And so the story begins on one of the wildest nights of my life..
A Christmas party was held at a historical building, for the entire motley crew of hotel employees; food and beverage, housekeeping, front desk, sales, and maintenance. I must say I was quite stoked for said party, but had no idea what would befall later that night..
It started rather simple, we gathered, mingled, drank various alcoholic beverages, and talked of everything except work. I happened to dress up nicely after hearing some of the ladies going out in dresses and skirts. Not that I expected anything of the sort, mind you, merely to impress them with my attire, but nevertheless. The evening went on in the middle of winter in Colorado, after a most scrumptious dinner, we then had more drinks and danced to various music. My boss of the hotel, a lovely older woman, Bess, insisted on dancing with only me. Although I preferred slow-dancing, she had me join in on making moves I never knew I had to other songs I never really liked. All the same, she seemed quite charmed and taken with me. During a few of the slower songs whilst we danced, she came close to me, and I tried to refrain from pressing my growing hard-on against my boss. I didn't want to say anything so as to not promote any confusion between being personal and professional, and yet there she was, leaning against me and my rock hard cock the entire duration of the songs we danced to.
About Bess, she is a stunning woman for her age; 5'9", lovely figure, wore a gorgeous strapless black dress down to her knees, fairly short blond hair, and stunningly beautiful blue eyes. Also she is very much married to a successful husband, which was why I never instigated anything further than dancing with her as her significant other was working and could not attend the party.
After the party was over, several of us went to the local bar at midnight to have some drinks, to keep the party going so to speak. I know I was quite hammered after six shots of Jack within an hour, and I watched Bess have two glasses of Chardonnay, along with some Jager Bombs, so she must have been equally as drunk as I. After last call, she offered me a ride home, which I humbly accepted despite my capabilities of walking home just seven blocks away.
Thus she drove me home, rather well despite her condition, and eluded 'John Law' nicely. She looked rather exhausted upon dropping me off, so the gentleman that I was, I offered her to stay at my place to sit down and relax for a while. No further intentions from my end, yet upon looking back on it, Bess seemed to have had other plans....
We went to my little apartment, where she had to use the bathroom, while I took a bottle of alcoholic egg nog from the freezer, and began to sip on it.I sat down at a chair in the living room when Bess returned from the bathroom, she shook her little finger at me and said, "Tsk, tsk. You know better than to not provide for the lady.."
So, with a nod and a humble apology, I handed the bottle to her, where she gulped on it for five or six seconds, while I watched rather wide-eyed at her steadfastness for drinking. She then exhaled with satisfaction before sitting down at another chair across from me, a small coffee table separating us. Some time and silence passed before I began to ask her how early she had to be at work the next morning, but she leaned across the narrow table, and proceeded to stroke my thigh. She asked me, "How long has it been for you?"
"Um..Uh..Wh-What do you mean, Bess..?" I blinked and nearly tensed from her touch, dumbfounded by how her inquiry came from nowhere.
"Oh come on..You know.." she added, while her hand flattens and caresses my groin, a sultry grin across her face.
I soon came to realize what she meant, although I didn't know if she was aware of what she was asking me considering how drunk she was. All the same, I obliged her rather nervously, "Um, Almost three years now." She suddenly gasped in response before she said calmly to me with a coo,
"Oh. I'm sorry..That must have been terrible for you." She looks up to me, while stroking my now rock hard dick through my slacks, I simply gulp and nod to her,
"Uh-huh..It..It is indeed, Bess.."