I was 18 when this happened. I just started dating Cindy then. I met Cindy when I was 13 and she was 15. She is a really hot girl for a 15 year old - she was 5'6, with 36B breasts, 36-24-32 measurements. At that time, Cindy's Mom and My Dad were known to each other at my dad's previous work place. Cindy's Mom has come to our city for an job interview and stayed with us for 12 days, she brought along Cindy and her brother, Chris. Chris is kind of nerd, he was 9, then. Cindy's dad dropped them and went back to their city for work.
Cindy's Mom, Beth, was seriously preparing for her job interview. She instantly liked me as I was helping her, carrying her food to our (her) guest room, making her bed, helping her with breakfast and so on. I didn't have any intentions than being nice to her because Beth was a beautiful lady. I wasn't much aware of anything in the direction of sex at that time when Beth used to take me into her arms when I went to place food in her room. Now, I come to think of it, I know that she was fulfilling her need to press something against her breasts and ass because, she always used to hug me tight and asked me to place my hands on her ass.
Cindy started to like me as well because her mom used to praise how nice guy I was an so on. Little did I know that Cindy was a sex box in her school. Later when we started dating, she told me that she already fucked 6 guys by that time. She also told me that apart from her dad, there are couple of guys who regularly fuck her mom Beth when Cindy's dad is not home. I realized at this point that to get into anyone's pants in that family, all I need to do is ask :)
Anyway so, Cindy and I started hanging out together while her prepared for interview. Chris, as I mentioned, was happy with comic books and food :) One day, Cindy said let's take an afternoon nap. I said, sure. We went upstairs to my room and cuddled under blanket. Once in blanket, Cindy started kissing me --- it was new to me, but I know what kissing was and was very excited to participate in it. Cindy showed me her breasts, also taught me how to suck them, fondle them. In the 7 days they stayed after that day, I became an expert in handling a lady's breasts.
Cindy left and I am back to school but, used to dream about her. I thought I was in love, I didn't know that Cindy just used me to keep from getting bored. After couple of years i.e. when I was 18, my Dad asked me if I want to go to Cindy's place for summer, I jumped and said sure. Two days later, he dropped me at her place.
I was warmly welcome by Cindy's family. They asked me to share Cindy's room. They kind of trusted me more than their daughter. They kind of knew that Cindy is a naughty and thought that she would be in control with me around. Cindy told me the 1st night that I can fuck her. I was in shock. It was totally new to me... guess what, at 18, you can say I'm a nerd if that's new. Well I knew all the concepts but, I never dated a girl till then because I had to support my family in nights and go to school in day.