Page 17 of Butt Stuff

Fortunately, Josh didn’t last through my orgasm. I was pretty sure that if he’d kept thrusting at me after I came again, I would have passed out from the sheer ecstasy. But my writhing body, the anal play, it had all gotten to him on an intensely fulfilling level and he creamed my pussy as I bucked beneath him, groaning his own completion. I was pretty sure we were both picturing what it would be like when he came in my ass.

As we caught our breath, Josh kissed me, slowly rubbing his hips against mine as we shuddered out the last of our orgasms.

“Did you like that?” he asked. He stroked my ass cheeks, and I could feel the tips of his fingers nudging the plug in my butt.

“Yeah,” I admitted, kissing him back.

“God, this is so hot.” He nuzzled my neck. “I can’t wait to be inside of your ass.”

His words sent a shiver of anticipation and anxiety through me.I kind of couldn’t wait either.

At Josh’s request, I left the small plug inside of me for several hours. And I let him be the one to take it out. The sensation of its removal left me feeling sore and empty. That night, before bedtime, I laid on my stomach and let him use his fingers to play with my ass. He thoughtfully also inserted some into my pussy and fingered me to a fantastic orgasm.

The next afternoon he insisted on plugging me again. I was starting to get used to the full feeling of a butt plug inside of me. That night, during foreplay he stuffed my ass full of beads on a string, and pulled them out in the middle of my orgasm, creating the most intense wave of ecstasy I’d ever felt in my life. I still wasn’t entirely sure that I hadn’t blacked out for a minute.

By the end of the week, he’d talked me into letting him put the medium-sized plug in my ass. My tight hole stretched and it was uncomfortable at first, but he made it up to me with fantastic oral sex. The full feeling in my ass, the twisting of the plug as his tongue worked over my pussy, all contributed to a fantastic explosion of delicious ecstasy.

The medium-sized plug took some getting used to, but the feeling of having it jostling around inside me ended up turning me on. I jumped Josh’s bones almost every night.

A few days later, I finally agreed to let him deflower my ass.

“I want to be in control,” I reminded him nervously.

“Absolutely, baby. Whatever you need.”

Yeah, he’d agree to anything to get inside my ass. In fact, his obsession with it had become rather flattering. He knelt behind me, while my hips were propped up with a pile of cushions on our bed, using two fingers to lube up my hole.

I closed my eyes and concentrated on the erotic feeling of his fingers sliding in and out of my ass. The constant anal play got me off, but I was still a little scared. That his fingers caused no discomfort helped. Heat started building in my pussy the morehe fingered my asshole, and I started pushing my hips back against him.

“Okay,” I finally said. “I think I’m ready.”

Quick as a whip, the head of Josh’s cock pressed against my tiny hole. It felt monstrously huge compared to me.

“I’m holding still,” he said.

That was our agreement.

“You just move when you’re ready.”

Experimentally, I pushed back against him. The groan he made was very nice… The sharp stab of erotic pain was less so. Sure, it felt good in some ways, but it also hurt. I eased away again.

Josh was being great, very patient. He didn’t even sigh with disappointment. If he had I, might have said ‘fuck this’.

Instead, I took a deep breath, carefully relaxed my muscles, and pushed back again. This time it was a little easier and I was able to push past that first sharp jab of pain. One more deep breath and I felt his head pop inside the tight ring of my anus. Josh’s quick gasp let me know how much he liked that. I wiggled a little, adjusting to the sensation of him in my ass. It was very different than the plug… I could practically feel the heat emanating from the head of his cock as I squeezed it. Josh’s hips jerked and he pushed inside me. Then it was my turn to gasp.

“Sorry, sorry baby,” he said immediately, pulling himself back out. I was sure doing so took monumental effort. What a sweetie.

“It’s okay,” I reassured him. “It didn’t hurt.”

In fact, it gave me the courage I needed to push back a little more, feeling his cock pressing into my lubed hole. Thank god for all the preparation he’d done on me. I was actually able to enjoy the feeling of my ass opening up for him. Once I had several inches of him in me—about as much as the plug—I let myself slowly pull back off of him.

Oh! Wow.

That was a weird sensation. The feeling of his cock receding from my tight anal cavity was not like being fingered. As the sensation of fullness was dragged back, it felt like having air drawn out of my lungs. I pushed back onto him, almost clinically analyzing the way it felt. Josh’s fingers dug into my hips and he groaned again.

Well, he’s certainly enjoying this.

After another minute of rocking back and forth, working his erection into my tight hole, I realized that I was too. There was something deliciously naughty about what we were doing. And intimate.