The first time I ever masturbated was with my best friend Maddie. At the time I didn't exactly know what we were doing, all I know is that it felt good and I liked it.
Maddie had a vibrating back massager that we would massage each others backs with whenever we spent the night at her house. One night though, we did something different. After massaging Maddie's back she told me it felt really good if you put the massager down by your underwear and told me to try it. I put the massager on top of my pajama pants and like she said it felt really good. It felt like nothing I had every felt before. Before I knew it this tingly sensation was happening. I had no clue what it was but it was the best thing I had ever experienced.
Once I was finished I gave it to Maddie and she used it as well. This happened continuously for the next year. We always alternated and it was always exciting to watch each other cum. In that year we tried a few things including placing the vibrator so we could both enjoy it and humping each other but never did anything much else. I think as we grew up we both realized what we were doing and stopped, but I really enjoyed those times. Sleepovers with Maddie were amazing and taught me a lot. I hope someday we can do something like it again.