Sweet Late Night Anal with my Lover (F4M)

Like clockwork, Dan was asleep 10 minutes after we made love one late Friday night. It had been a lazy evening of television shows, kettle corn, and rants about the work week. It ended the evening with a short yet exuberant fuck that now had me smiling from ear to ear. Dan was on his side facing the wall as I pressed my bare front side up against his back. It was still slightly sticky from his sweat, but the scent of his musk drew me closer in. I pressed my breasts hard against him and kissed him softly. He looked so strange in my ultra feminine bed with the floral blanket pulled all the way up to his broad straight shoulders. But as funny as it was so see him there, it was one of my favorite sights, second to seeing his eyes light up when my breasts were released from my bra. I wondered what he thought about before sleep took him. I was never really able to go right to sleep after sex. My brain turned into an old VCR, rewinding over and over again all of the good parts that made me moan.

Overhead the ceiling fan turned on the lowest setting, stirring the fragrant remnants of our sex through the air. I couldn’t think of a time that week when I had been more pleased. Perfection, is the only way I can describe it. I had great sex in the past, but sex with Dan was more than just an endorphin rush to the brain. His sex was my obsession and the reason why I wasn’t sleeping. In my head I replayed his words “I’m going to cum” over and over again until I could almost feel his final push within me. I tried to tell him many times how much I loved the way he pounded me, but he always just smiled and thought I was simply inflating his ego. Did he not notice that every time he touched me I was already soaked just from thinking about him? Did he not feel the way my fingernails dug into his back as he fucked me from above? Humble or clueless, I guess either explanation would do for me, as long as I got to hold him just like this and thank him with a kiss.

Thirty minutes turned into an hour, then two, and soon it was almost 3am. I still wasn’t sleeping. By then Dan and I had changed positions and his arm was wrapped around me as his front side was pressed to my back. I pulled his arm tighter around me and listened as his breathing began to settle into deep sleep mode. Moonlight from the window I now faced made the room a bit brighter than I wanted it to be. I closed my eyes tightly willing myself to sleep, but all I could think about was Dan’s soft sleeping cock right behind me. My body obviously wanted a round two, but I didn’t have the heart to pull Dan out of his sleep to fuck me again. I often wanted a round two. I didn’t think my pussy knew of a limit on orgasms for one night. Without disturbing Dan too much, I flatted my back to the bed while still keeping his arm around my midsection. Under the blanket, I lifted my knees and opened my thighs to find a still wet pussy. One hand held Dan’s arm in place while the other explored my fleshy folds.

One of the great things about being with Dan is that I had a plethora of mental images to chose from to help myself in these times of need. Favorites of mine included the time when he fingered me in the shower at this parent’s house or the first time I gave him a oily hand job resulting in him cumming in buckets all over the place. This time I chose to think about the sex that we just had. At first it was sweet and gentle, then it quickly turned into a primal pounding where I was slamming my body into him to meet his thrusts. Pretty basic as far as sex goes, but sometimes that is all you need. I plunged my finger deep into my slick hole, covering it with my wetness before pulling it out, but not all of the way. I worked up a slow rhythm, grinding my hips to meet my probing wet finger. Every time my finger went in, I thought about telling Dan to wake up and fuck me, but I bit my lip instead and let my lover sleep. Once my finger was thoroughly covered, it began to venture a bit lower, to a region that sometimes burned as much as my pussy did with desire.

The first time Dan and I had anal sex I made a big deal out of it. After work I came home, look a long bath, light some candles, and even oiled my ass. I wanted to present it to him like a gift. But he got caught up at work and I ended up falling asleep on my couch waiting for him. To my dismay, I left an oiled ass print on the couch too. Since then we’ve done it a few times, each time I am able to stretch a bit more for him. That bottle of lube was still in my bedside table, I remembered. I started to wonder just how his cock would feel buried deep in my ass right in that moment. I pushed my finger into my ass slowly, careful to muffle my small moans. The hole was tight, but the muscles were quite welcoming as they pulled my finger deeper in. The feeling was almost too much—pleasure mixed with a bit of pain, but once my finger got going, the bit of pain disappeared and the pleasure was heightened. I let go of Dan and used my other hand to rub my wanting clit. My pussy was swollen and wide open. With my head back and my eyes closed, I focused on the tightness around my finger. I barely noticed Dan stirring next to me.

“What are you doing?”

