I met Vicky in New England, on a work trip. We worked for the same organization in different parts of the country. She was from Southern Illinois, and I was from the Northern New Jersey area. We were at a training session at the facility that housed our International Offices of Education, but for different programs. She was there for a week long class, and mine was running for two weeks.
We came in on the same night, along with about 20 or 30 of our colleagues from around the country. The facility director always took good care of us when there were training sessions at this location, and there were sandwiches and salads, pizza, and two coolers full of beer for us all. On the travel days, they couldn't plan full meals because it was impossible to coordinate when everyone would arrive. Depending on the program, people could be coming in from as far away as Alaska and Hawaii, as well as just about anywhere in Canada.
The location, being in a rural area of Connecticut was about a 3 hour drive for me, so I had arrived that afternoon and made my way to the local Target for snacks and supplies. And then made a stop at a local liquor store for some bourbon for those long, late nights. After returning, I went to hang out with the group of about 10 of us who had gathered in the dining room, grabbing something to eat and having a few beers. The facility was actually an old mansion, well over 100 years old, converted into offices and dorms. It was truly a spectacular piece of architecture, with amazing woodwork and stone all around. There had been an addition for the dorms, and of course the most essential things had been modernized and updated. But the main original residence was for the most part still intact.
The grounds were also pretty spectacular. Probably about 9 or 10 acres at the main site, and another 100 or so across the street for various training programs. At the mansion, there were gentle rolling hills, with enough flat areas for a volleyball court and in-ground pool. A large stone patio was right outside the main living room and dining room area, and there were tables and chairs scattered across it.
She arrived when I was on my third beer. I noticed her immediately, as I was seated in a position to see into the main hallway. She was traveling with a coworker from her location, he was a very overweight young guy. She stood about 5'3", had long blonde hair with a bouncy kind of curl to it, and bright, piercing blue eyes. She looked to be late 30s to mid 40s. She was wearing a hoodie and jeans, and they did nothing to conceal her absolute knockout body. Her very large breasts were clearly evident against her top, her ass was round and firm, and the jeans clung to the muscles in her thick, strong thighs. She was clearly in some killer shape.
About 20 minutes after arriving, when they were both settled in, they came and joined us. After introductions, the conversations all resumed. Over the next hour, I learned quite a bit about her. Some would say she was oversharing a bit, and some would probably be right. I didn't mind though, she seemed like she really was comfortable talking to me, so I let her go.
She was married, her husband was a trucker, they hadn't had sex in years, he had no interest in her that way. I'm certainly not a relationship counselor, but that's as sure of a cry for help as I've ever heard. My altruistic nature took over at that point, and I made a commitment to myself that if there was anything I could do to help her with the no sex thing, I'd willingly take one for the team, so to speak. Purely just out of kindness, of course.
She had gone on to tell me that she had her first child, her daughter, at a very young age. No regrets, of course. And that her daughter had followed suit, also becoming a teen mom. Vicky was a grandmother. A 45 year old (she shared that too), smoking hot grandmother. In other words, the truest definition of a GILF I've ever seen. There was some playful touching from her throughout the conversation, a few questions about my life, and just general good vibes. This was progressing nicely. It had gotten late, and we all had an early start the next day. We all broke off and headed to our rooms to crash for the night. Before we parted she had asked for my cell number, which I happily provided.
Just as I was about to turn off the light, my phone buzzed. I looked, and she had texted me saying how much she enjoyed our conversation, and how she was looking forward to seeing me the next morning. I responded in kind, we said goodnight, and I was out cold in probably the next few seconds.
At breakfast, I was seated with a few of the people in my training program. There was a full time kitchen staff, and food was always prepared fresh for breakfast, lunch, and dinner. Vicky came in fashionably late and ended up joining me just as everyone else was clearing out from the table. Now sat in a quiet corner of the room, we talked a little more. And this is how it went for the next few days. She would seek me out, talk, flirt, send slightly -- though not overtly -- suggestive texts, and we would hang out in a group at night, laughing and drinking.