[F] My first time masturbating anally...a day good to be true | 2016

I've always been fascinated yet scared by the idea of anal masturbation. I've masturbated normally. I've cum all over myself. I've had some amazing, cum-filled orgasms. But I've always wanted to get off to something inside me, something pushing through my behind, penetrating me.

So I got home today, went into my bedroom, pulled out my dildo and decided it was time. My boyfriend was not at home, it was perfect. The dildo around 5 inches long and little less than 2 inches wide, perfect for beginners. But I wanted more than just a beginners experience. I pulled out the lube, which was coconut oil. I drenched the dildo with the oil all over and decided to engage in a little bit of foreplay. I held the bottle over me and imagined a dildo going deep inside of me, stretching my anus till I can't take it anymore, while the oil drilled all over me.

I proceeded to feel myself up. Caressing my breasts, making my nipples as hard as rocks, twisting them... until I let out the first moan, closing my eyes, waiting to be penetrated. I then slid my hands down my body, reaching my soaking wet pussy, rubbing it slowly, flicking my clitoris, moaning, softer, but with more passion. The moans only got louder and the caressing only became more vigorous. At this point I couldn't tell if the liquid dripping from me was the coconut oil or the fluids from my insanely horny pussy. Either way, I proceeded to rub it back onto my body, covering myself in cum before I had even started my session. I literally emptied half the bottle onto me, oil falling off my body like a waterfall. I then pick up my dildo, fear coming back into me, unsure of what is to come. I lay on the side of my oil laden back first, thinking about putting the dildo in me. But first, I took the bottle, filled my hands with the oil, and rubbed it all over my ass, and inside it. I even put the nozzle of the bottle to my anus's opening, and squirted a little oil inside.

Laying on the side of my back simply wasn't exciting enough. So I decided to ride it, ride it hard. I've ridden my boyfriend before, but never took it in the ass. So I kneeled down on my bed, oil and cum flowing off me. Before pushing the dildo into my ass, I spank myself a couple of times in the doggy position, turning my ass cheeks pink. I then proceed to the kneeling position, slowly lowering my ass onto the the dildo I held patiently between my legs. As my anus was spread apart 2 inches and penetrate just by the tip, I let out a little moan, but this time I didn't stop, the coconut oil made it all the more easier. I slide down onto the rest of the dildo, until I felt the flared base around the circumference of my anus. I couldn't take any more but at the same time I had taken the whole dildo inside me. This was no normal dildo, it was the one that splashed out ounces of cum at your will. I rode it moving my hips up and down, moans gradually getting louder, my pussy dripping so much there was a little pool on my bed. I rode it faster, and faster, and faster until it was getting too much but I didn't stop. I rubbed my pussy hard, but controlled my orgasm so I can save the best for later. I then squeezed the nozzle of the tube, the cum from the dildo emptying itself into my unprotected anus. I had no idea how deep the cum would've gone. There was too much of the fake cum that it started dripping out of the sides ever so slowly with the dildo slowly coming outside my demolished anus. But I wanted more. I mounted it on my wall and went back and forth, spanking my ass, rubbing my clit, choking myself with my belt, and emptied another load of cum into my ass. I could actually feel it flowing through me. I fling the dildo out of my ass and I could feel the cum flowing out of me. I laid on my back and lifter my ass into the air, supporting it against the wall. I'm pretty flexible. I let the cum drip down, I mean gush out of my utterly smashed ass onto my body, covering myself, rubbing it all over, moaning as my breasts were fondled.

I laid there for a while, still haven't orgasmed properly. I lay there. Covered in my own cum, the fake semen, and the oil. I hear the door open, it's my boyfriend, he's the only other person who has the key. I should've cleaned up, but you can imagine the unsolvable mess I had made.

He comes into the room, looks at me. He wasn't mad at the mess, he looked turned on. We had established earlier that we were going to be as kinky as we can from now on. And since I had opened my ass to these possibilities, there was no holding back now. I asked him to fuck me and not stop until I orgasm like crazy, unable to control myself.

So he strips down, rubs lube on his cock that's bigger than the dildo. And he moves towards fucking me. He slowly puts his cock into my pussy. The fake cum has already come out of my ass, but I hadn't orgasmed yet, I wasn't going to let this session go in vain. I get into the perfect doggy position, breasts pressed on the bed, ass in the air, my pussy being destroyed be his penis. I near closer to the orgasm, he pulls my hair back and he continues filling my pussy. The pleasure was too much but worth it. I then get on my back. He pours more oil on me. He bends down and rubs my breaks, inserting a finger or two into my pussy, making me moan softly as I look into his eyes, unable to control what happens due to our agreement on me being a sub during our kinky experiment. He puts his cock in my ass this time, filling it, one push at a time, he hadn't cum yet, neither had I. He continues to smash my asshole, further gaping it. I ask him to get my vibrator. Set on high, I place it on my pussy. Minutes later I feel the orgasm coming and I can do nothing to stop it. I continue to press the vibrator onto my unsuspecting clit, even harder than before.

And it happens. I had orgasmed so hard. My back arched back farther than ever, I screwed louder than I ever though I could, my eyes roll back into my head as I twitch and quiver, unable to control what happens to my body. Still in the state of complete euphoria and uncontrollable orgasms, I feel the squirt gushing out of my pussy. I hadn't cum in a couple of days. The squirt goes too high, it spreads all over me, all over my face, all over his cock. Me, still in the state of complete wasted ness, being taken over by my orgasm, he starts to cum, he cums a little in my pussy, saves the rest for my face, he squirts it all over my breasts and takes the rest into his hand and puts it in my mouth, making my taste it. I finally calmed down, tired, unable to do anything, loving the feeling of being dominated and crushed by this mind boggling orgasm which felt more like all the orgasms that I've ever had into one huge, event.

This was honestly one of the best experiences I have ever had, I continued to rub his cum all over me, tasting it, putting it in my pussy and in my gaping ass.

Hope you enjoyed, remember don't be scared but be precautious and always take consent!