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EROTIC COUPLINGS

Vicy the Gilf

Vicy the Gilf

by Coffee_is_not_optional
14 min read
4.33 (16700 views)
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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.

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It was the fourth day where everything changed. It was fall, of course simply stunning in New England. The weather was pretty chilly that night, and we found ourselves alone out on the patio after everyone had gone off to bed, finishing our drinks. We were seated at the corner of the table and I felt her leg come into obvious contact with mine. She was looking into my eyes as it did. I said out loud,

"Well, either this is about to turn into a fantastic night, or I'm about to make a huge fool of myself."

"How so?" she asked. And with that, I leaned in and kissed her. It got hot instantly, as she started kissing me back with a passionate aggression. Spoiler alert, it turned into a fantastic night. She clearly wanted this. My hands found her tits over her hoodie. They felt so full and firm, I was hard just from touching them. She got up to try to get into my lap, but I also got up and pushed her back until she was up against a wall. We kissed more, our tongues dueling for supremacy. I broke it off for a moment, but only to grab the bottom of her hoodie and to push it, along with her bra, up to her shoulders. Her tits bounced out and jiggled twice before coming to a rest.

They sat high and proud, at least a D cup with barely even a hint of sag. Dark nipples, sticking out like hard points in the cold night air. She arched her back a bit, making them stick out even further.

"Wow," I said, while staring. "Those are magnificent!" And I meant it, they truly were. I took her arms and raised them above her head, grabbing both her wrists with my left hand and pinning them. Then I started grabbing and squeezing her breasts with my right hand, pinching and tugging on her nipples as I did. She was panting and moaning, squirming around against me. Then I leaned down and started sucking her nipples, getting each one good and wet before I would switch to the other one, leaving her exposed to the cold air like that.

I forced my right thigh between her legs at that point. I say forced, but I barely had to move and her legs instantly spread and then wrapped around mine. She started furiously humping my thigh as I worked her nipples. I let go of her wrists, and she pulled me up from her tits to kiss me while she worked her hips up and down on me. This went on for a few minutes before we both broke away, breathing very heavily and flustered. She got her clothes back in place, and I adjusted myself in my pants.

I offered for her to come up to my room so we could finish what we had started. She was uncomfortable with that, given that the walls in the addition were really thin, and you could pretty much hear everything in the hallways. It was disappointing, but made sense. She started to seem like she was having some regrets about letting things go as far as they had. Although it wouldn't be the first time she had gone outside her marriage, something she also confided in me, she wasn't sure about doing it again. I took it in stride when she told me we had to stop this.

I didn't press the issue at all, never tried to tell her that she had started it, or any other stupid thing to try to make her change her mind. I wanted her desperately in that moment, but I don't ever want to be the cause of regret. So I told her that I understood, and would back off. I also made it clear that's not what I wanted, but from here forward if anything was going to happen, she would need to let me know. We headed back inside, parted ways and went to bed.

The next day, I kept my word. At breakfast, she was already seated with some people when I came in. I saw her, said good morning to her and everyone, then sat and ate with a different group of people on the other side of the room. I wasn't being rude or mean, or childish. I wasn't being unfriendly at all. She asked for space, and I was giving it to her. There was no change in my demeanor towards her. I was simply not spending near as much time with her.

It went the same way at lunch, and in group conversations on breaks during the day. Then, around 4 that afternoon, before our classes were done I got a text. It read:

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I'm letting you know, something's going to happen. I want you so bad! I want you inside me. Please say yes!

Of course I'm sure that my choice of response was obvious. I found a local motel and made a reservation for that night. After a brief exchange, we decided we would wait until after dinner, then discretely go off and do our thing. That worked for me. So I got back, jumped in a shower, then found a group of people outside on the patio with the cooler. It would be another 20 minutes before dinner, so I sat and had a beer with them. Vicky found her way outside and sat opposite me. I got up and grabbed a round for her and two others who were empty, and we all talked until it was time to eat. I still sat away from her at dinner, in the interest of discretion.

The plan was when we we were finished, I was going to head out to my car and come around in front of the facility where she would come out and jump in. That was it, the whole plan, start to finish. Once she was in, I took off and headed for the motel. When we got there, she was surprised. I hadn't told her I booked it, I didn't see how it would matter. When I asked why she was surprised, she told me that in her mind, this was going to be a quick fuck in the backseat. I told her there was no way I was going to waste an opportunity with her like that. I wanted to enjoy her fully. She actually blushed a bit when I said that.

Once checked in and in the room, there was no more hesitation from either of us. We were kissing furiously, she had my shirt off and I had her completely naked in minutes. If I thought her tits were magnificent, completely naked she was stunning. I pushed her back on the bed and got on as well, crawling up between her legs. I kissed my way up, from her calves, to her knees, to her thighs, until I got to her freshly shaved pussy. I spent the next five minutes devouring her, getting her off four times before I stopped. Each time was more intense than the one prior, with her hips bucking, her moaning and screaming by the end.

I got up and stripped off the rest of my clothes. She started to position herself up a little higher on the bed. I grabbed her left ankle and yanked her down to the edge, with her letting out a gasp of surprise as I did. As soon as she was there, I thrust all the way into her in one stroke. She wasn't prepared for my girth, and cried out a little. But I never stopped, I was fucking her hard right from the start. It only took two strokes before she was responding quite positively to it. She had another powerful orgasm in that position before I started pushing her back on the bed further so I could get on as well.

I got her legs over my shoulders and picked right back up where we had left off. Her pussy felt incredible, her tits were bouncing lewdly, she was moaning my name as I gave her two more orgasms. It was all I could take, and I buried myself all the way in her as I blew my load deep in her pussy. Three really hard pulses before 5 more much smaller ones. It was a lot of cum. We stayed like that for a minute catching our breath, until I pulled out with some reluctance and fell over next to her. She quickly curled up into my arms with her head on my chest. I wrapped my arms around her and held her close. We both agreed that was an amazing time.

We came back to our senses, and got into the shower together. There was a lot of touching and kissing, I fingered her to another orgasm. We dried off and got back on the bed. We were making out, with her stroking my cock back to life. When I was hard, she mounted me, riding me hard. She was an absolutely amazing fuck! Her pussy was like a velvet vise, her thighs were taut with muscle, her ass was like a rock in my hands, stamina for days. At points her hips were a blur as she fucked me for all she was worth. She had another orgasm that way before I shot my second load in her. We fell asleep after that for about an hour, and left to go back to the facility after we woke up.

That was the last time we were together on that trip. After we went our separate ways, we kept in touch for another year. About once a week we would call each other late at night and have some amazing phone sex. She always sounded so sexy when she was cumming, and it would always draw large loads out of me hearing her tell me how hot she got thinking about how I made her feel when I fucked her.

We lost touch after that. A few years later, word got around that she was sleeping with a few higher ups in our organization, and was moved into different positions where we wouldn't likely cross paths again. Not because of anything that happened between us, I always kept her secret. And at the time we hooked up, we were equals in the organization. But that's just how it worked out.

That all happened about 15 years ago as of writing this, and it's still one of the memories that gets me hard to this day. I will never forget and will always be grateful for the good time I had with that 45 year old smoking hot GILF.

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