I'm a dirty old married man, in my early sixties. I admit, I have been cheating since shortly after I got married, normally when I have been traveling. Not constantly, as there have been sometimes as much as ten years between me meeting up with another woman. Then I would meet up with maybe a half dozen women over a three to five year period.
About a year ago, I met online a beautiful, wide eyed brunette who lives in the city that I travel for consulting work about three to six times a year. Her name is Anne. She is rather straight-forward, saying she is looking for a hookup because she loves sex and she wants to achieve great orgasms. I really like women who know what they want, and that is exactly the kind of woman I like.
Anne and I continued to chat over the next couple months, and we both began to anticipate meeting when I am next in her city.
Well I am about 5-10, 210 pounds, somewhat good looking, retired military. Anne appears from her pictures to be about 5-2 with large breasts, a cute butt, sexy legs. She has shared videos of her oral talents, one with another guy and many with several of her favorite dildos. She likes to be on top too, and loves anal. She is between 25 and 35 years old, and runs half marathons every couple of months.
In September, a last minute opportunity to do some consulting allowed me to overnight in the city and then fly out the next morning to the organization's town. I found out about this about ten days before I would go. So during those ten days, I contacted Anne and she agreed to meet me at my hotel after I arrived.
I've arranged to fly in mid-day on Sunday, and I will not have to meet with my client I am consulting with until 11 am on Monday, in the hotel I will be staying at. As the plane lands, I turn my cell phone off airplane mode and text Anne that I have arrived at her airport. I get off the plane, and walk to the ground transportation area to catch a cab to my hotel.
In about an hour, I have checked into my room and texted Anne my room number. Since both of us have dealt with no-shows for hookups before, Anne wanted to make sure I was for real or did not chicken out.
She called my room, and I answered. We talked for a few minutes. She would arrive at the hotel in less than an hour.
I decide to shave and take a shower, given the smokers I sat near on the plane. I'm clean shaven, but I did this so that my chin and face would be as smooth as possible when I get between Anne's lovely legs.
Anne and I decided to first meet downstairs in the hotel lobby, then go over to the nice Italian restaurant in the hotel to get really acquainted. After dinner, if we both want to, we would go up to my room.
I sat in the large hotel lobby, facing the entrance way so I would see Anne walk in. Yes, I admitted I was a little nervous, partly because maybe she would not appear, partly because I was so attracted to her mind and body. I sat there with my phone in hand, just in case she sends me a text saying she is not coming.
I waited patiently, and then she steps into the hotel wearing a cute blue skirt with a rose colored blouse that accented her breasts. Her skirt stopped about eight inches above her knees. She wore short heeled shoes, and I could see a runner's well developed ankles. I was getting hard sitting there before I started to get up from my seat.
Anne looked around, and quickly spotted me starting to stand and walk to her. I said, "Anne."
She called me "George."
I reached for her right hand, as if to shake it, but she quickly just hugged me and I hugged her back, tightly.
I noticed a couple standing nearby, both looking at us, maybe wondering about an old man meeting up with an attractive younger woman, so I winged it by saying loudly, "It's been a long-time since I've seen my favorite niece, how's your mom and dad doing?"
Anne immediately looked at me, a bit puzzled, but I have found she has a quick wit and is a really intelligent woman, she quickly replied, "Well mom's still mad at you for drinking all her good wine at Christmas and your brother, my father, said to make sure you buy me dinner."
I replied, "Well they have a lovely Italian place here, so let's go over there, my treat."
We both laughed, I glanced over at the couple as I crooked my elbow and offered it to Anne in order to escort her to the restaurant. The nosy couple quickly turned away.
"What was that about?" Anne asked as we walked through the lobby.
"Just someone watching us, maybe wondering why a young beautiful young woman was meeting with an ugly old man like myself."
We walked through the door of the restaurant and the woman took us to a table in one corner of the room, one that typically seated four, with a cushioned bench and two chairs. Anne sat down on the bench, and I sat next to her on her left, and we could both look out on the other tables.
We were given those big fancy restaurant menus, and Anne ordered a glass of white wine while I asked for a diet Coke. While we were looking at the menu, my hand reached over and touched her knee. Surprisingly, I felt that I might give her a static shock, because the restaurant's carpet was rather thick.
Anne smiled and breathed a little moan.
As expected, we both were not very hungry and could not decide on any of the entrees. Since it was nearing two o'clock, I suggested we could have an appetizer now and could either come down later or order room service in three or four hours.
Anne took me up on that idea, and she choose a chicken quesadilla dish.
I laughed, and told Anne that I loved Mexican food.
I massaged her lower thigh for a few minutes, then moved my hand to her shoulder and down her left arm. Slowly. Moving back up to her shoulder, I rubbed her neck, and then massaged the back of her scalp. Her hair felt so silky.
I looked around the restaurant, and there were not that many people sitting at the tables. I did notice one older couple looking at us, though not the two from the hotel lobby. The woman appeared to be particularly looking our way more often than her male companion.
