Naya had a motto that she didn't spell out out loud, but she didn't hide either: she was down to try anything. However, there was one thing she wouldn't allow herself: anal sex. I wasn’t ashamed to admit my anal fetish. Naya didn’t say no; on the contrary, she made me promise that I would go in slowly so it wouldn’t hurt. But then she started stalling. She never actually gave up her ass. She was never ready. Was it all just talk? Or was there something else? It felt like I had to earn it, or maybe she just didn't trust me enough yet. The fact is, it was two weeks of this back-and-forth. I was almost ready to give up. But what agonized me the most was the uncertainty; if she had just said "no," "never," fine, but keeping me in endless anticipation only drove me crazier.

One day, the tension boiled over into an argument, but it didn't help, she stayed on the fence. After things cooled down, she decided to tell me what was really going on. I remember it like it was yesterday: I was in the living room watching whatever on TV when she sat down next to me on the couch.

"You want to know what it is? The first and last time I did anal, my asshole burned for a whole week! It felt like I had several thorns stuck inside it! That's why I don't want to do it. But on the other hand, every time I remember that pervert on top of me and my anguish of having that thick thing ripping me open, my pussy gets completely wet and I zone out, craving more! I know it makes no sense, but that's how it is."

Those words were so unexpected that I completely forgot about the television.

"What do you mean? What happened? Who was the animal that did that to you?"

She smiled, a mix of amusement and embarrassment.

"He wasn't rough. His name is Alex, I met him at work. He's gorgeous, about six feet tall, light-skinned, with a toned body, a piercing gaze, he's witty, can talk about almost anything, and he's still obsessed with me to this day."

"Excuse me?" I said, unable to hide the jealousy that hit me like a lightning bolt.

"Oops! Sorry! But there's nothing going on between us, it was just a long time ago… anyway," she said, looking a bit flustered as she reached for my hand and my leg.

"Right, but now that you started, I want to know how it went down."

She looked at me and laughed; she knew I'd be curious about it.

"Things happened really fast between us. A few days after we met, I ended up at his place. He was always so gentle with me, always sweet, and I just melted for all that charm! Before I knew it, I was kissing his mouth while he squeezed my ass with those big hands of his!! He was holding my ass and fingering my asshole. Dirty bastard! Every stroke made me wetter and wetter!"

As she spoke with that distant look of someone reliving the moment, I was torn between the urge to shut her up and the desire to hear the rest of the story.

"We started taking off our clothes while we kissed. Then he lay down naked in front of me on the bed with that mast standing straight up. Without even thinking, I took that hard cock right into my mouth. He was moaning and praising my blowjob. I kept sucking, and I started noticing that his dick was getting bigger and thicker in my mouth. That's when I stopped to take a good look, it was the biggest cock I had ever seen in my life! It was like a kitchen dish soap bottle, I swear, that’s how thick it was! I looked at his face, terrified, and he just looked back smiling and winked."

The way she narrated that whole situation made me laugh out of sheer nervousness.

"Holy shit, Naya! And then what?"

"I was terrified, but I was also completely soaking my panties. That's when he asked if he could fuck my asshole!"

"Just like that? Out of nowhere?"

She broke her gaze from the empty space and locked her eyes on me to answer.

"You think you're the only pervert on the planet?"

"Right, okay. And you said no, right?"

"I don't know if it was because of the horniness, or because I was too embarrassed to admit I was scared of that huge cock, or because I really wanted to please him, but I said yes! I had never had anything that big inside me before. I should have imagined what would happen, but..."

I could only shake my head, but I wasn't entirely surprised; I already knew her well enough to know that was exactly her style.

"When I said yes, his smile grew even wider, a beautiful, clearly happy smile. Without hesitating, he got up to grab a condom. He put the condom on in front of me and then moved behind me. Instinctively, I got on all fours like a little bitch, and then he shoved that iron rod into me like a sword. He didn't even ask if it was hurting or not. I felt a sharp pain right away at the opening of my asshole. He’s strong, and he kept penetrating my helpless little ass. Right then, it was clear he was going to rip me open. I could have said, 'ouch, no, stop, help!', but I didn't want to act like a little wuss, you know?"

"Holy shit, hahahah!"

"So I just let him feast on my poor, helpless little ass. It was hard, babe, hard as a rock, and it went in, tearing me apart with full force."

"Lucky bastard! Fucking an ass like that is the best damn thing there is!"

She gave me an angry look for a few seconds, then kept going.

"As soon as the whole thing was inside, I felt a sharp pain deep down. Then, he started pounding me hard, back and forth. Every time the tip of his dick hit the bottom, the pain was sharp, which obviously made me moan. And the more I moaned, the more he thought I was enjoying it, and the more pumped up he got, driving it in with even more passion. To try and escape the pain, I lay flat on my stomach on the bed, and he lay down right on top of me. The opening of my asshole was burning, too, nothing that big had ever traveled through that passage before. I could have told him to stop, but instead, I decided to take it. My pussy was soaking wet, and I was almost there when he decided to switch positions."

