I am not a writer (as you will obviously see), but I thought readers here might enjoy the relating of sexual experiences I have enjoyed through the years. You never know where a new set of circumstances will lead.
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Air travel is so hectic these days, with all the security and long lines, that I was happy to have been upgraded to first class. I was even able to snag a Diet Coke while the other passengers were boarding. The flight was full, and the remaining passengers were boarding when a quite attractive lady in business attire stopped my seat.
"Excuse me, I believe I am beside you in 2-A" she said pleasantly with a very nice smile. And I was quite happy to be seated next to this lady for the next 3-1/2 hours, rather than some overweight guy in shorts and a tank top.
I stood and stepped aside to let her in to her seat.
"Hi, I'm Matt", I said to her once we were situated.
"Hi Matt, I'm Sandy" she said as she asked the flight attendant for a glass of wine.
We chatted prior to takeoff about our destination, San Francisco, whether we had been there before, favorite restaurants and such. Checking her phone before departure, she had a text message from someone, which caused her to tear up, saying "damn you" under her breath.
"Is something wrong?" I asked.
"My husband canceled a doctor appointment that I had really wanted him to go to."
"I'm sorry. I hope he is okay" I said.
She looked at me, somewhat embarrassed, saying "he's okay, just one of those personal things with us."
I left it at that.
Finally in the air, Sandy hooked a set of earphones to her phone, listening to some music. Usually flying etiquette indicates that the person is not interested in further conversation.
Sandy dozed off quickly, and I took to opportunity to take a closer look at her. About 40 years old, she obviously kept in good physical condition. Her black skirt had ridden up her thighs somewhat, and by the look of her legs she was probably a dedicated runner. The white silk blouse clung to what appeared to be nice breasts, and was sheer enough to show a lacy bra underneath. And the top button allowed a hint of cleavage to show. Her blonde hair was cut just above her shoulders, framing a cute face. And she was quite petite, probably just over 5' tall, and not much more than 100 pounds. If I could describe my perfect women, at least from a physical standpoint, she was sitting beside me. I had to envision taking a cold shower to keep from embarrassing myself...
...
Fast forward to the next morning.
I was seated in the front row for the seminar - I've always thought if you are going to go to the trouble and expense of going to one of these things, at least sit up front and make the most of it.
Opening my brochure, I was surprised to find out that one of the speakers would me Sandy McConnell, my seatmate from the flight. Sandy was not scheduled to speak until the afternoon of the second day. Reading her biography, I re-read it a couple of times, as something did not add up. Based on the dates of her various degrees, it appeared this very attractive lady was more like 60 years old, not 40 as I had originally guessed. Quite the surprise!
The rest of the day passed pleasantly, and the seminar had been quite productive. Back in my hotel room, I decided change and head to the workout room, as I was tired of sitting in a chair all day. Fortunately the hotel had an excellent exercise facility, with several machines. I grabbed the first running machine I came to and started my workout, before noticing a quite attractive butt on the machine in front of me. No doubt staring, I finally raised my eyes to the mirror, and was surprised to see Sandy smiling back at me. I waved, said hello and continued my workout, somewhat embarrassed.
The pool looked inviting, so I decided to swim several laps to cool down, and by the time I finished Sandy had left. Honestly, I was disappointed, hoping to at least chat with her.
...
Walking into the hotel lounge, I decided the atmosphere was nice, the music was quiet and found I could order from a limited menu and eat at the bar. Sounded like the great place for me. Within two minutes after I sat down, Sandy walked in. Wearing a sleeveless black dress, she looked like she would fit in at the theater or at a cocktail party. I waved her over, and within a short time we had each ordered a light dinner.
We chatted for a couple of hours, and I finally resolved the dumb question I had - how old was she? As it turned out, my math was correct, and she had just turned 62. Fortunately she did not think me to be rude, and laughed, just saying that good genes and a healthy lifestyle tended to help. I complimented her one more time then let the subject drop.
Back upstairs, I was surprised to find our rooms were next to one another. We said goodnight, then hesitating she looked at me shyly and asked if I cared to come in for a drink.
"Absolutely I would", I replied.
And that is how I ended up in the hotel room of this beautiful lady.
...
"So Matt, tell me more about yourself."
"Nothing too exciting. Played football in college, tore up a knee and had two surgeries, which kept me out of the pros. Graduated and started a small business. Just turned 28 years old, so I'm doing okay."