Sean dialed the number that he had found on the Internet advertising escorts.
"Hello. Tidewater Escorts." Alice said in a mature voice.
"I wanted to inquire as to your services." He said hesitantly. "Do you have escorts that just come to a hotel room?"
"How old are you, young man?" She asked.
"Nineteen almost twenty." Sean answered.
"You don't want a pretty young lady to attend a function with you, or just have dinner? You just want to meet her in a hotel room?" Alice inquired.
"No I mean yes, just a hotel room. Sean answered and added nervously. "And I'm not interested in a young lady. I was thinking someone between forty and fifty."
Alice, the owner of the escort service found this call to be humorous and intriguing. She had received calls from very young men before, but she usually found a reason not to supply an escort. There were exceptions of course, well-to-do college guys referred by their fathers. The fact, that he had asked for a more mature woman made her very curious.
She was the only mature woman at the escort service. All of her employees were under thirty. And she had not worked since she had purchased the service 10 years ago. She had been a much sought-after call girl and she had saved her money. She was now a happily married woman with two children and her husband was aware of her past and aware of the company she ran.
For the first time since she had acquired the company, she was tempted to trust the caller at face value.
"Sean, have you ever used an escort service before?" She asked.
"No ma'am." He answered.
"This escort service supplies escorts for parties, dinners and long and short trips. In your case, it would be for conversation in a hotel room. Our rate for an evening of conversation would be $350. You of course would pay for the hotel room and any refreshments provided, which would be expected. Now, this is important, Sean. Should you make any other arrangements with the lady in question, it would be entirely between you and the lady and in no way would reflect on Tidewater Escorts. Do you understand and is this agreeable to you?"
"Yes ma'am."
"Okay. What is your name? We require a credit card to schedule a meeting. You have any other preferences other than just a mature woman between the ages of forty and fifty?"
"Yes ma'ma on the credit card. And, I don't think so on any other preferences." Sean answered. "She will be pretty?"
"Oh yes! She is quite attractive."
Alice looked up at the tall hotel. She wondered why she was here other than the young man had sparked her curiosity. Maybe, life had gotten to be a bit dull and she was in need of a little excitement. She was greatly intrigued as to the desires of the young man.
She entered the elevator and pushed the button for the 7th floor. She knocked on the door of 7C.
"Sean?" She asked, when Sean opened the door for her.
Sean stood for a long moment studying the nicely dressed 44-year-old woman. He felt weak in the knees.
"Yes ma'ma. Please come in."
"Please, Sean, call me Alice."
As she had in earlier years, she studied the room as she entered, walking into the bathroom and pushing the shower curtain back. Coming back to the bedroom she smiled warmly at the young man standing shyly at the foot the bed.
"I had some ice and drinks delivered by room service. I hope I got something you like?"
"You could fix a Coke." She said, removing her light shawl and placing it and her pocketbook in the chair by the window. She felt no need to keep the 32 auto close at hand. She sat down on the foot of the bed.
"You're a handsome young man, Sean." She said, as she took the glass of Coke from him. She patted the bed next to her. "Sit down right here next to me."
"You're a very beautiful woman." Sean said shyly, wanting to return the compliment.
"Thank you." She said. "Now tell me young man what is it you'd like to talk about."
Sean sat staring at his shoes long moments saying nothing.
"Do you go to the local college?" She asked, taking control of the conversation.
"No. My parents can't afford college." He replied. "I work for a local computer store. I'm really quite good on computers, but to make real money I need to get some sort of diploma. From a business school, I suppose."
"So you can afford an escort?" Alice asked, more for conversation and being concerned about how much to charge this young man for what he really wanted.
"Oh, I hope so. I have been saving for business school." Sean replied.
"Tell me, Sean, have you ever been with a girl.....you know....intimately? Alice confidently asked, making a keen judgment call.
"No." Sean replied, keeping his gaze on his shoes moving them back and forth. "I've only seen naked girls in magazines, a few films and I recently saw........"
"Can you afford $400 for my services? For the service I think you really want? After the conversation? " Alice asked, cutting a usual rate by a third, coming to the point rather quickly.
"Yes! I suppose you want it now?" Sean answered, getting up and reaching for his wallet.
"No no no! Please! Sit back down. There's no hurry." She exclaimed, patting the bed. "You're so cute. It's been so long since I've seen such innocence."
"You don't want to tell me what you....... once saw?"
Sean stared at his shoes.
"It's kind of embarrassing. It was an accident..... for both of us."
Sean hesitantly replied. "I was headed for the bathroom and she was getting clothes from the hamper. We both thought the other had gone. We were totally nude. I had this real hard on from needing to pee. We just stood there staring at each other."
"She? You mean your mom?" Alice asked, as it all began to make sense.
"Yeah. She's been acting weird ever since and I just can't stop thinking about it."
"It? You mean you can't stop thinking about your mom........ sexually?"
"She is very pretty too." Sean replied, without answering the question.
"Where is your dad." Alice inquired.
"He works in China and only comes home for two weeks every three or four months." Sean replied. "Been doing it for about a year, and got 3 years to go."
"So you and your mom stood looking at each other? Then what happened?"
"She said, I think. "I thought you had gone to work", and scooted past me with the clothes." Replied Sean.
"And the subject hasn't been brought up since then? When did this happen?" Alice queried.
"About a month ago."
"Don't be too hard on yourself, Sean." Alice pacified. "It's not all that unusual for a son to think that way about his mother at one point or another in his life. You saw her naked and that just amplifies your thoughts.
"I never thought of her that way before. But since that day she's been different. She's not as modest as she used to be." Sean explained. "She makes breakfast on the weekends wearing a T-shirt over just her panties. She hugs me more than she used to and I swear she's been teasing me."
"Teasing you? How so?"
"She wanted to wrestle one night. We were both in our pajamas. It was quite unsettling." Sean explained.
"Unsettling? You wanted to get away?"
"No! Not at all." Sean explained.
"You wanted to see her naked again? Fuck her maybe?"
Sean turned red and focused on his shoes.
Alice was beginning to have hot flashes from the conversation and she had noticed that Sean pants were bulging at the crotch.
"Would you like to continue talking or would you rather see a naked woman up close. One you can touch." Alice asked seductively.
Without waiting for a verbal answer, as she saw the answer in his face, she stood and began to undo the buttons of her white blouse. Removing the blouse, she reached behind her and undid her bra, discarding it. She moved close and waited for him to reach out. He didn't.
"Don't be timid, Sean, I am here to please."
Sean reached and began to fondle Alice's quite lovely breasts. After a moment or two she placed a hand behind his head and pulled his face closer.
"The nipples, sugar. Women love their nipples sucked. Put your hands on my ass."
Alice normally would never allow any real emotions to surface with a John, but this boy was unusual, he was hungry, and it had been a long time since she had seen such hunger. She began to unbutton his shirt as he hungrily sucked on her nipples, alternately. She pulled him to a standing position, disengaging, to remove his shirt and undershirt. She slowly and seductively unbuckled his pants, released the snap and pushed his pants down. With the palm of her right hand she gently pushed him slightly to a sitting position on the bed again, removed his shoes and pulled his pants off. As he sat watching, she proceeded to remove her skirt, stepping out of it and kicking her shoes against the wall.