"That is insane, Naya! Even with all of that, you were almost there? You slut!"

She laughed, but there was a mix of embarrassment in her eyes.

"He put me in the roasted chicken position. With those strong arms of his, he held my legs, and soon that cock was inside me again. Except this time, he wasn't penetrating as deep, so it didn't cause that pain in my guts anymore. While he was fucking me, the rascal was deep-kissing me. Even though my ass still hurt, I felt a sort of comfort having that strong, beautiful man on top of me. He was pounding away relentlessly and absolutely loving it. I couldn't help but cum. He was gentle; he just had a dick that was way too thick."

"Gentle? More like an animal, don't you think?"

"Hahaha! That's when he announced he was about to cum inside me. It was such a relief when he came and lay down, exhausted, on top of me. You could hear our hearts beating together. I knew I couldn't handle another round like that, so I decided to leave before the horniness came back, because I know myself. I made up an excuse about having somewhere to be and left his place. He kissed me so much on my way out, I almost went back to the bedroom to give it to him again."

"But when it comes to me, you don't want to give it up? Hmm?"

"The problem was what came after. When I got home, during my shower, I ran my finger over my ass to check how it was doing. It was totally stretched out, and I couldn't even close it properly. I had never seen anything like that before and I got worried. My asshole was literally on fire, and I was terrified that my ass would never go back to normal."

I didn't know whether I was a hero for listening to all of that without getting jealous, or a sucker for not getting jealous.

"Well, after hearing that story, you know... it kind of makes me want to fuck some ass right now."

"HAHHAHAH!"

"But that guy was a total animal. I haven't fucked as many asses as I'd like to, but I've never left anyone in that shape."

"Are you sure? Or did they just never tell you?"

After that whole conversation, I managed to understand what was going on a lot better. She was torn between desire and pain.

"But everything went back to normal afterward, right?"

"No, my asshole never went back to normal. It doesn't hurt anymore, it's not swollen, it closes just fine... but every time I remember it, it throbs. That is not normal!"

"Hahaha! Holy shit, Naya! But look, he was really rough on you. I can do so much better. I can fuck your ass real slow, with affection, and make it feel amazing."

She looked at me like someone doubting the expert's skills.

"Yeah, right..."

I knew I wouldn't win her over with arguments; her body was begging for it, but her mind was terrified. Right there on the couch, she was wearing nothing but panties and one of my shirts because of the heat, and I was just in light shorts that did nothing to hide my arousal. I knew the answer wasn't words, but raw desire. So, I did nothing to hide my hard-on. A few minutes passed, and she sighed.

"You know what? I trust you. You’re gentle and you won't hurt me," then, after a brief pause and a piercing look at me, she added, "right?"

But just to be safe, she went straight for a bottle of wine and knocked back two glasses before the slaughter. Then we headed to the bedroom. We stripped off our clothes, and she immediately got on all fours on the bed without me even asking. I grabbed the lube from the drawer, slathered it on my finger, and carefully inserted it into my little angel's semi-virgin asshole. I pushed it deep inside, getting it as slick as possible. Then I positioned myself behind her, resting the head of my dick right at the opening of her ass.

"I'm going to stay completely still right here, and you come back into it, okay?"

I had never seen anything like that before; the poor girl was trembling all over.

"Calm down, babe! Everything's going to be fine, you're going to love it, I'm sure! Come on... Oh, the head is already in!"

"Just the head?!" she said, terrified.

"Calm down, love, it's almost there! Just slide back, take it easy. You can take as long as you need."

She kept trembling, sometimes more, sometimes less, but she didn't back down.

"Come on, babe, it's more than halfway in."

"Oh god, it's too big!"

"I know, honey, but it'll fit, I'm sure of it."

"Stop moving it!"

"I am completely still, love! Come on, just a little more! Just three more inches!"

"Ugh, why is your cock so big?"

"Two more inches, gorgeous! Just one left now, come on! There we go, babe, see how it fits? How does it feel in there? Does it hurt?"

"A little bit."

"Let's just stay completely still for a bit until you get used to it."

"You're moving it!"

"Sorry, my bad!"

We stayed like that for about three minutes. It felt like an eternity! I felt a drop of sweat drip onto the mattress during that time. Finally, she started the back-and-forth motion, very slowly. Then she stopped and whispered very softly:

"Fuck me."

So I started pounding her slowly.

"Ahhh! Fuck, pound me faster and just finish already, please!"

"Babe! If it hurts, you let me know, okay?"

"It doesn't, just fuck me."

I started hammering away with passion then. She was moaning loudly, but she didn't complain about pain or anything else.

"Ah! Oh god! Ah! Ah! AHHH! AHHHHHH!"

"I'm gonna cum!"

"Cum, do it! Aiiii!"

And just like that, I came! The moment I pulled my dick out, she collapsed onto the bed. She just lay there while I went to the bathroom to clean myself up. When I came back, she was still in the exact same position, it looked like she had passed out.

"Babe, are you okay?"

"Better than ever! You animal!"