First Explorations

I was in high school the first time I really began to get into serious making out, petting, whatever you like to call it. He was the first boy to get beyond basic hugging and kissing with me. I was his first, too, for that matter. So, we went slowly, which was actually good. We were both 16 when we met in our English class at school and we managed to become attracted to each other. He later admitted to me that while I was developing a crush on him, he was crushing on me. My girl friends said that we were just a 'cute couple' even before we started dating. It took him a year before he actually asked me for a date. By then I was sure that he would never ask me and I was agonizing over how a girl could ask a guy out. It was harder then than it is now, you know. My daughter had no problem asking her first crush for a date and I guess that's the way things are now, but not when I was a teen. Anyway, our first date was a movie and the most daring thing we did was hold hands on the arm rest and we shared a quick, embarrassed kiss when he brought me home by 10:00 as my father had demanded. I was pretty excited, though. He was a perfect gentleman and I wanted to share more time with him. We pretty much became a regular thing and neither of us dated others while we were together. It wasn't anything formal, I just didn't have any interest in other boys and he didn't seem to be interested in other girls. We did manage to find time to make out and we advanced to some serious petting within a few months. I loved how his hands felt as they gently cradled my breasts and played with my nipples and I was very interested in the hard bulge in his jeans that I felt against me when we hugged and kissed. I wanted to badly to open his pants and to see what he had. I wasn't sure what to do beyond that, but I was very curious and hoped he'd take the initiative. I was scared to, of course, and so was he. After talking it over with my best friend, I took matters into my own hands and began to touch his thighs near his bulge. He obviously liked this a lot and he began to touch my thighs, too. First, outside my clothing and later under my skirt or dress until we were touching each other very lovingly and intimately through our underwear. I found that he really liked being stroked along the length of his hard cock, especially just behind the tip (thanks, again, to my bestie for that tip!). He had no clue, however, about how to touch a girl. Our make out sessions became mutual masturbation sessions and we came prepared with tissues and I even kept a spare pair of panties in my purse in case I needed it. I was very very wet during these sessions. After about a month of fumbling, I figured that my boyfriend didn't really understand how to touch a girl and probably didn't have a guy friend to help teach him. Girls are so much better at talking through problems and solving them together. So, I had to take matters into my own hands again. At our next date, I made sure to wear a skirt that gave me lots of freedom of movement. I also did the boldest thing I've ever done. I didn't wear panties. I left that as a surprise when we found our usual parking/make out place and began to enjoy each other. I got his jeans unzipped and was touching him when his hand found its way under my skirt to find my big surprise. He was shocked and very turned on by what he found. I could tell as I had his cock in my hand at the time. He began to rub me when I gave him a kiss and pulled away for a moment. "I want to show you all about girls." He was a little embarrassed, but I just smiled and kissed him again and I gave him an anatomy lesson and gave him his first lesson on how to make a girl feel good. By the end of the lesson, he was a 'B' student and understood where to touch, how to rub and what not to do to make me feel good. He gave me two very nice orgasms and I caused him to shoot a very nice load, some of which landed on my legs and even onto my skirt. That was a real turning point in our relationship and our sex lives. All of our subsequent dates were very satisfying for both of us until he began to push for intercourse. I wasn't ready yet, neither in terms of birth control nor in my readiness to give up my virginity before marriage. Our relationship soured after that and he began to date a girl who had a reputation for being easier than me. It was a good thing, though. In our year together we learned lots about how to make our partners happy and I got some experiences that I still remember and use for fantasy material when my husband isn't available for fun and games.