When I was in middle school there was a family of 4 in my neighborhood. The oldest girl, Izzy, was in 8th, I was in 7th and the younger girl, Olivia, was in 6th. We all went to the same bus stop. Me and Izzy became close over the year and would often hang out with each other after school.

At one point, me and Izzy were talking about our friends when the conversation drifted to sexual topics. We both admitted to being virgins. I wanted to fuck her but she said no. I kept trying to convince her for months until she finally agreed to let me have sex with her on one condition: Olivia was just getting out of a breakup, and also a virgin. I would have to take her virginity to cheer her up and give Olivia confidence.

So we arranged a date. The day we agreed on I went to their house after school and into Olivia's room. She was wearing a blue dress and no panties. She started off rubbing my dick and that turned into a handjob. That too turned into her sucking me off and I blew my first load of the day right down her threat. I had jerked off before but nothing had ever felt like what I had experienced.

I took my dick out of her mouth and stuck it up her pussy. It felt so warm and tight, and I knew it was brand-new she was a virgin. I went slow at first but soon started pumping in to her faster and faster. She started morning and I could feel her cum from the way she reflexed on the inside. That alone made me close to cumming, so I pulled out and blew my second load right on Olivia's chest. We stopped after that. Fucking Olivia was my first introduction to real sex and it was the best thing ever.

1 week later I passionately took Izzy's virginity like she promised I could, but it wasn't what I thought it would be after Olivia.

That fall Izzy went to high school so it was just me and Olivia at the bus stop. We became close and soon we would fuck every chance we could because we were sexually attached to each other. It was all because of that one deal I made, and I even stopped talking to Izzy. Olivia became my sex partner for all of high school.

We dated for a while at the end of high school but it never worked out. I'm married now and have a family but to this day me and Olivia still hook up and have sex with each other when we need it, or just for fun.

I just wonder sometimes what could have happened if me and Olivia worked out.