I thought I’d share this one since I’ve been in the mood to get my asshole wrecked lately.

I’ve written about this guy a couple of times already. He’s the one who got the sluttiest version of me. I’ve always considered myself to be pretty slutty before but it’s like being with him unlocked a new level. So.. it’s been fun to write about it as I reminisce. If you want a bit more backstory on our little adventures, feel free to read “Being His Fucktoy” or “Tonguing His Asshole” on my profile. But this story is about the time I gave up my anal virginity.

I’d been seeing this guy for a while. I was I think 27 or 28 when this happened. 5’3, brunette with brown eyes, big lips, and DDs. He was 6’2, dark hair, blue eyes, and fit. Clearly we’d already had our fair share of rendezvous. I don’t know what it was about him but it felt like every time I left him, I was counting down the seconds until I could see him again. I love the way he treated my body. On this particular night as I was headed over, I’d called him and asked if he wanted me to pick anything up before I went over. He told me to get lube. That in itself excited the hell out of me. We’d already become pretty explorative with each other in terms of trying new things, but lube would definitely open some new doors.

We started off on the couch as usual, trying to maintain a level of normalcy by just cuddling watching a movie.. but we really just couldn’t keep our hands off of each other. We kept making out and having to rewind the movie because we missed everything. Only to get lost touching each other some more and miss everything again. After rewinding it a few times, I think we just gave up because we knew we were both seriously needing to address the sexual energy in the room.

I remember him choking me and slapping my tits. Pinching my nipples. He’d slap me, kiss me hard, and slap me again. I was loving every second of it. He choked me while he fingered me and I squirted all over his hand. And then he’d slap my tits some more. I remember he freaked out when he realized he was leaving marks on me.. he almost wanted to stop. But I got on my knees and told him “I give you full permission to do everything you want with me. My body is yours. I’m yours.” And well… I may have awakened something in him that night because I remember everything changed after that in the best possible way.

We made our way to the bedroom where he laid me on my back with my head hanging over the edge of the bed. He positioned me so that he could fuck my mouth. I loved when he used my mouth like this. I loved his cock more than any other cock I’d ever had. I loved spoiling him. Eventually we changed positions. He laid on his back and I gagged myself on his dick. I licked and sucked on his balls while I stroked his cock, then I made my way to his asshole.. tonguing it, fingering it… I asked him to turn around.

This is where the lube came in handy. I remember him being on all fours, I was licking his asshole and sucking his dick from behind. If any of you are into rimming, might I suggest this position because my god it was fun. I was fingering him with one finger, but I wanted to see if I could try more. With time, and a lot of lube, I eventually made my way up to four fingers. He was groaning loud and I was loving it. Later I learned he did this for me, because he knew I liked it. And he’d continue to let me play with his ass on occasion, but it was decided that two fingers is perfect on a more regular basis. Haha

But now that I had had my fun with his ass, it was his turn to have his fun with mine. I remember he wanted to fuck my pussy first. So he had me on all fours on the edge of the bed while he stood up. He just stood there. Rubbing my ass. Spanking me. Admiring it I suppose. But I was so horny for his cock.. I grabbed it from behind and put it in me and I just started bouncing on it. Almost like twerking on it. I absolutely loved the groans coming from his mouth. I loved when he’d spank me and tell me to ride that fucking dick. Ugh. He always got me so worked up.. He started applying lube to my ass and trying to finger it while he fucked my pussy… eventually he started trying to get his cock in. I do remember it took him about four more applications of lube before he was able to successfully get all the way in. What can I say, I had a tight asshole. Haha But once he was in…. My godddddddd. I was in fucking ecstasy.

Once he was able to get all the way in and back out smoothly without any resistance, he really started fucking me. And oh my fucking god, I loved it. I was screaming so hard, I buried my face in a pillow to try to muffle the sounds so we wouldn’t get the cops called on us. It was so fucking hot. He was really pounding me good when I came harder than I think I’d ever cum. (At the time anyway). I collapsed, my entire body was just shaking. Convulsing.. And I just couldn’t continue. I told him I needed a break.

I went to the bathroom to freshen up and he followed me in and started the shower. I didn’t care, we were at a point where we’d shared the bathroom plenty of times before. So he got in the shower and I went to pee. But then he came out of the shower, and walked over to me sitting on the toilet. And shoved his cock in my mouth. No warning. Nothing. He just grabbed me by the back of the head and fucked my face hard until he came. Made me swallow every drop. Then got back in the shower like nothing happened. I was stunned. But it was honestly really fucking hot. And our sex life after that was just…. Ugh He was everything.