First Orgasm Playing
When I was 9 I started playing "doctor" with my cousin who was my age. We would take turns looking at each other's crotches and organs and then the doctor would tell the patient to drink something or eat some candy and they'd be better. Occasionally I would get a boner when she looked at me and she found that interesting but we didn't do anything more about it.
This gradually evolved into "family" where I would get on top of her and pretend to fuck her, and we'd talk about having a baby and then have one (a doll) and take care of it, then make another one and so on. Sometimes when we did this she would be on her stomach and I would be on top of her back, and eventually found that rubbing my hardon against or into her butt crack felt good. She also liked it when I touched her butt with my hands. I knew from pictures already that men could have sex with women from behind, including in their ass, but doing that never cross my mind, it was just fun to rub around in her crack and pretend, so that became our preferred way to "make a baby."
We only did this every few months, usually when of our sets of parents were gone and we knew we wouldn't be disturbed. We didn't always do sex play, in fact it was rare that we were both in the mood since it really wasn't driven by sexual desire, just fun and curiosity, and of course a sense of getting away with something we knew wasn't allowed. We did lots of other games together, both inside and outside and some with other friends and family, so this was just one little extra thing on the side, not the main part of our relationship. But when we did our sex play, we gave each other special first names for this so we'd know what was going on; I was "Charles" and she was "Annie."
One day shortly before my 13th birthday I went over to watch TV with her when her parents were gone and after one show she went to the bathroom and came back naked, lying on the floor facing the tv and addressing me as "Charles." I dutifully sat on the back of her legs and massaged her butt the way she liked while starting to rub my woody pole into her butt crack. It felt really good and I used my thumbs to keep some pressure on the top so I didn't slip out between her cheeks, pressing them together with the rest of my hands. I told "Annie" that I enjoyed making babies with her, and I really did, it was feeling better than ever before, though also a little weird in a way I couldn't describe to myself or her. What I knew more than anything else is that I wanted to keep doing exactly what I was doing for a long time, and I did for several minutes. I felt kind of dreamy for a while and everything felt vividly real at the same time. Then for a second I felt like I was peeing and suddenly noticed that some white stuff was coming out of my penis, dripping onto her back and into the top of her butt crack. Again, I had some vague idea that this happened eventually, but I really didn't know exactly what it looked like up close so this was a surprise to me, and to her of course. I explained what happened and she laughed, though she wanted to look at it after I wiped it up with a towel.
And as you might guess, we never played "doctor" or "family" again now that it became a little too real. But every once in a while we mention "Charles" or "Annie" and laugh about what we shared as kids.
