Chapter 1 The Encounter
I was visiting Portland to spend a few days doing new hire training at the head office of my new employer. The first day was going to be a bunch of get to know you departmental events, training, and generally getting up to speed on the corporate culture and mission. Some other new hires were also flying in from other remote offices across the country and since some people were arriving that morning the first meeting of the day wouldn't start until 10:30am. At 5pm on the first day we were going to break and go for a happy hour and food at a nearby brew pub. I figured this would be an easy start to several days in Portland and I was quite looking forward to it even if I was a little nervous because I was new at the company and anxious to impress my bosses and co-workers.
Coming from the East Coast I was already three hours ahead of local time so the 10:30 am start time would feel like the early afternoon for me. I'd arrived late afternoon the day before, grabbed some food, watched a movie on TV and then promptly fallen fast asleep. At 6 am I was already wide awake so after getting up and getting my stuff ready for the day I checked around for breakfast options near my hotel, but not too far from work either. I decided I'd start early and enjoy a long breakfast catching up on email and doing some studying for the week ahead. I searched online and quickly found a classic American diner called "Yummy Side Up" that was about mid-way between my hotel and the office. It had a whole bunch of great reviews, and many raved about how excellent the service was. While I was mostly there to do some work quietly I do enjoy service with a smile so it sounded like a perfect choice.
It was a short drive and easy drive to "Yummy side up" and there was plenty of parking outside. As I entered I saw there was a long bar and booths in the front, then another section off to the side creating an L shape for the entire restaurant. There were lots of people in the front of the house with the typical bustle of a busy breakfast place - clattering of plates, shouting of orders, loud breakfast time conversations, and a constant stream of waitresses with tasty looking breakfasts going by. When it came to my turn to be seated I was offered a place at the bar and I asked with a smile if maybe there was a table in the side section where I'd have some room for working. After a brief consult at the hostess session I was told I was in luck as someone was just leaving so they could offer me a booth right at the back. That was fine with me. The hostess lead me all the way to the end of the side section and I sat down in the last booth, back against the wall facing the rest of the section. I figured sitting that way would make it easier to catch the waitress's eye whenever I need something - mostly coffee.
I ordered a pretty classic breakfast with eggs, bacon, sausage, hash browns and toast. My food showed up quickly and was just about the right amount of food. Eating this early worked for me because by the time it came to the typical corporate catered lunch I'd have room for more. After polishing off my meal my waitress Sheryl kept the coffee coming with a cheery smile as I busted out my laptop and got down to work. Folks in my section gradually cleared out over the next two hours and I never felt bad for hogging a booth all to myself. Just before 9am Sheryl came over to tell me she was going off shift and another waitress would be taking care of me from there on. I had stayed almost two hours so far, probably unusual for most customers so I thanked Sheryl, wished her a great rest of the week, and slipped her a $10 tip even though I hadn't paid yet. It was way over even a 20% tip for my meal but she'd been faultless in taking care of me and I knew I had a generous per diem to spend so why not share the love? She gave me a sweet smile, wished me a great day with a definite emphasis on "great", and winked as she left. That left me a tad puzzled. With me in my late forties and her probably two decades younger I figured that wasn't flirting so what was the wink for? I decided not to try and over analyze the wink and got back to work.
Pretty soon another waitress showed up at my table and asked me if I wanted my check. I had my head buried in my computer looking at training documents so without really looking up I said, "Sure, I'm done with eating so that's fine, go ahead and bring the check now. But I'd love another coffee refill when you get a chance, no hurry though." A few minutes later she returned with my check and refilled my coffee. I scanned the check not really paying attention to anything other than the total, and put down my credit card. I saw my card being picked up and then heard an exclamation from the waitress of "I knew it!". Well that got my attention. I looked up from my computer to meet her gaze, wondering if there was something up with my card. She said to me quizzically, "I guess you don't remember me then?" I stared blankly, the gears of my memory grinding painfully trying to figure out who this "me" was. It's true that I have a lousy memory for faces and names but I was confused why anyone in Portland would expect me to know them when I'd only visited it twice before in my life.
At this point the waitress was facing me and all the tables in the side section were now empty save for one other person facing like me way down towards the front section. Realizing any recollection would probably come to me too late to save face I excused myself with, "I'm so sorry, but no, I don't think I know anyone in Portland at this point, just arrived from the East Coast..." She continued to watch me dead pan. "However I really am crap with faces and names," I continued with my excuse. At this point she took a quick look over her shoulder and then put one leg up on the opposite booth seat and started sliding her apron and skirt up the raised leg. "What the heck?" I was thinking trying not to be transfixed by what was going on across from me. "Is this some kind of set up?" I almost said out loud, looking around again inside and outside to see if there was a camera pointed at me or anyone else watching. It wasn't my birthday either so there were no excuses for stripping waitresses to show up unannounced, plus who the fuck would do that to someone sitting alone in a restaurant?
"Well if you've got such a bad memory for faces then perhaps you'll remember this," she responded and smiled. As she smiled I noticed her two front teeth which were somewhat protruded but concave where they met, like in a V. That jogged something deep at the back of my reptilian brain and before I knew it my memory spat out an identity and name. I glanced her up and down and almost instantly I blurted out, "Oh my god! Alissa!" as I looked her in the face and it all suddenly fell into place. Alissa smiled at me again somewhat pleased and looked down toward the table. I followed her gaze and under her raised skirt she's exposed to me thigh high stockings, and sexy lace panties barely covering her pussy.
"Well done John!" she congratulated me, "and I didn't even have to show you my pussy to jog your memory after all. But since you haven't actually forgotten me after all I show you anyway... as a reward." At which point she glanced over her shoulder again and then pulled her panties tight forming a cameltoe right in front me and then with her thumb pushed her panties to the side and exposed her mound, well trimmed but not bald. Seeing my eyes widen Alissa grinned and slid her panties back so they wedged into the middle of her labia and she pulled them tight like she was flossing her pussy with panties. I groaned internally as I felt my heart starting to race and my face start to redden.
"Oh wow...", I explained wondering if my face adequately expressed my internal reaction. Something close to cartoonish bug eyes and tongue on the floor might have been closer. "That's quite the hello Alissa. I see you're still as wild and crazy as ever, so you haven't changed a bit then?" Alissa laughed, took another look around and then, quickly covered up somewhat furtively and took her foot off the seat.
"Gotta keep an eye out. You never know who's watching," she told me with a wink and a nervous laugh.
"So, is this something you do for all your customers?" I enquired trying to regain my composure.
"Well some, the special ones. Caught a guy staring at me once, he was kind of cute so I went with it. A little bit more each day until I was showing my world to him, just like you saw. Now he comes in regularly. Sits right there like you. Lightens up my day to get some appreciation and hey, it's great for tips!" she informed me delightedly.
