Series of Firsts
Julie Dolan was excited. She was starting her first full-time job. Graduating from high school and turning 18 in June had been an awesome start to the summer. She had taken the summer off to spend with Fred, her long time boyfriend, before he went off to college.
She had applied for an entry level position in the local office of a national financial firm. Julie had been interested in the stock market as long as she could remember and hoped this job would enable her to learn more about investing.
She was sitting in the office of the person who ran the office, David Shaw, and one of the financial advisors, Richard Jacobs. Both in their early thirties, they were being groomed for "climbing the corporate ladder." Julie was dressed in a business suit consisting of a jacket with matching pants and a white blouse.
David explained that her duties at first would be limited to answering the phone, running copies and filing, but based on her performance, she might be trained as a junior advisor. Since she would be the only assistant in this small office, it would be imperative that she be efficient and reliable.
"You've met Phyllis, our accountant." Mr. Shaw said to Julie.
"Go to her office and ask her to show you the ropes. She's expecting you."
With that the two men shook Julie's hand and wished her good luck.
When she had left the office and he had shut the door, Richard said to David.
"Holy shit! What a young piece of ass! I'd love to fuck the hell out of her! Are you sure she's 18?"
"Number one, although she looks younger, she's definitely 18, two, she's very bright and did well in high school but decided against college, three we needed a new assistant."
"Who gives a shit! Richard replies. "She's smoking fucking hot!"
Laughing, David points to the door saying, "Go make some money!"
Settling into the office routine, Julie's first few weeks at the office passed quickly. Although she missed Fred, she was really enjoying her job and the tidbits of the financial world she was picking up. At night, instead of going out, she was reading everything she could find on the investments the firm handled.
As she was preparing to leave one evening, David called out to her.
"Got a minute"?
"Of course Mr. Shaw!" Julie answered.
"Mr. Jacobs and I are attending a seminar on new market trends in Puerto Rico next week. We are very impressed with both your work ethic and the aptitude you've shown for the investment world. In short, we've arranged for you to attend also."
Unable to contain herself, Julie hugs David saying, "Thank you so much! I'm so excite and grateful!"
Pleasantly surprised by the hug, David hugs Julie back, feeling her perky breasts pressed against his chest and a stirring in his groin.
"Damn!" he thinks to himself. "Richard is right! She is a prime piece of ass!"
As they separate, David tells Julie, "No need to thank me. You've earned it. By the way, you should pack one nice dress for the opening night's reception dinner. Business casual is fine for the conference. And bring a bathing suit if you like. The conference is at a resort outside of San Juan."
As she leaves, Julie thanks him again.
Driving home, she calls Fred to tell him about the conference.
"That's great. But do you think it's a good idea to go with two men and no other women?" Fred asks.
"What are you insinuating Fred? Mr. Shaw and Mr. Jacobs are both twice my age! And I'm sure there will be other women at the conference!" an angry Julie retorts.
"I'm sorry." replies Fred, feeling bad about raining on Julie's parade.
"Have a great time and call me when you get back."
Calming a bit, Julie tells Fred that it will be all work and that she will call as soon as she returns.
Arriving home, Julie excitedly tells her mother about the trip and asks if she has a dress that Julie can borrow.
Since her mom was the same size 8 as Julie, the snug fitting short black dress fit Julie perfectly. At 44, Mrs. Dolan was the epitome of a MILF, one who was not afraid to use sex to further her career. But that's a story for another time!
That Monday, Julie hardly contain her excitement as you watch Puerto Rico through the window of her first class cabin seat. I was even more excited to find a private limo but took Mr. Sheila Mr. Jacobson her to the El conquistador resort just outside of San Juan.
"It's only one o'clock. Why don't you grab lunch by the pool and then we can relax there maybe have a dip until later this afternoon. Cocktail hour for the reception dinner is not till 630." David tells Julie and Richard.
"Let's meet by the pool bar in about 15 minutes."
When Julie arrives at the beach bar, wearing a translucent cover-up over her bikini David and Richard are already there.
Backflip by the sun behind her, Julie's body is clearly outlined underneath the cover-up.
"Fuck! I've got to nail that!" Richard says to David..
"Relax! We both will. But I'm first!" David says.
As Julie sits down, she says " I have a beautiful room Mr. Shaw! Thank you so much!"
"Richard and David while we're here. We can save the formalities for the office."
David and Richard order drinks. Thinking it sophisticated, Julie orders a white wine.
Mmmmm, she thinks. Much better than the cheap beer Fred and she usually drink.
Knowing she's not much of a drinker, Julie nurses the wine throughout lunch.
When they finish lunch, Richard announces they have a couple of hours to spend by the pool
