I’ve been friends with Chris for years. Seriously, since we were five. We lived next to each other and went to the same school for our whole academic careers. From kindergarten to graduation, we stayed friends. Yeah, we had arguments, and we drifted occasionally in favour of girlfriends and boyfriends, but we always ended up friends again.
Just a few weeks ago, I found myself single again. My ex, who won’t be named here, fucked another girl at work, thinking I wouldn’t find out. Well, I did, and I dumped his ass, but it bummed me out. It majorly bummed me out, almost to the point of depression. The only thing that kept me going was Chris.
As soon as I told him what had happened, he came over to talk. Like, straight away. He had been planning to watch a movie, but decided I needed some company. He was right. We sat and watched the movie (it was Yesterday, we’re both hardcore into the Beatles), and talked for ages. Afterwards, I was still upset, but now I felt like I could deal with it.
Now, just to clear something up. Chris is pretty hot. Or he is now. He used to be kinda pudgy, but he started running and dropped most of his weight by senior year. That was when other girls started paying real attention to him, too, and he had his fair share few girlfriends by the time high school was over. The thing is, I was never jealous. I was always happy whenever he found someone who made him happy, and sad for him whenever they broke up. Basically, I never looked at Chris as a potential partner. I’m not sure why not, but I’m pretty sure he felt the same. We’d even seen each other naked once, but even that didn’t feel sexual. Just a bit embarrassing, and funny afterwards.
But after that conversation, I couldn’t stop thinking about him. I lay awake thinking about how he had put his arm around me, and how that touch had sent shivers down my spine. How he had made me feel like everything was going to be fine. But I also thought about his body, his powerful legs, and strong but gentle hands (I know it’s a cliché, but it’s true). I wondered how it would feel to be with him, my best friend for over fifteen years. I couldn’t take my mind off it.
When the night time horniness had abated in the morning, I managed to talk myself out of it. He was my best friend, someone I could turn to if I needed help. I didn’t want to jeopardise that by making it sexual. I convinced myself that I was just upset about my ex and looking for a rebound. But I still kept thinking about him, and the bulge underneath his jeans.
The next time we met was to grab lunch in a greasy spoon. The whole time, I couldn’t take my eyes off him. Being with him was like being in a warm bath, but also like meeting your middle school crush. I couldn’t contain the butterflies in my stomach, which was absurd, because we’d known each other for so long. I got to thinking about this, and almost started crying, I was so grateful to have someone like him. He saw me getting teary, and suggested we go back to his place to chill out for a bit. I think he assumed I was getting upset about my ex again, and realising that he wanted to comfort me again made me appreciate him even more.
Back at his place, I was now an emotional mess. I wanted to hug, kiss, and fuck Chris simultaneously, but I restrained myself, and settled for a cuddle on his couch. Being in his arms, even as a friend, felt comfortable, and warm. I didn’t want to ruin this with sex. But how else could I show my appreciation for him.
I made a decision in that moment, and moved his hand onto my breast. He shuffled slightly, and readjusted it to be on my midriff, but I moved it back. He gave me a glance, but I kept focused on the TV. He didn’t move his hand, and I could feel his cock growing, pressing against my thigh. I felt strange, like I wasn’t in control, but I didn’t care. I needed him, now. I just didn’t know how to initiate it.
I didn’t need to. Chris started gently moving his fingers over my breast, feeling the contours of it, catching the nipple, which was rapidly hardening. He looked at me again, and this time I looked back.
“You all right?” he asked.
“Never better,” I said, smiling. I reached a hand down and started stroking his thigh gently.
“Yeah?” he asked. “Is this-?”
“Shh,” I said, and I kissed him. I twisted round to kiss him properly. My head felt light. I could hardly believe what was happening. I kept kissing him, bringing more and more tongue into play, and I loved the way I felt him respond in kind.
“Let’s go,” I said, and stood up. I lead him into the bedroom, and pushed him ont the bed.
“Lie down. I’ll do the rest,” I said, my voice hoarse. I was almost quivering with excitement. My vagina felt hungry, it needed something inside. If I ever felt this horny at home, I pretty much stopped whatever I was doing, and pleasured myself as a matter of urgency.
“Listen, are you sure about this?” asked Chris.
“Why not?” I asked.
“Because of your ex. You just broke up, are you sure you’re okay?”
I kissed him again, hardly believing he could be so caring in a situation like this. “I want you,” I whispered.
He nodded, and undid his jeans. His cock stood to attention, stretching his boxers. I took of my shirt and underwear, and climbed carefully on to let him in. As soon as he was in, I felt amazing. He inched in slowly, letting me feel every last inch of his manhood inside me. I started riding, slowly at first, then building up the pace. He felt so damn good, and his hands were cupping my breasts now. I felt his breath on my neck as I leant over to kiss him, feeling his chest against my breasts. His hands grabbed my ass and spread them. We rocked together, encased in ecstasy, enjoying each other and ourselves until I came, hard.
We kept going, switching to missionary. This time Chris took the wheel, thrusting perfectly into me at the right time to maximise my pleasure. He flicked my nipples, sending shivers down my body, raising goosebumps on my arms. I came again, not long after the first, the pleasure taking over my brain. I was exhausted, so I slowed down and stopped.
Chris had not cum, and was clearly not done with me. He grabbed me bodily, and flipped me around onto my hands and knees. He was clearly riled up, but I was ready for another round. He put his cock gingerly towards my asshole, and I shook my head violently. Anal had never been my thing. Instead, he penetrated my pussy again, and fucked me hard from behind, every thrust sending new waves of pleasure down my body.
This time we came at the same time. I felt him pull out and his hot, sticky load cover my back as I orgasmed as well. We sat there panting for a few moments before collapsing into each other again.
We lay for ten minutes in his bed, hot and sticky, and exhausted. I can say, without a shadow of a doubt, that it was the best sex I had ever had. And looking at Chris, sweaty and red, I didn’t feel a shred of guilt or shame. If anything I felt that our bond had been strengthened. And I was right.
Source: reddit.com/r/sexystories/comments/gtnuv3/having_sex_with_my_lifelong_friend_fm
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So satisfying and touching. I wish that mix of emotions and “bonding” to everyone having male-female decade long friendship. ???
Damnnnnnn
Great Story, thank you for sharing