"Oh, I know."

"You're not mad?" I asked.

"Why would I be? Oh! I'm on the pill! You didn't know?"

"Um, no..."

"It was a requirement for going to school out of state. You know, so I don't end up like my sister."

"Oh, well that was lucky."

"So, how long before we can do that again?"

"You want to keep going?"

"Oh course! That felt...really good at the end and I want to experience that feeling as much as I can. And I want you to teach me all about sex. Like different positions and stuff. Oh! Is there something you've always wanted to do but Susan wouldn't let you?"

"Well... There is one thing." After Susan and I had sex the first time, it took her over a month to get an appointment at Planned Parenthood. During that time, we went back to just having oral but she still wouldn't let me finish in her mouth. One night when I was eating her out, I played with her butt a little. I actually managed to get a finger in her asshole. When I saw that she liked that, I suggested anal sex but was shut down hard because anal was "gross" and she heard it hurt. I didn't play with her butt any more after that and eventually I got access to her pussy again, so I never brought up anal again. "Anal sex."

"Anal sex? Oh...wow. Okay."

"Wait, really?"

"I said I wanted you to teach me everything. I didn't think about anal sex, though. Still, I'm willing to try anything. So, if you can even get that monster to fit in my ass, then I'll let you fuck it. Just promise me one thing?"

"What's that?"

"Even if I don't like it, don't stop till you finish. I want to full experience and since this is something you've always wanted, I want you to have the full experience as well."

"Like you're going to let me cum inside your ass?"

"Well yeah. Even if I wasn't on the pill, I can't get pregnant that way silly. Now, if you don't mind, could you get off of me so I can go prepare?"

I was still inside of her even though my cock had gone soft. "Oh, sorry." I rolled off of her and she got up and started walking away. "Wait, prepare?"

"John, I poop from that hole in case you didn't know. So, I'm going to wash my butt to make sure we avoid anything gross." With that, she walked off presumably to our bathroom. I couldn't help but check out her cute butt as she walked away. While those huge tits were her best feature, she just had an overall amazing body. A body that I was going to use in every way I could. Thinking about fucking her virgin ass quickly got me hard, again. It took a good deal of willpower to not jack off while I waited on her.

About five minutes later, she came back in holding a jar of Vaseline. "What's that for?"

"Lube, silly. We're going to need it if you're going to have any chance of fitting that big cock of yours in my asshole." She sat down next to me in the bed, put a generous amount of Vaseline in her hand and started rubbing it on my cock. "God, I love your cock, John. I wish we had done this sooner." She was jacking me off at this point and while it felt good, I was ready to experience her ass.

"Sit on the edge of the bed. Then, lay on your back and hold your legs back."

"Like this?" Once she was in position, I took the Vaseline, put some on a finger, and started fingering her ass. "Ooooh, that feels...different." She obviously enjoyed me playing with her ass as she started moaning. Then, I applied Vaseline to two fingers and worked them up her ass. I had difficulty at first but soon I was sliding both fingers in and out of her ass and her moans got louder.

"Okay, I'm going to put my cock in now."

"Just...go slow, okay?" I stood in front of the bed and put the head of my cock against her asshole. Pushing against her asshole, the head of my cock eventually popped in and she gasped.

"Fuck, you're so tight!" I kept pushing slowly until my entire cock was inside of her ass.

"Oh my god, how did that fit inside me?"

"Are you okay?"

"It hurts, but I think I can take it." I grabbed her legs and pushed them to her chest. Then, I started to slowly fuck her ass with long, deep strokes. At first, she kind of whimpered as my big cock violated her tightest hole. It wasn't long before the whimpers turned into moans. "It's starting to feel good. Keep going!"

"Do you want to taste your ass?"

"That's so naughty! I'll do it!" I pulled out and sat in the bed next to her. Without hesitation, she moved over my lap and started sucking my cock. I really didn't expect her to do ass-to-mouth but it was really hot that she did.

"Get on your hands and knees. I'm going to fuck you from behind." When she stopped sucking my cock and got into doggy position, I got behind her and slid my cock back into her ass.

"Ohhhhhhh! Fuck my ass, John!" I grabbed her tits with both hands and started to fuck her ass fast. "Ah! Ah! Oh fuck! Don't stop! Pound my ass!" With that encouragement, I started fucking her hard. Her moans got louder and louder. I loved that she was enjoying this. If she had hated it, this would probably be a one time thing. But now, I felt like we would definitely be doing this again.

Her tight asshole squeezed my cock as I slid in and out of her. Her huge tits felt heavenly in my hands. Her ass jiggled as I thrust into her with reckless abandon. I was loving every bit of this and so was she. Still, I knew this wouldn't last forever. Her asshole felt so good that I could feel my orgasm approaching. I tried to think of a way to prolong this experience but suddenly, she yelled out. "Oh fuck! I'm cumming! I'm cumming! AHHHHHHH!" She leaned as far back into me as she could and her whole body shook with orgasm. I held her against me as I couldn't help but fill her ass with cum. Then, I let her fall forward onto the bed and I went with her laying on top of her.

We lay like that for I don't know how long, panting and covered in sweat. Finally, she spoke.