Sex Diary Part 2: First Fuck

After nursing M’s cock to a violent cumshot, I was aching for more. That night I didn’t feel ready for more - the handjob and showing him my breasts felt like a big enough step. I need to be careful because I can sometimes have problems with panic attacks, so I can’t move forward too quickly. Luckily, M is 100% understanding about my issues. I love him dearly for that.

After that night in May when we made out and I finally saw and handled his penis, I knew it wouldn’t take long for me to want to take the next step. And just one week later, he would finger my virgin pussy and slowly slide his whole cock inside me. That is what this story will be about.

We had gone to see a movie and had agreed beforehand that if we both felt comfortable, he would spend the night at my apartment. I could barely concentrate on the movie at all. I was ready for more, so very ready.

We started to make out pretty much as soon as we got home. Sitting on the sofa, he asked me if he could touch my boobs over my top, and I told him yes. At the first touch my pussy immediately stirred to attention and I put my hand on his lap, kneading gently where I felt the hardness under the fabric.

“I want you to see me naked,” I told him.

“Let’s go in the bedroom?” he suggested, and I nodded.

We walked into the bedroom holding hands, kissed some more and embraced warmly.

“Can I undress you?” he asked, and again I nodded. By now I was so nervous that my voice would probably just have been a weak squeak had I answered him.

He took my top off, and now I was standing in front of him wearing my bra and jeans. I reached out to open the buttons on his shirt and slide the fabric off his skin. I ran my hand over his chest and he did the same to me.

I turned around so he could see the clasp of the bra and unhook it. I took my bra off myself, let it drop to the floor and turned to face him. He immediately turned his eyes to my breasts and lightly cupped them in his hands.

“They’re beautiful,” he said. 

“Thank you. Your chest hair is sexy.” I tugged at it a little bit.

We kissed more, and as we did, he slid his hands down over my ass and squeezed my asscheeks. Then I felt his hands moving along my waist toward the front, where the button and the zipper was.

“Yeah,” I said and smiled at him. I felt like he was hesitating and waiting for me to tell him that what he was doing was okay.

My heart was going crazy inside my chest, but I wanted all of this to happen. I felt a little scared that I might faint, because I felt a little bit lightheaded.

Now my jeans had dropped to my ankles, and I was in front of him wearing only panties. My pussy was burning up, and I needed him to touch me, so I took his hand and put it between my legs. He moved it gently, and I probably moaned - can’t remember - I think my brain was overloaded.

As he massaged my crotch over my panties and again ran his hands over my ass, I undid the buttons of his pants and pulled them down. As I did, his underwear started sliding down along with his pants, and half of his erect dick got exposed. We both laughed at the little mishap, and I remember feeling much more at ease as soon as we did. It was like a sexual ice-breaker of sorts. 

We laid down on the bed, me on my back and him on top of me - in a missionary position, but my panties were still on. We kissed, and I felt his hard erection pressing against the whole area surrounding my pussy. It felt warm, and very, very exciting. 

He asked me if I’d like for him to kiss my boobs and I said yes. And he did, and it was just heavenly. He sucked each nipple into his warm mouth and sucked on them for a little while, and my whole body just tingled.

“That’s amazing, that’s just incredible,” I told him, and he mmmm’ed mmmm’ed as he sucked on my nipples, grinding his hips against me, his cock rubbing in exactly the right place.

“Take them off,” I told him and he sat up between my legs and tugged my panties over my hips and thighs. I helped him by moving my legs, and very soon my panties were off. 

I was acutely aware of the fact that he now could see my pussy very clearly, and the effect of the earlier ice-breaker completely wore off in less than a second.

“Oh wow,” he mumbled, and that made me feel a little better.

“Do you like it?” I managed to ask him.

“Oh man, you look great,” he said, and asked me if I was ready for him to touch it. I nodded.

It felt different to have him run his fingers over my parts down there. It wasn’t quite the same feeling as when I do it myself. I felt more sensitive. I guessed that it was because I was so excited and turned on and nervous, my whole body was on full alert. I looked at M and he seemed completely mesmerized as he ran his fingers over the whole external area of my pussy. And I was soaking wet, I could feel that.

“Put a finger inside?” I suggested, and he immediately did. Oh lord, lust explosion - I don’t know how to describe it. He had a finger inside me! It felt kind of otherworldly!

(Here I want to say that we had discussed the issue of condoms before and agreed that we wouldn’t use one, and he wouldn’t finish inside me. Yes I know that’s not anywhere near as effective as a condom, but I was on one of the safer days of my menstrual cycle and made a decision not to use a condom because I wanted our first time to be skin against skin, and not skin against plastic.) 

He leaned over to come and kiss me again, and as we kissed, I felt his hard cock push against my pussy lips.

“Just go in really slow, okay?” I said, and he nodded. 

It happened so easily. I needn’t have worried at all. I suppose it’s because I had been using toys for many years in my masturbation. But as he slowly filled me, it was very clear that this was no fake plastic toy. It felt much more intense than any dildo I have. A full, warm feeling that didn’t just fill my pussy, it filled all of me up completely.

“Oh my god,” we both exclaimed at almost the same time.

“That’s so good!” he said.

“Oh shit, that’s good!” I agreed.

He started moving his hips and sliding in and out very slowly, stopping to ask if I was okay and then continuing a little bit faster when he saw that I was.

(I lost detailed memories of these next moments, but I remember the feeling was just incredibly intense even though I didn’t have an orgasm. The feeling of fullness and the sounds of my wetness as he slid in and out, mixing with his grunting and my own moaning - so many new things happening and I just loved it all.)

I don’t know how long it took. It could have been 1 minute, it could have been 10. Then, a jarring feeling as he pulled out of me, and before I knew it, I had a splattering of warm sperm on my left breast and the rest of it all around my bellybutton.

He looked at me. He looked horrified. “Sorry! Was that alright? To cum on you?”

“Ohh, yeah, it’s nice. It’s warm,” I replied.

I don’t know much about other people’s first times, but I’d say mine was really good. It didn’t hurt at all. I felt a bit overwhelmed, but definitely understood why people keep going on and on about sex. I’m going to keep going on and on about it now too! 

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Thank you for reading. As I said I won’t embellish these stories, and if I don’t remember some details, then I won’t make anything up. 

Feedback from all readers is always welcome.