I had been working at this place for almost two years and had never seen one gal worth a second glance in the office until they hired this cute little thing as an apprentice. The word on the office grapevine was that she just had had her twenty-fourth birthday and this was her first full time job as an apprentice architect. She didn't have much of a body to speak of but she had a great smile and was cuter than hell. I was guessing her tits weren't much more than a small handful but her ass was to die for. I am going to have to make a move on her before the other cock hounds in the place went into action.
My hobby is deep-water sailing and I thought she might accept an invitation to join me for an afternoon on my thirty-five foot sloop on the Chesapeake Bay. I keep the boat up near the Bay Bridge in between long distance voyages so it wasn't too far from the office. I'm twenty-seven, a commercial architect and my uncle owns the firm so I can get as much time off as I want or need. Life couldn't be any better.
One afternoon I wandered down to the water cooler in the hopes of meeting her in that area when I turned and bumped right into her. It damn near knocked her on her lovely ass but I reached out and caught her before she fell. It was the perfect opportunity to introduce myself.
"Hi, I'm Tom and just noticed you in the place. You must be a new hire."
"Hello, I'm Jayne Ann and only have been working here for a couple of weeks. I get lost in the place it's so big and I can't even find my way around the town."
"Ah, everyone feels that way for the first couple of weeks. You'll be an old hand by the end of the month. Do you live nearby or are you one of those with a lengthy commute and can I just call you Jay?"
"Sure Jay is fine and no, I got lucky. I was living at home a million miles from here but my folks just moved to the West Coast for my Dad's job and they agreed to pay my rent on a small apartment for me until I can get on my feet. It's only a few miles away so my commute is nothing to speak of."
"You're fortunate because the rents are so high near this place than many of the apprentices are living out so far it takes them almost an hour to get here in the morning and the commute in the evenings is even worse."
"Since you're new to the area I'd love to buy you a drink after work and I'll fill you in on the best restaurants, bars, shopping malls etc. to help you get your feet on the ground. How about if we meet after work and I'll take you to the best local watering hole?" I was going to be certain not to take her to any of the spots where the rest of the office crowd met after work.
"Sounds fantastic for I really feel like a fish out of water in this new town."
In keeping with my thoughts of not announcing to the rest of the office that I had made my move on her I suggested meeting in the parking lot of a nearby mall where we would leave her car.
After dumping her car I drove to a place about twenty miles away. I know the maitrΓ© de and after slipping him a twenty he led us to a nice quiet booth in the back corner of the bar area. Perfect.
"Geez, this place is kind of far from the office. Do many of the group come here for drinks?"
"Only sometimes. The other places nearer don't have very good restaurants and I was thinking that if we had a few drinks and wanted to get some food in us before getting back on the road this was a far better choice."
We joked and laughed for the next hour or so when I gave the maitrΓ© dΓ© a signal that we were ready for a table in the main dining room. The twenty-dollar tip worked its usual magic for he seated us at a window table with a view of the little river flowing just outside of the place. The scenery was ideal.
We ordered dinner and a bottle of a nice white wine that we sipped while waiting for the food. I looked over at her to see a huge smile plastered all over her face and just had to ask what was so funny.
"Well, Tom, you are going to get a little angry when I tell you. When we bumped into each other at the water cooler you seemed to think that was an accident. You didn't know that I had spotted you around the office a few days earlier and was on the lookout for you coming anywhere near my office. When I saw you approach I got up and then just 'accidentally' bumped into you and then told that sad story about me having a tough time living in a new area. You did exactly as I had hoped and offered to take me for a drink to make me more familiar with the area and here we are."
"You little hussy." I said through a huge laugh. "Well, from what you have seen of me so far this evening was it all worth while?"
She laughed while saying, " Oh yes, so far, so good."
Dinner went over great and our conversation ranged from politics to art even touching on the forbidden topic of religion. I really enjoyed being with her and her smile kept knocking me over. Before dinner was over I had invited her to join me for a sail on the upcoming Saturday and she accepted. Not bad progress for a first date if I do say so myself. We agreed to meet at the same mall where she had left her car a few hours earlier.
Saturday morning looked as if it was going to be the perfect weather for taking a beginner sailing. The sun was coming up perfectly with about ten to twelve knots of wind. Perfect sailing weather. I had the local deli makeup a couple of sandwiches and stuck a six pack of beer and another bottle of the wine we enjoyed at dinner earlier in the week in a small ice chest. I was ready.
From the moment she stepped on the boat it soon became obvious that she wasn't any beginner to sailing, at least it sure looked as if she knew her way around a boat. When I asked about it she got laughing again and finally came out with the truth. Her father had a forty-two foot sailing ketch and she had grown up on it. Hell, she had had as much experience on boats as I did. Wonders will never cease.
"Jay, you are full of surprises. You never let on that you knew your way around boats."
"I figured that if I did you might have second thoughts about taking me for a sail. I am truly sorry if I have offended you in any way." She replied.
"No, I just stupidly assumed that you didn't know anything about sailing and here you are with as much experience on boats as I have. I am going to enjoy the day even more for now you can do some of the work." I laughed.