"Please, have a seat at this table, and the server will be right with you, ma'am," the restaurant hostess said as she led me to a small table for two, my three inch heels clicking across the tiled floor as I followed her across the open dining area.
"Thank you," I replied as I sat down.
It had been a long day meeting with clients out of town, but such is life for a saleswoman with a large territory to cover. Normally, I wanted nothing more than to just return to a hotel room to relax when I was on the road, but I was tired of the endless series of sterile corporate hotels and airports, so I wanted to be out, even for just a little bit.
Thus, I found myself at a small local restaurant, perusing the menu. The place was a bit of a gamble. Its décor and design were a bit worn and dated, and usually that meant either it was a local treasure or a local dive. There was rarely much in between.
It was 8 pm on a weeknight, and there was barely anyone else in the establishment as I looked over the menu's standard pub fare.
"Ma'am, my name is Kendrick, and I'll, um, be your server tonight."
I looked up from the menu, and my eyes were met by the sight of a nervous six foot tall skinny black man, although he looked young. He fumbled with the pencil in his hand as he tried to pull out his order pad, and it dropped to the floor near my feet.
I turned in my chair and started to reach to pick it up, but he darted down at the same time.
"Sorry about that," he apologized as he knelt down and picked up the pencil.
He lifted his face after picking it up, and his eyes lingered on my legs, and I realized he had a view up my skirt. I was wearing thigh high black stockings, which normally no one knew about, although he surely had a clear view to the top of them as well as my red panties.
I was frozen in place, my face in shock as his eyes met mine.
He eyes raised in panic, and he shot straight up, clearly unnerved that I had caught him staring inappropriately at me.
"Sorry, it's my first day," he explained. "I'm still figuring out how all this works."
I turned back in my chair, my face flush red.
"It's okay. We're all clumsy at times. Could I just have a glass of water to drink?" I asked, hoping to move past the awkwardness.
"Yeah, I'll be right back," he responded, jumping at the opportunity to escape.
I sat back in my chair and took a deep breath. My heart was racing, and I tried to calm myself down. I felt embarrassed that he caught a view up my skirt. I suppose I could've been indignant, but it seemed like an honest mistake. Besides, he seemed more horrified by his actions than I was.
Or maybe he was horrified by what he saw. Maybe I was actually the one who should be apologizing. After all, I was far from the attractive woman of my youth. My 49
th
birthday had just passed, and any denial that I was beyond middle aged seemed dubious at best. My long legs were now more like thick thighs, and I carried close to 150 pounds on my 5'6" frame, although at least my hair shoulder length dirty blonde hair still had only a few grey strands sneaking in.
My normal business attire of a knee length pencil skirt had grown more form fitting over the years as my hips widened into an hourglass figure, and my ample breasts pressed against the buttons of my dark long-sleeved blouse.
As I replayed the encounter in my mind though, my pussy tingled with excitement, and I couldn't help but shake my head. I looked across the restaurant and watched the waiter filling a glass with water at the drink station. He was evidently still so nervous, his hands were shaking, causing some of the water to spill over the side.
Judging by his looks, he looked like he was in his late teens or early 20's, a veritable youth still wet behind the ears. I couldn't imagine what interest he might have in looking up the skirt of an old 49 year old white woman. He was a reasonably good looking kid. He looked reasonably clean cut with his cut short, although I chided myself for some of the inappropriate thoughts about him creeping into my mind.
Kendrick made his way back over to my table as diners at two other tables got up to go, leaving me as the only remaining customer.
"Here's your water, ma'am," he said as he placed it on the table.
"Thank you," I replied with a warm smile, hoping I might set him at ease.
"Can I - have you had a chance to look at the menu yet?" he asked, still stumbling over his words.
"Yes, can I order the lamb chop with a side of green beans and a salad?"
He fumbled with his pencil again as he scribbled down my order.
"Is that it?" he asked.
"Does the salad come with dressing?"
Kendrick's shoulders slumped, as if he was disappointed in himself.
"Yeah, I forgot to ask. I'm sorry again. I'm horrible at this. What dressing you want?"
"Do you have Italian?" I inquired.
"I think so."
"If not, ranch will do," I reassured him.
"Okay, no appetizers?" he asked after. "Sorry, I probably should have asked that before taking your meal order."
I laughed at his naivete. He had an innocent charm.
"It's just me. I'm dining alone. I think the entrée is plenty enough," I replied with a grin.
"Good, I'll get this order right in then," he said as he rushed off to deliver the ticket to the kitchen.
Then he made the rounds clearing the plates and wiping off the other tables. He was far from a polished server, but at least he seemed hard working.
He returned a few minutes later with a pitcher of water.
"Do you need a refill?" he asked earnestly.
I just stared at my untouched glass of water and shook my head. "I think I'm good for now. Busy night, eh?" I remarked as I looked around at all the empty tables.
That seemed to break the ice, and his hands stopped visibly shaking. "This place is mostly older folks who eat here, early bird crowd. It thins out after 7 pm," he explained.
"Is this really your first day of work?" I asked curiously.
"Yeah," he sheepishly admitted. "Is it that obvious?"
"I won't tell anyone if you don't," I playfully replied.
His eyes still stared down, as if he was afraid to look me in the eyes.
"Listen, earlier when you dropped your pencil," I started.
"I'm sorry, I didn't mean to, I mean, I wasn't trying - " he stuttered defensively, although his words failed him.
His nervousness was palpable, and I placed my hand on his arm to calm him down, but he jumped back fearfully.
"It's okay. I know it was an accident," I reassured him.
His eyes looked grateful, and body seemed to relax, albeit slightly. "I thought - I don't know. If you complained, I didn't want to lose my job on the first day. I mean, I need the pay."
"You did get quite an eyeful, didn't you?" I teased him.
