Losing my anal virginity. – Short Sex Story

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This was an intense experience but shaped my sexual appetites from then on.
It was the afternoon of my birthday just a couple of months after I’d lost my virginity and my bf and I were watching a movie. He was stroking my butt affectionately and after getting really into it he pulled down my underwear to begin kissing it. He was clearly enjoying his time down there and could feel my pussy getting wet between my thighs. He pulled himself up and gentle positioned his dick against my ass cheeks from a spooning position and rubbed against me until I begged him to slide it into my pussy. I squealed as his throbbing dick was pushed balls deep and he started to gently fuck me. While he was doing it he noticed my exposed and extremely tight virgin asshole. He reached down and began slowly rubbing my the hole with his fingers; I made me jump but it felt so fucking good. I tentatively asked if he could try slipping a finger in, not thinking it would fit. He lined up his fingers with my willing anus and slipped one in. It felt took good for words and I instantly wanted more. When I’d relaxed around it I asked for another. When I’d got used to two fingers, he was fingering the hole with no resistance at all and I knew what I wanted. “P-please try putting your dick in” I managed to say through my little moans. I was so nervous but wanted it more than anything. He got my lube that I used for toys from under my bed and slathered his shaft and tip with it and stroked my back, helping me relax before I was impaled. He gently lined it up then began to push the tip against the hole. There was resistance then it suddenly popped in and he filled my insides, stretching me out more than I wondered efficient. It hurt a little at first and I’ll admit I was a little afraid but after I slowed my panting, pushed through the small amount of pain and relaxed more it was the best thing I’d ever felt and I wanted MORE. On that moment I felt animalistic and just wanted to be pounded until he finished inside me. It was incredible feeling the full length sliding in and out, making me scream in pleasure with every stroke. He pulled out and I was told to get into doggy position for him. He grabbed my ass and at this point I was relaxed and lubed up enough for him to just shove the full 8” back into me. I was moaning and screaming for him to fuck my ass harder and harder like a beast in heat as he slammed balls deep as hard as he could… It was at that moment that I felt the overwhelming urge to cum and all I wanted was my first anal orgasm. I pushed back hard against him to match his thrusts and finally let go incredibly hard…it wasn’t cum. I had violently pissed myself from the pressure of him so deep inside my guts. I was so embarrassed and scared that he’d be upset or grossed out in such a passionate moment, there’s no way he hadn’t noticed how hard I’d wet myself. Much to my surprise though, it made him just fuck harder, spanking my bum and going at my tender hole harder than ever. I came for real and squirted a little. It was the most intense and deep orgasm I’d ever experienced.
He moaned my name, flattened against me with him arms around my waist and I felt him throbbing and pulsing as dumped a enormous load inside me and in that moment of having cum inside me for the first time, I felt truly complete. He held onto me for a little longer and told me he loved me before slowly pulling his length out and watched his seed oozed and dripped from my bruised entrance which much to our surprise tightened back up just a few minutes later. He helped clean me up and held me tight, stroking my hair and telling me how much he loved me. It hurt a bit for a while after, but to say it was worth it would be a enormous understatement. After that we just cuddled and let my no longer virgin ass settle… and I realised I’d found a new passion in life.

NSFW: yes

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