of “SHOUT” I suddenly felt myself losing my footing.  The floor, ladled with beer from overzealous imbibers was awash.  The next thing I knew, I was horizontal.  Brushing myself off and struggling to maintain my dignity, I slowly rose to my feet. Several people behind me were laughing.  “Your dress,” one sympathetic woman whispered, “it’s totally ripped up the back…”   My last memory was the disappointed look in elevator guy’s eyes as he wrapped his rain coat around me and hailed a cab.  And with that gesture, the night was officially over.

For the next 6 weeks I took the stairs up to my office, all 12 flights. For that reason or others unknown,  I never ran into the elevator guy again.  The $19.99 and under dress store closed shortly thereafter as well and ironically, a tailor moved into its space.

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7 thoughts on “Awkward Love Finalist #4: Kathy Simmons

  1. Pingback: Awkward Love Finalist #4: Kathy Simmons | nynkblog

  2. Fantastic throwback to the good old days of just making it through the work day to revel in the NYC nightlife! Funny account and relatable to anyone looking for love – and a cheap outfit – in NYC circa 1985!


  3. Pingback: Vote Now – “Awkward Love” Contest Finalsts | Rocky Parenting

  4. That is funny — but you can thank elevator guy for making you more fit in those 6 weeks, right? 12 flights, oh my gosh!

    Great write ./ great post 🙂


    • Yes Lola Jane. I was likely in best shape of my life for those several weeks. Didn’t mind the flights but disliked being in the stairwells which always scared me a little but was more fearful of seeing guy face to face again😁. Thank you for reading!


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