I opened my eyes to see a sleepy Dan watching me. He didn’t even wait for me to respond before replacing the hand on my clit with his. I tried to talk, but I was once again prisoner to his touch. He rubbed me as I continued to finger my ass. Within seconds he didn’t seem very sleepy anymore. I would have cum if I had let him continue further, he knew exactly how I liked my pussy to be handled. But I stopped him. “I want you to put this in my ass” I told him as I grabbed hold of his cock that was already half hard. I began to jerk it slowly as I waited for his answer. The twitch of his deliciously warm dick answered the question for him. I turned to face him so I could kiss him while still stroking his stiffening cock between us. I whispered to him to get the lube in the bedside table next to him so we could get started. He retrieved the clear bottle and threw back the quit on the blanket to the end of the bed. I opened my legs wide for him as he squeezed the bottle letting the cool thick liquid fall onto my pussy and drip down between my ass. My hands went to massaging my tits as his began to spread the lubricant into every crevice of my pussy. It was hard to tell that he was fast asleep just moments before. I wanted to watch him looking at my pussy with a cock as hard as rock sticking straight up, but I could barely keep my eyes open and my mouth closed. Two of his fingers ventured into my pussy making my whole body tremble. He rolled the fingers around within me in a gentle screwing motion, making them as wet as he could. Once they were slick, Dan pushed one finger in, then two into my ass. My poor neighbors, I really hoped none of them had work in the morning.

His finger being thicker than mine, made for a different experience. He had to push much harder to get inside than I did, but the slip of the lube guided him in minimal pain. I removed my hands from my breasts and put them under my body to spread my ass for him. In the tight hole, his fingers felt like a monster cock. By body reacted by tensing up, and he noticed it too. “Do you want me to fuck your ass?” he asked. Of course I did! I looked up at his sweet beautiful face and smiled. I breathed a simple “yes” while looking in his eyes trying to communicate that I was indeed sincere and ready. I knew he wouldn’t fuck me until my body felt ready, so he continued to finger my ass until the motion was almost as fluid as it was when he fingered my pussy. I laid back and gave into his magic. Dan added more lube and took his place beside me. On our left sides, he lifted my right leg and told me to hold it there. With his cock covered in lubricant, he searched for my tiny hole and kissed it with the head of his cock. I had no fear of pain anymore, only desire to feel him deep inside of me. He held me as he pushed against the entrance. I held onto the sheets in tight bunches feeling my ass hole slowly spread for him. He pushed a bit harder and I clenched my teeth as I felt myself grow wider. Dan was patient but firm. I don’t know how long it took for him to get the head of his cock in there, but once he did, the hard part was over. Sweat beaded all over my body as my lover’s cock fully disappeared into my ass.

Inch by inch, I felt my muscles pulling him in like they did my fingers. Once he was almost balls deep, I held him there, urging him to stay there so I could soak in the moment. His hand reached around to my clit as he kissed my shoulder. My lover was deep in my ass and I was the happiest women in the world. I lifted his hand from my clit and kissed it as he found rhythm that fit my tightness. Dan began to pull out toward the entrance only to dive back in again making me call out in little spurts of “ahhh”, “fuck”, or “oh, Dan”. The fucking was slow, intense, and sweaty. After a few thrusts we had to add more lube. The second time he penetrated me, I called out in pain at first, but my yelp ended in a moan as his cock started to feel like the hand of a deep tissue masseuse within me. His thrusts mixed with the pulls and pushes of my muscles caused a friction so great, I could no longer control my volume. It was absolutely mind-blowing.

I held onto him holding onto me as his pace began to pick up. Soon he was at the top speed my gripping ass would allow him. It didn’t take long for me to hear those magical words, “I’m going to cum”. When he came, his grip always tightened. “Harder!” I wanted to tell him, but I couldn’t find my words between my breathlessness. His breathing got louder and harder and I urged him on by slamming my ass back into him. His rock hard cock was deep in me and I wanted to every drop of his hot cum for myself. I tried to think what his swollen cock looks like sliding in my ass getting ready to shoot. I wish I could have seen the sticky white stuff filling my ass once he did come. His whole body went hard as he completed his last thrusts. I felt him slide away from me, cum trailing out of my ass after him. It was sometime before we spoke again, as we were both coming down from the quick pleasure high in the middle of the night.

“Satisfied?” he asked sarcastically. Plastered on my face was the wide goofy smile that could only be summoned by a good fucking. He damn well that I was insatiable. I rolled onto my back and reached down to feel the seeping hot cum. I closed my eyes for a bit, warmed by his cum and by the thought that we still had plenty of lube left. There were many more anal fuckings in my future with Dan and his perfect cock. When I finally did get some sleep that night, I went to dreamland with a sweetly sore ass.

Source: reddit.com/r/Erotica/comments/xsnu6r/sweet_late_night_anal_with_my_lover_f4m