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Born again butt virgin?

It started the same basic way sex between us usually starts. He sent me to the bedroom to get naked and get on the bed.

If you asked what position we use most, the answer would have to be doggy style. I get on my hands and knees with my ass and feet hanging off the edge of the bed, and he stands behind me, legs between my feet, and pounds on my pussy so hard I’m really surprised our flimsy (15 year old) frame hasn’t snapped.

He slammed into me, and fucked me like that for a while. The stomachache I’d been nursing for two or three days disappeared behind the haze of good sex. The pain of spending too much time on my hands and knees the day before was a distant memory. All I was focused on, could focus on was his cock.

Then he spread my ass so he could stare at my asshole. I tried not to tense, tried to hide my fear, but he knew it was there. I could tell by the way his body reacted to the way my body reacted.

He let my ass go and continued to pound at my cunt.

I tried not to sigh with relief, tried not to relax into the mattress, tried not to get comfortable with the idea that he might leave my ass alone. One of my kinks is being made to do things I don’t want to do. One of his kinks is seeing how far I’ll go to please him. It’s a dangerous combination, but there it is. And anal sex kind of terrifies me, lately.

You see, I’m basically a born again butt virgin1. (I’ve mentioned this before.) I got my gallbladder out years ago, and some time shortly after, I developed a pretty severe case of IBS. We’re both pretty grossed out by messy anal play, so spontaneous butt sex was pretty much out of the question. It takes at least half an hour for me to prep well enough to be comfortable with butt play. And we’re a pretty spontaneous couple. We decide most things in the moment. So despite the fact that we both love it, butt play mostly stopped.

Since we moved in here, it seems like I’m in remission (do they call it that with IBS?). Unless I eat like crap, or get sick, my BMs are pretty normal and regular, so spontaneous butt play is a possibility again. I know that’s way too much information, but I wouldn’t be me if I didn’t overshare.

I’d forgotten how much anal sex can hurt if you don’t take your time. It’s a lesson I’ve been relearning over the past nine months. And it’s caused so much frustration for me because I like butt sex, and it didn’t seem like I was getting anywhere with undoing this born again butt virgin status. Granted, we haven’t gone at it hard, but I’ve used a plug more times since we moved here than I had in at least two years. We’ve had way more butt sex since then, too. And it still hurt. Every time. No matter how slow and gentle M was.

So when I felt his thumb rubbing my asshole, my whole body tensed. My breathing became more erratic. I began telling myself in my head that I would be okay.

Maybe he’s just touching, I thought.

“Lay on your side,” he said.

And inside, I cheered. When he has me on my side, it’s usually because he’s ready to cum. It always goes in my pussy. And while I totally could have fucked him longer, I was so glad he was skipping my ass.

And then, he lubed up his finger using the fluid seeping from my vagina and started rubbing my asshole again.

“Does this make you scared?” he whispered.

I nodded. “A little bit.”

He spread more of my wetness on his fingers, his cock, my asshole. He pressed his head to my hole. My breath caught in my throat.

“You just relax, little girl. I’m not going to take it hard this time.”

Little girl. Mmm little girl. LITTLE GIRL? Fuck. When did that start affecting me this way? Okay. Deep breath in. Oh no, it’s gonna hurt. *Gasp* Oh. It didn’t hurt.

“Good girl,” he growled into my ear as he continued to slide in and out in short, gentle thrusts.

It didn’t hurt. Oh my god, I remember this. Pleasure! I need more.

I rocked my hips, pushing back on his dick, willing him to go deeper.

He held off a moment or two more, making sure my hole was ready. When he wants it to feel good, man, he really knows what he’s doing.

“Does it hurt?”

“No,” I practically yelled in reply. I was bouncing on his dick with as much painless pleasure as I would receive were he in my vagina. I was in Heaven. I missed this. God, I missed this.

“Do you like it?”

“Yes, Master!”

“You’re such a good fucking girl,” he growled, his hand gripping my breast.

I pushed back on him, still bouncing, still enjoying, knowing he wouldn’t be much longer…wishing he would be much, much longer.

“I want to cum in your ass,” he said.

I nodded, far beyond words at that point.

“I’ll have to fuck it harder,” he said.

I nodded again, wanting nothing more than for him to fuck it harder.

He came. And it felt so. fucking. good. And then he told me to get myself off.

“You know you want to.”

Indeed I did. And I haven’t stopped thinking about it since. My shorts might be a little wet.

Maybe I’m not a born again butt virgin after all. God, let’s hope. 😉

1. There’s no such thing as a born again butt virgin.

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