Dr. Dena Majors, a recently divorced veterinarian in town to speak at a national conference was alone and free for the first time since she married stock broker Tom Majors 10 years earlier. Dena decided to spread her wings since it was Valentine's day and hire an escort service while she was in town. After all, when Dena discovered that Tom had been regularly hiring escorts when he was on business trips, that was the straw that broke the hooker's back as it were, and led to their divorce. Now Dena really wanted to find out what all the fuss was about.
"Hey girl, how is your trip going? It sucks that you have to travel on Valentine's day." Sharon said.
"I'm in the hotel and the conference doesn't start until tomorrow morning so I'm deciding whether or not I should go through with this?"
"Are you getting cold feet?"
"Sorry, I didn't hear you; the reception in this room is terrible for my cell phone. What did you ask?"
"Are you getting cold feet?" Sharon shouted.
"Absolutely! What if the escort they send over is a maniac or dangerous or a felon? It's Valentine's Day and I'm guessing all the good escorts were probably booked by local women weeks ago. I'm likely to get some old, shriveled up sex maniac."
"Dena, chill out. What if he's gorgeous and fun to spend the night with? You know, if you hire an escort for the night, this will be the first time in your life that you can tell a guy exactly what you want, without being embarrassed and he'll actually do it! If you think of it that way, this could be the most fun you've had in 10 years. You might even figure out why Tom was so eager to use escorts after you've had one. Besides, this is the holiday of love and you could use some loving, especially from a pro."
"Wow, I never thought about having all the power and telling a man exactly what I want him to do for me in bed without worrying about how it's going to look to be the boss in the bedroom. That could be fun!"
"So, are you going to make the call?"
"What, you're breaking up?"
"Are you going to make the call?" Sharon shouted a second time.
"Oh, what the hell, I'm going to make the call!"
"Be sure to use the hotel phone so you get a clear line."
"What?" Dena shouted.
"Never mind, I want to hear all about it tomorrow. Don't forget to call me!"
"Ok, I've got my first speaking engagement at 10 am and after that, I'm doing the keynote at lunch. One more talk in the afternoon but I should be back in the hotel by 5. I'll call you then."
"You better! After all, you're living out the fantasy of all your girlfriends tonight and we all want to live vicariously through you -- no pressure, but don't let us down!"
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After Dena made the call to the escort service at 4:00 pm on her cell phone, they told her that her escort would be named Jim and he would meet her in the lobby of her hotel at 5:30 pm. He would be middle-aged, appropriately dressed for a night on the town and would take her to dinner to celebrate the holiday and then they could decide from there what the rest of their evening plans would be. They had her credit card on file and would bill her by the hour, starting at 5:30 pm. She couldn't believe it but she agreed to the terms which meant, she was about to go out with a male hooker for the first time in her life.
After ending the call, she showered, dressed and tidied up so she could bring him back to her room for an hour or two of fun before sending him on his way.
Dena was running a bit late because she couldn't figure out how to use the hotel hair dryer. After finally getting ready, she scrambled down to the lobby at 5:40 pm. Shit, I've already been billed for 10 minutes of hooker time and I haven't even met the guy yet, she thought as she crossed the hotel lobby, keeping her eyes peeled for the well-dressed, middle-aged man who answered to the name Jim. This should be easy enough, she thought. There, sitting in an over-sided chair, alone, patiently reading the paper was a gorgeous middle-aged man, dressed in an Armani suit. She recognized the suit because her ex was a fan of Armani when he worked on Wall Street. She approached him and said, "Jim?"
He stood up, folding the newspaper and said, "I'm sorry, my name is Tim,"
"I apologize. Tim. I must have misunderstood your name. My cell phone has terrible reception in this hotel."
"I have the same problem. And you are Dena," he smiled, extending his hand to shake hers.
"Yes, I am. Have you had dinner yet Tim?" She asked, her hand still in his.
"Why no, I haven't. Would you like to have dinner here in the hotel? They have a lovely restaurant."
"Thank you, that would be nice."
The couple headed across the lobby toward the restaurant . Tim walked beside Dena with his hand in the small of her back as they entered the restaurant. She was impressed by his "game" so far.
