Well, recently I've been talking with a old high school girlfriend of mine. We didn't talk for years after she graduated. (She has me by one year) but here we are just catching up a little. That is all well and good, but I can't shake some of the memories I have with here, and how I want to revisit and improve on them, with something along the lines of a friends with benefits relationship.
Basically, my junior year we used to take my van out to a local lake, and at first go out and go fishing. During the fishing I found her sitting real close to me, then we would sort of snuggle. Later on it became casting a rod, then sitting there and fooling around a bit, initially just something as simple as her sitting between my legs, and me pulling her shirt up and rubbing her back. Soon we weren't taking fishing poles out, we would just go, and sit for a while, me rubbing her back, sometimes progressing to her stomach. Over time I explored a further and further, without ever meeting and real resistance. On multiple occasions putting my hand down her pants to rub her pussy through her panties, and only once fingering her. She would hardly do anything, but she wouldn't resist, only one time she reached back and grabbed my erect cock, rubbing it just a few times before putting her hand back at her side. I should have right then and there pulled her pants off and pushed in.
She is so petite and cute, I would absolutely love to continue what we started, and in our current situations I think a no strings attached relationship would work best, but I haven't suggested anything like that yet. Quite frankly I don't know how to approach it. Anyhow, there is my confession, replies are welcome!