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My parents used to send us kids to Grandma’s and Grandpa’s during the summer. I used to think it was because it was fun for us, but now I suspect, it was to get a break from us! One year, when I was 14, we couldn’t go to Grandma’s and Grandpa’s so we split up; my sisters going to one Aunt & Uncle and I going to Aunt Keri’s. Aunt Keri was 31 the summer I went to stay with her and was a widow who lived alone. She was very pretty and I was totally enamoured by her. We […]
I was 17 years old when I visited my Aunt, an old friend of my mom. I was supposed to stay with her for two weeks and I was really thrilled. She was then in her 40’s and I had a crush in her, because she was gorgeous. She was always clad in an about knee length skirt, beige colored stockings or pantyhose and high heeled pumps. She was really sexy. She met me at the train station and when I saw her my heart almost stopped. She was wearing a tight gray over the knee length skirt and high […]
This happened about twenty years ago when I was in college. I was having stomach problems and the doctor suggested that I get a procto exam to see what was wrong. So I made the appointment and arrived at another part of the clinic to have the exam done. The head nurse called my name and assured me into her office for an exam before the procedure. First she took a medical history and she found out that I had a appendix operation and a hernia operation. Then she wanted to see the scars from the operations. So I unbuckled […]
I was raised by a single, working Mother and it was Summertime, 1962 in Northern Indiana. She felt there should be someone taking care of the house while she was working. The 18 year old she selected was a neighbor’s daughter. As I recall, she was not particularly good looking, but had a very supple and mature well developed body. Her name was Sheri. I had already begun to masturbate, usually with a nice pair of nylon briefs. The first couple of weeks with Sheri were uneventful. But, in the third week some unusual things began to happen. Remember, this […]
When I was thirteen my dad had to work abroad for six months, mum went with him, and I went to stay with a family friend so I could continue at school. Sheila was about forty, slim, blonde and quite attractive. She was divorced and had a daughter Karen who was coming up to her seventeenth birthday. Karen was a bit overweight and plain looking so she was not someone I lusted after despite my growing interest in girls. She was also a quiet girl and with the age difference, which seemed a lot at that time, I didn’t have […]
You might have thought my job teaching English at a boy’s boarding school was rather boring and tedious. Especially for a woman of my obvious talent and ability. That’s exactly what I thought when I started. It was my first teaching job out of college, and the only one I could get due to the pitiful job market. I had to work very hard to get it, though, and I wanted to make the most of it. But yes, it certainly was boring. In order to make it more interesting, I started wearing shorter skirts, higher heels, […]
Squirting With Grandma When I was 18, my parents had me stay with my grandmother for a month one summer. She lived alone in a small house on the poor side of town. I was there to repaint the house, which needed a lot of work. It was a particularly hot and humid July when I temporarily moved in with my grandma for a month to repaint her house. My home was three hours away so my parents thought it would be best for me to stay there until I finished the job. The house was small, two bedrooms, and […]
It was with some misgivings that I agreed to look after my young nephew while his parents were away for two months one summer. I’ve never been that fond of kids – certainly not enough to want any of my own – and wondered how on earth I could entertain a 15-year-old whose main and perhaps only interest seemed to be football. He wasn’t a bad kid, though: not rebellious and with no repellent personal hygiene habits that I knew of. In the event he struck up with some of the village kids and they spent most of the fine […]
The summer I was 13 was a bad one for me in many ways, since my parents were in the midst of a divorce. The tension and fighting was unbearable, and on several occasions I ended up spending several days and nights at my Aunt JoAnn’s house. (She is my mom’s sister.) It was a relief because I could get away from all the crap going on at home. Aunt JoAnn was great. It was like an oasis. She had a beautiful house on about five acres, with a beautiful swimming pool and tons of woods and stuff to explore […]
The category says stories, but this stuff went down. I was about 15 or 16, and was really close to my cousins, like brothers. I would stay with them for a month at a time. My uncle was constantly traveling for business, and I just tried to live like they lived, which was not as strict of a house that I lived in. There was a boys-will-be-boys mentality at my Aunt’s, and that was cool with me. When we hung around at the house, we could just chill in our boxers, and we were innocent and did not really think […]
When I was about 14, living in my childhood neighborhood, would steal my neighbors bras and panties from her dresser and her hamper. Her name was Shelly, she was a very nice looking lady, about 35 yo. She was married with two kids and they would never lock their door when they would go out. I had went to her house a couple of time and stolen many of her bras and panties. I don’t know if she noticed but I bet I had about 6 bras and 6 panties. One day in the middle of summer I was watching […]
I discovered masturbation as a child perhaps even before kindergarten. I knew it felt good touching my penis and discovered how to rub it against the mattress to make it feel good. I even started having sexual fantasies to go along with my masturbation sessions. Mostly these involved girls in my class. They would capture me, tie me up take off my clothes (somehow they managed to get me completely naked in spite of my being tied up) and play with my penis. I really didn’t know why they would want to do it, and how they would know how […]