There was a long line of people waiting to be served. Tim excused himself for a moment and spoke with the maître d. Soon afterwards, the couple was seated near the window, overlooking the ocean. She was struck by how good looking and easy going he was and decided that he had probably tipped the maître d in order to get this prime table, especially on Valentine's Day. She liked his "game" even more now. Shit, these professional escorts are pretty impressive, she thought as they were seated.
"So, Dr. Dena, tell me about yourself."
"I'm a veterinarian and I'm here speaking at the veterinary conference tomorrow."
"I knew that."
"Of course you did. Please, call me Dena."
"Ok, I hope you will call me Tim."
"So, Tim, have you been in this line of work for a long time?"
"About 15 years now. I love it. How about you?"
"I graduated from vet school about 14 years ago and have been running my own practice for about 8 years. Before that, I worked for another vet in his practice."
"Do you enjoy speaking at conferences like this one?"
"Yes I do. Do you enjoy your work as well?"
"Yes, very much. I take great pride in what I do because I know it makes a difference in every client's life that I have the privilege to service."
"...I guess, as long as you find your work rewarding, isn't that all that matters." She looked at him with a puzzled brow and wondered, How odd that an escort would be so dedicated and devoted to the integrity of his job.
"You must be really busy around this time of the year," she said.
"You're right about that."
The couple enjoyed their meal together along with a bottle of wine. They spoke of sports and how they both lived in New York State and how they both loved animals. Dena wondered if he was being honest or just telling her what she wanted to hear as part of his job. Because she knew this was a one-night stand, she reconciled that she didn't care if he was blowing smoke up her skirt, so long as she was having a good time... and she was, so far.
"Tim, I've had a wonderful evening with you so far."
"So have I Dena. Would you like to go to the bar for a nightcap before going to bed?" he asked.
She glanced at her watch and remembered that she had a 10 am speaking engagement and would have to be up early in order to prepare. It was 7:30 pm already. She realized that if she were going to bed this man tonight, she should do it now before it got too late and too expensive as the escort service was charging her by the hour and they had already burned two hours in the restaurant. In an odd way, she felt like Cinderella at the ball and knew, in her case, that at the stroke of midnight, her hooker time would be over.
"Tim, I have a better idea. Let's go up to my room and order cocktails from room service. That way, we can relax and enjoy our drinks in private."
"If you're sure you can afford the time, I would love to."
"Sure, I can afford the time. After all, you only live once, let's go." The pair left the restaurant after Dena insisted on charging the dinner to her room, since she was on an expense account from the event planners. Tim seemed uncomfortable with the arrangement but agreed. Dena thought to herself that she would ask the escort service tomorrow whether or not dinner was supposed to be included in her hourly fee and if so, she would ask for a refund for the bill.
Dena was a nervous wreck for the entire elevator ride up to her hotel room. Should she make the first move or tell him to make the first move? Should she wait to see what he would do on his own since he was the professional or should she just take command and get her money's worth by being candid about her wants and preferences? Her upbringing taught her to wait for the man to make the first move but those old beliefs were crashing headlong into this new world of escorts she found herself in. A world in which she had all the power and didn't need to worry about what the man thought. She wondered if this is how men thought when they were trying to pick up women. As they arrived at her hotel suite on the 12th floor, Dena made her decision. She opened her hotel room door and as soon as the door shut behind them, she leaned in and kissed Tim gently, not wanting to scare him or to insult him for not taking the lead first.
He seemed surprised by her forwardness for a moment but soon got into the swing of things. Before long, the two were enjoying some heavy petting on the bed.
"I could use a drink Tim, how about you?"
"Great idea, let me order for you?"
"While you order, I'm going to go to the bathroom,"
"Ok," Tim picked up the phone, dialed room service and ordered a caviar tray, some strawberries, a bottle of chilled champagne and some flowers to celebrate Valentine's Day, before returning to the bed to wait for Dena who emerged a few moments later.
While they waited for room service, they didn't waste time but instead continued kissing until she came up for air several minutes later and asked, "I'm curious, have you had many women take control sexually with you or do most wait for you to take the lead?"