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My Family
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Straight Female / 27
No Reason To Stop
When I was a teenager i was rather unattractive. Tall, very thin, my breasts did start growing until high school, and I wore braces. Boys made fun of me and girls didn’t like me. I had one friend, Sharon, who was overweight and as unpopular as I was. We were best friends and I practically lived at her house. She has a brother a year older who I secretly had a huge crush on, but he had no interest in me. Her parents were awesome, always welcomed me to their home and treated me like family.
Our sophomore year Sharon slimmed way down and all the sudden guys were crazy about her. We still spent time together, but only when she didn’t have a date so we drifted apart some. Her mother passed away suddenly mid year of 10th grade. It was tough on all of them, especially Sharon and her dad Mike. The few times I saw him for the next several months he had gone from being outgoing and happy to quiet and depressed.
Finally, as we entered our junior year of school I got my braces off. My boobs actually started growing and I had the beginnings of female curves…though I was still skinny. None of the boys I liked were interested in me so I just didn’t date. Sharon and I hadn’t hung out in a long time but she invited me to a party at her house midway through our senior year. I went, excited to know her brother was home from college for the weekend. I was no longer the ugly, skinny, flat chested girl and guys actually asked me out. My boobs were now a solid C cup and exercising and playing on the volleyball team definitely helped my figure. But, I still remembered the boys who now wanted to date me making fun of me and calling me ugly so I refused all of their advances.
Sharon and I had a great time at her party and she invited me to stay the night the next day, Saturday. I agreed and met went to her house around 5:00. When I got there she was acting strange. A guy she had been dying to go out with had just invited her to dinner. She apologized and said I could wait there that she’d be home by around 9:00. She finally convinced me to stay and she left on her date around 7:00. Sadly, her brother wasn’t home so I was there by myself watching tv when Mike got home.
I explained why I was there and he said he was glad I was so he’d have someone to talk to. Mike is a handsome man, at the time in his late 40s, about 6’3” or so. He seemed to be in a much better emotional state and we sipped some wine and talked paying little attention to the tv. He told me I had become a very beautiful young woman, and said he always knew I would. One thing led to another and we wound up in his bed. I wasn’t a virgin, I’d had sex twice before a couple of years back just to lose my virginity. But I felt like a virgin when he entered me. Being stretched like that was painful for a bit. But soon it felt amazing and I ended up having my first orgasm NOT from masturbation.
After that, we met a few times a week for sex, continuing for over 2 years. I went to an out of town university for my junior and senior years of college, but we still fucked every time I came home. Strangely, I started dating Sharon’s brother Dave. Even when we dated Mike and I still found time to hook up. I’m now married to Dave and still the best sex I ever have is with his father. We don’t get together as often, maybe once every few weeks, but it’s always heaven when we do!
Our sophomore year Sharon slimmed way down and all the sudden guys were crazy about her. We still spent time together, but only when she didn’t have a date so we drifted apart some. Her mother passed away suddenly mid year of 10th grade. It was tough on all of them, especially Sharon and her dad Mike. The few times I saw him for the next several months he had gone from being outgoing and happy to quiet and depressed.
Finally, as we entered our junior year of school I got my braces off. My boobs actually started growing and I had the beginnings of female curves…though I was still skinny. None of the boys I liked were interested in me so I just didn’t date. Sharon and I hadn’t hung out in a long time but she invited me to a party at her house midway through our senior year. I went, excited to know her brother was home from college for the weekend. I was no longer the ugly, skinny, flat chested girl and guys actually asked me out. My boobs were now a solid C cup and exercising and playing on the volleyball team definitely helped my figure. But, I still remembered the boys who now wanted to date me making fun of me and calling me ugly so I refused all of their advances.
Sharon and I had a great time at her party and she invited me to stay the night the next day, Saturday. I agreed and met went to her house around 5:00. When I got there she was acting strange. A guy she had been dying to go out with had just invited her to dinner. She apologized and said I could wait there that she’d be home by around 9:00. She finally convinced me to stay and she left on her date around 7:00. Sadly, her brother wasn’t home so I was there by myself watching tv when Mike got home.
I explained why I was there and he said he was glad I was so he’d have someone to talk to. Mike is a handsome man, at the time in his late 40s, about 6’3” or so. He seemed to be in a much better emotional state and we sipped some wine and talked paying little attention to the tv. He told me I had become a very beautiful young woman, and said he always knew I would. One thing led to another and we wound up in his bed. I wasn’t a virgin, I’d had sex twice before a couple of years back just to lose my virginity. But I felt like a virgin when he entered me. Being stretched like that was painful for a bit. But soon it felt amazing and I ended up having my first orgasm NOT from masturbation.
After that, we met a few times a week for sex, continuing for over 2 years. I went to an out of town university for my junior and senior years of college, but we still fucked every time I came home. Strangely, I started dating Sharon’s brother Dave. Even when we dated Mike and I still found time to hook up. I’m now married to Dave and still the best sex I ever have is with his father. We don’t get together as often, maybe once every few weeks, but it’s always heaven when we do!
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