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How I hooked up with [m]y best [f]riend | 2016

I've been best friends with this guy (we'll call him Zack for now) for about eight years now. It's been a really long and rocky and emotional friendship and no matter how many times we fight, we always reconcile. It's always been a bit strained; we get jealous of each others significant others and we'll occasionally flirt with each other but at the end of the day, we constantly tell each other that we're happy to be friends. We only hang out about twice a year but we talk every day. Yesterday night we decided to catch up over coffee.

I drove and picked him up at the subway, we settled down at the local coffee shop. We talked about our lives, anything we may have missed in the last little bit. I suggested we wrap it up but he was adamant on staying out a little later, so we drove out to this gorgeous viewpoint in the city. I could tell he was just aiming to make a move on me, which was really odd considering how long we've been friends. We sat in the car and as I was still in the drivers seat, he went to the back and gave me a back massage, trying to work me into the mood. He suggested I give him one back and he said it wouldn't work if I was in the drivers seat. I knew what he was up to, so I moved into the back with him and gave him a massage. I then discovered a funny little quirk where if I ran my fingers down his spine, he would get all squirmish. Laughing, I kept doing it despite his protests until he finally got fed up and began to tickle me on my sides. I don't know how it happened but he ended up pressed against me and he finally kissed me.

Things got pretty hot and heavy fast. We began making out, and I was overwhelmed by his hands roaming all over my small body. He pulled me into his lap and soon I was grinding all over his growing cock underneath his jeans. His hands squeezed my ass and made their way up to my breasts, of which he pulled my tank top and bra down so he could get a nice handful. He dipped his head and took my nipple into his mouth, his tongue swirling around each one while I moaned into his neck, occasionally biting and sucking. Before long, I unbuckled his pants and pulled them down, revealing a rock hard boner. I gently took his cock into my hand and stroked him up and down, my thumb swirling around the head as I was still grinding on him. I always knew he was dominant but I had no idea it was like this until the next little bit.

He pulled my hair down so I was laying on my back and he tore off my pants and panties, pushing them all the way down to my ankles and forcibly opened my legs. As I held my breath, he dragged a finger along my soaking wet slit and rubbed my clit. He worked his finger in circles, kissing me hard as I rocked my hips to the rhythm. It didn't take long before I came hard, but he didn't stop there. He kept going, despite my small hands trying to push his fingers away and waves of pleasure kept overtaking me. I was shaking, screaming in pure ecstasy and I guess he got off on that. After letting me take a breather, he went back at it again, this time, slowly slipping a finger inside. I'm incredibly tight and he must have been surprised as he drew a breath in as he did so. I just love the feeling of something filling up my wet, tight pussy so when I tightened around his finger, he slipped another one in and pumped them in and out. I snaked my hand to my clit and rubbed myself as he finger fucked me, pushing me over the edge and making me cum again, this time all over his fingers. I moaned his name and he let me catch my breath. We had to wrap things up (not literally..) because we were in a car and still in public so we got redressed and I drove him home. We've made plans to see each other again so I'll let you all know how that goes ;)