Anal Curiosity

Like many teen girls I had sexual desires but didn't quite feel ready to lose my virginity. Past relationships with guys were short, mostly due to them being jerks and I wasn't keen to waste my cherry on them.

I didn't feel ready to lose my real virginity but longed for an intimate sexual experience, one that went beyond a kiss and a fumble.

I'd heard some close friends in the past boast of good times they had with guys, and to be honest was a little envious. Over a few drinks too many down the local pub, I confessed my feelings, and one of them suggested anal sex. At first, I thought they were kidding; it's an obvious joke. The girl wants to keep her cherry, so go for the poopchute loophole. I laughed it off as alcohol fuelled humour, but something told me they were serious.

A week later with less drinks sloshing inside of us, they brought up the topic again. Now up until then my understanding of anal came entirely from porn, which as we all now know isn't always realistic. I'd also thought of it as a bit niche or only done after much persuasion. My friends surprised me by telling me just how mainstream it is, especially among girls like me.

They suggested a guy who could show me the ropes. Experienced, considerate and far from porn star proportions. He was the type you knew from a distance, the type of guy you see occasionally in the bar but never talk to. No movie star, but a bit better looking than average.

They introduced me and we chatted for a while, neither of us bringing up the subject of sex but I felt he was attracted to me. I wasn't getting that rip my panties off and ravage me feeling but I did find him desirable. My friend, bored of my slow progress, jumped in with zero finesse announcing I'm a virgin and wants to try anal. Well let's just say it got his attention and he started piling on the charm and telling me he'd make my first time special. A few hours later I found myself at his house and in his bedroom.

We kissed and he slowly undressed me, I was wearing the normal clothes you see teens in on a Saturday night out, short skirt and blouse so it didn't take long. Final removal of my panties brought home what I was about to do.

Lying side by side on his double bed he stroked my body tenderly and we kissed a while. He suggested that for my first time that missionary would be most comfortable, it made sense to me, so I trusted his judgement.

He took a spare pillow, lifted my legs, and slid it under my bottom. My pelvis instantly tilted lifting my buttocks and parting my legs. Staying by my side he softly ran his hand down my body until his fingertips traced a line to my butt hole. He reached for a tub of lubricant, dipped his finger in then stroked my hole with tingling little circles but not penetrating. It was like when you get out the shower and the dog surprises you with his cold nose. He redipped his finger and this time told me me to push out like I was trying to break wind. His finger tip slipped inside an inch and he gently massaged before returning to the little pot. Gradually his finger got deeper and deeper and I felt my tight ring loosen it's grip until he declared I was ready.

I knew my time had come. I'd come this far; there was no backing out now. Much as I wanted the experience, my heart beat so hard I thought it was going to explode.

Kneeling between my legs, he shuffled closer and asked if I was ready. I smiled nervously, nodded, and whispered yes.

He took his dick in his left hand by the base and stroked the head on my ring, tickling it and teasing me before asking, "Are you sure?" Again, I nodded. Steadying himself against my twitching hole, he instructed me to push out like before. The pressure built until I yielded, I expected a slow entry, but the head just popped in with a slight sting, making me take a short sharp intake of breath. My body seemed to suck the rest of his dick inside with a deep swelling sensation.

We lay still for a moment bar by my squirming insides as they moulded around his twitching cock. I'd been by friends that penetration was the hardest part but it wasn't as bad as I expected. I had a man inside me and it felt an achievement.

His hips began to slowly rock and his dick began to glide back and forth in me. Part of my mind was occupied by the strange squirmy pulsating sensations deep with in me that each thrust delivered. The other part kept repeating "oh my god I'm having sex" as if I needed to constantly remind myself. I don't know why but I almost felt I had to reaffirm to myself what was happening.

The feeling was odd, weirdly pleasurable yet uncomfortable at the same time as I collapsed and expanded as he moved in me. My body felt it belonged to him, I felt dominated yet safe at the same time.

I didn't move much bar grip his arms and shoulders or slide my legs on his, sure I wriggled and squirmed, who wouldn't but I didn't thrash or bounce about. My vocals were low, panting interspersed with gentle moans.

He knew just how hard to thrust, moving it like a violinist works a bow in a controlled manner altering depth, speed and throwing in the occasional change of angle. No hard jerky thrusts more like he was exploring me with his dick. I could see why so many girls recommended it.

I could see the pleasure on his face as he made love to me and his delight at my own surprised facial expressions and moans. His hands would flip my hair off my face or softly caress my breasts and occasionally he'd lean forward for a reassuring kiss.

The time came when he couldn't hold back any longer, he whispered he was going to cum. His body seemed to stiffen and he pushed deep into me, the thrusts shorten and become a more tap tap rhythm, one last push and he trembled contorting his face. I felt him throb and pulsate inside me, I knew he was cumming inside of me but if I'm honest couldn't really feel the splash.

Then the stillness returned, he looked exhausted and slowly withdrew collapsing by my side. My insides still pulsated and tingled, I had just been ass fucked and it was amazing.