The Very, Very First Time

Hi, my name is Emily. This is the story of, you guessed it, my first time. Not just my first time having anal though, this is the story of my first time with a dick inside me, so enjoy it. A few things have been modified to make the story a little more interesting.

At the time, my boyfriend and I had been dating for about three months, giving or taking a week. We were both very shy; none of us had the courage to take the first step. We had had very heavy makeup sessions, after which I could tell Nick was excited, but they never led to anything more.

We had entered into a nice little routine. During the week, we sent text messages and a video chat when we could and during the weekend we alternated between staying with home and at his house.

We were at home this particular weekend and, after a particularly hot mouth-to-mouth session, I knew I couldn’t take it for much longer, but I was a little too shy to start stripping it on the couch. I decided that someone had to take the first step and that it would be me tonight. So, after “recovering” from our lip battle, we began our ritual before bedtime.

It was simple, but it made us feel like we were playing at home in a certain way. We brush our teeth and change, the latter made in separate rooms. At this point in our relationship, we were still super shy, so changing in front of each other wasn’t a thing yet.

When we got to bed, he wrapped his arms around me, pulled me into my position as his “little spoon,” and muzzled my neighbor’s back. I laughed and arched my back slightly, making sure my was crushed slightly against her crotch. I could feel his breath warming up against my neck and his outstretched arm muscles if he was so slightly.

It didn’t take long for me to feel his limb stiff against my, but I kept pretending to rub it inchisors against for what seemed to be forever. I remember what looked like the beginnings of a cramp starting to crawl into my lower back.

Finally, I felt him change slightly as he moved to pull down his pajama pants. My heart was beating in a hurry as he struggled to free himself from his cotton drawers.

I soon learned that he went commando while he was sleeping when I felt something intensely hot press against my back.

At that time, my breathing was heavy and I became very nervous. It was as if Nick could feel that because he started kissing and gently biting my neck as his hand ran over my body and brushed against my nipples now hard. His hand quickly ventured up to the belt of my shorts and began to shoot at them.

I was getting away with it at the time and I was frantically helping him to get them out, and my panties, out of the road. When they finally were, I felt its warmth settle perfectly between my buttocks-cheeks.

His hips started to move, dragging his dick between my cheeks. He was rubbing against my little rose bud, making me shiver and bite my lip. Responding to my body, Nick began rubbing the circles around her with the tip of his cock, spreading the juices he had leaked in excitement all around her.

Even those little moves drove me crazy. I reached out and a little more stretched my so that there was better access.

All shyness had left my body, and also my boyfriends. In response to having more access to my little rose, his circles became more concentrated and he began to gently push his cock’s head against her. I couldn’t help but let out the little moans, which seemed to encourage him.

I bit my lip as it continued to delight my. A thought went through my head. “Is it going to hurt? I knew he was going to fuck me in the ass tonight. It was the only option because I knew I had no protection and he wasn’t sure he would either, but I was a little nervous.

All my thoughts and worries flew out the window, and as soon as I felt the whole tip pass my threshold, I let out a sigh. Letting me relax and get used to the new sensation, Nick sucked and nibbled at my neck. He was leaning on his right elbow at the tip; I was facing him again and his other hand kept his cock from slipping from inside me.

To show him that I was ready for more I again pushed my towards him, causing more of him to slide inside me.

He continued to bury more and more of his cock inside me, until he was finally fully buried.

Sweat flowed from us as we lay there connected in this new and exciting way. Nick turned his hand to my chest and started exploring one of my erect nipples with his thumb and forefinger. I liked the feeling.

Acting under the influence of a reflex, I didn’t know I had I leaned a little forward, leaning at the waist, and then started moving my away and back towards my boyfriend. He quickly got the idea of what I was doing and started to fuck me slowly.

As his cock slipped in and out of my ass, my own fingers meandered down to where there was a nagging pain, between my legs. My was smooth with all the excitement; I had never been so wet.

Seeing where my hand was going, Nick raised my leg so that I had better access to my pleasure center.

With each thrust my finger drew a circle around my clitaction, causing an intense bolt of fun to run through my body. Each bolt also made me squeeze around my boyfriend’s cock.

Nick’s push has become deeper and deeper; I felt we were both close.
My fingers kicked in more drive, rubbing faster and tighter circles against my painful clitaction. Within seconds I could feel my orgasm coming, and with a breath, it took over my body. I stretched my lower half, my boyfriend still pumping his cock in and out of me.

He could hear and feel my orgasm, which caused the little control he had left to get thrown out the window.

Just moments after my own orgasm, Nick buried his cock deep inside me one last time and released his seed. I felt the hot liquid sticking coat inside my as he let out his final moan.

We’re lying there for a minute or two. No sound except for our panting.

He slowly slipped me out of me, kissing my neck before going to clean himself. As it cleaned, I re-decorated my panties and shorts. He came out of the bathroom and lay down next to me, once again taking his position like the big spoon.

We were both exhausted and fell asleep as soon as we were cuddled together. I was really happy to have decided to take this first step.

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The very, very first time