Our family lived in a rural area north of the small town where we lived. It was only 7 miles north of town but back in the fifties and sixties that was a long way. In those days people tended to spend a lot more time visiting and being friendly with their neighbors, visiting and helping out when help was needed. My mom and dad had a few friends in the area and they were like an extended family to me. Most of the people though were my parents age, like in their mid fifties.There was one couple though who owned a vacation home across the road from us. They were from the big city but came out on weekends and enjoyed the country. They called it a vacation home but it was actually just a getaway for them. Harold and Maggie were their names and they lived there off and on from about 1960 to the mid 80s. Maggie got sick though and passed away and after some time Harold remarried a lady named Gail and the visits continued. They got married around 1965 or thereabouts. Harold and Maggie were a bit older than my parents, both around sixty years old. but Gail was younger when she married Harold and would be in her early forties.
I used to cut their lawn over there in my spare time for them and I'd get paid $2.00 for doing it and sometimes it would be a few weeks before I saw them so once in a while I had to go over and collect $6.00 or $8.00, depending on how long it had been since they last came out from the city. Moving ahead now to late summer of 1970 I was nineteen now and working full time and didn't need the money for lawn cutting but since I had been cutting grass for a few years I just continued it. Gail was always sitting out in the sun getting a tan, wearing a bikini top and shorts. Nothing too revealing but exciting to see for me. Even at that age she looked pretty good. She was about 5' 5" tall with dark brown hair that she wore just above the shoulder and weighed, I'm guessing here, about 125 pounds. She had a very nice body still with a nice, narrow waist and smallish breasts but from what I could see when she was wearing the bikini top, big enough to cause me to dream about them. Like I said, I was nineteen at the time and why I paid her any attention at all I don't know but I did. She was always very nice to me and always liked to talk. Not the talk of an older person to a younger guy but someone who was interested in knowing about them. I guess I liked that because none of mom and dad's other friends were that friendly or inquisitive about me personally, at least not the women.
Harold was kind of a bully and condescending towards Gail at times. He never hit her or anything like that but talked down to her from time to time and embarrassed her in front of us. They stayed married as long as they both lived but they drifted apart and were not that close. After a few years Gail seemed to drink more than she did before. It was always a social drink now and then but by this time she would be visibly tipsy at times during their visits to the country. Still she always talked to me but now she would come over and talk and not wait for me to go over there. I tended not to go over unless Harold owed me money or he wanted me to do some work for him on the property. Over the years Harold started treating us country folk more like peons who served the mighty city folk rather than friends. Gail was always pleasant and I think she used her visits to the country and to me to escape Harold, even if only for an hour or two.
So I started to think it was pretty nice, this woman who was around twenty-five years older than me wanting to spend time with me and I began to look forward to when they would visit. She never failed me and at least once per weekend on their visits she would come over and we would sit and talk. She was always dressed impeccably too. I loved how she wore white, silky tops that she would leave unbuttoned slightly lower than she might have had to. Pretty sheer stuff and if it weren't for her bra a person could have seen through them and seen her tits. Most times her talks with me involved her complaining about Harold and how he wasn't the same person any more. On more than one occasion too she was more than a little drunk but always able to make her way over and back home. When we weren't talking about her husband she would ask me about how I was doing and things I liked and what I was into in those days. It was nice.
A few times when she came over I was home alone. Mom and dad might have been in town shopping or whatever and my brother out for some reason or another, and I particularly looked forward to those visits from her because it was just the two of us visiting. I was starting to get more of an interest in her sexually as well and would wonder what it would be like with her. Up to this point in life I had only a couple experiences with sex so I was by no means an expert in seduction. One or more times she would get so upset with something that Harold had done or said that she would cry a little and it was with her that I first learned that a woman in that frame of mind could use a hug. We hugged a few times during our visits as she regained herself. I did enjoy her company and being so close to her.
I remember one time when she came over and I was alone. It was a Sunday afternoon and Harold and her had just arrived and I saw them go in their driveway. I was sitting out by the side of the house in the shade. They must have been arguing in the car because Gail came over within a half hour. Of course she had been drinking again. You know I think Harold was on her about her drinking more than anything and she just drank more when he confronted her about it. She was upset at Harold too because she said he was returning to the city right away because he had forgotten some tools he needed later in the week as they were going to be staying for the week this time. She said he would be back sometime Wednesday though. Why the extra days was really bothering her. She felt he was dumping her to get away from her and was using the tools as an excuse. She did say that it would be good for a break for a day or two though.
We sat in the shade and talked and she asked me what kind of music I liked. I told her that she had probably never heard of the things I listened to at the time. Jethro Tull, Grateful Dead, Neil Young. She wanted to know what they were like and wanted me to play her some songs so I told her to sit by my bedroom window and I would put some on. My record player was in my bedroom. She said she would just come in with me so in we went and I found a record to put on. She sat on the side of my bed and we listened and she had her eyes closed and was swaying to the music, which she said she liked. We both heard Harold honk as he was leaving for the city. He very rarely came over and when he did it was to borrow a tool or something so his honking wasn't unusual.
She started talking about what Harold had done this last drive out and what he had been saying to her and she started to cry again and I sat beside her and put my arm around her shoulder and she placed her head on my shoulder. Okay, this was going really well when I think back about it but to a guy around 19 who has had only limited sexual experience with anyone, let alone a sexy older woman like this it was overload! Oh, everything was working perfectly. My cock was rock hard and we were sitting on my bed and I had a pretty unobstructed view down her top as she had her buttons undone more than she should have, but there was uncertainty as to what would happen if I put my other arm around her and pulled her down to lay beside me. I froze I guess and just cuddled her in my one arm while she cried with her face next to my cheek. Then she did it, she kissed me. Not rough or forceful but a nice meeting of the lips, soft and sensuous, and then I took her in my arms and held her tight. I think that's what did it. She felt for my cock and when she felt how hard I was she said she knew what I wanted but she wasn't for that, or at least not right now. So all I got was a kiss and she brushed my hard cock through my pants and told me that someday she might be ready for the next thing, but not that day, or at least at that moment. She also didn't want to risk any discovery of the two of us doing anything hard to explain. So we listened to a few more songs and she said she should get back across the street. As she left though she asked if I could come over later, sometime after dinner so we could continue our chat. I told her it would be hard to come over that afternoon but tomorrow I could as I was going to be alone again that evening. I said I could come over earlier if I didn't have to work but she said that the evening would be fine. My parents and brother bowled three nights a week so I knew they would be out in the evening for three hours or more so I said I could come over after 6:00 PM and she said she would look forward to it.
It was a hard day at work knowing that I had an invitation to visit Gail. I got home and showered and then we had dinner and then the rest of the family headed to town for their bowling. Shortly after 6:00 I went over to her place not expecting much more than some more conversation but when I knocked on her door she came and greeted me with a hug and invited me in. She was wearing only a thin robe, or at least that's what I thought. It wasn't the soft, plush ones that one would think of as being warm on a cool evening but thin and more of just a cover than anything. It was white and wrapped around her and was open almost down to the tie belt above her waist. No visible indication of breasts except for her erect nipples poking at the thin material but not much restricting further exploration if that was to be. Yes, Hard again! Actually, hard from the moment I was walking down her long driveway.
Their cabin was small. It comprised a kitchen and eating area on one side with a kitchen door to the small patio on the side of the house. There was a living room of sorts on the other. with a small mudroom at the front door connecting to both the kitchen and living room plus two bedrooms at the back of the house. The main bedroom had a small bathroom attached and the second bedroom was more of an after thought and was very tiny. Gail invited me to the living room area and we sat down on the sofa to talk.
