Remembering loosing both my vaginal and anal virginity on my first time.

This is the story of loosing both of my vag and anal vaginity in one session.

This is told from my view and is how I remember it, being it was 18 years ago.

Hope you guys enjoy it. First time ever writing errotica, let me know what you think

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We were laying on my bed making out. I had taken the day off school and had invited my boyfriend over while everyone else was either at school or work.  

“I want to loose my virginity” I half whispered through ragged breaths.
“Are you sure?”
“Yeah”  

Without anymore convincing, he started kissing down my neck, lifting my shirt to caress my breasts in his hands.  

I lifted my shirt over my head as he continued kissing down my body, stopping at my nipples to tease and flick each with his tongue. Pinching one between his fingers as his mouth worked on the other.  

His lips continues the decent down, kissing every part of my stomach, paying close attention to the scar across my stomach to make me feel more at ease.  

As he made his way between my legs he smiled, pulling my shorts and underwear down around my ankles, I pushed them off onto the floor.  

He kissed my inner thighs as his fingers softly rubbed the soft flesh between my legs.  

“You sure?” He asked again
“Yes”  

He rubbed a finger down my pussy, starting at the clit, down between the lips before slowly starting to slip a finger inside.  

I let out a gasp as he pushed it in.  

“You ok?”
“Keep going” I half whispered  

His finger started going in and out gently, slowly adding a second finger.  

He leaned down, pressing his lips against my clit. His tongue found the soft flesh of my clit. As his fingers worked their way in and out of my pussy, his tongue flicked and licked.  

My breathing started getting heavier and I noticed myself lifting my hips each time his fingers entered.  

“You’re so wet” he smiled up at me
“I wanna fuck” I half moaned.  

He pulled his fingers out. Stood up and removed his pants before leaning over me, placing one leg on each side of my hips.  

“This may hurt a bit” he warned as he lined his hard cock in place where his fingers had been
“I don’t care” I smiled  

He started rocking his hips, pressing his cock into the wetness of my hole. I winced as he pushed deeper.  

The pain of my first time was absolutely intoxicating, I’d never felt anything like it, both pain and absolute pleasure.  

I started moaning softly as he thrust deeper. My hips started grinding, keeping up with his thrusts. I needed him, all of him. I wrapped my legs around his hips, pulling him in deeper.  

“Oh my god!” I moaned. I could feel myself getting closer to the edge.  

He crashed his lips against mine, kissing me hard as his drove his cock deep inside my soaking wet pussy.  

“You close?” He whispered in my ear
“Yes” I barely got out between moans.  

With a couple more thrusts, we both went over the edge. I was in heaven as I felt his juices flow into me.  

He crashed on the bed beside me. Both of us struggling to catch our breath.  

“Wow” was all I got out
“You ok? Didn’t hurt to much?”
“No. At first it did”
“You did so well. Do you want to try anal?”

“Um, yeh, I guess”
“I’ll be gentle I promise”  

He flipped me around so I was laying on my stomach. He lifted me around the hips so my top half was on the bed and my ass was in the air.  

“You’re going to feel pressure” he warned as I felt a finger feel around my ass hole before being pushed inside. He started thrusting it slowly like he had with my pussy.  

I felt another finger enter. The pain was nice.  

“You like it?” He asked, leaning down to kiss my back
“Keep going” I smiled  

He entered a 3rd finger as the movement sped up. I started moaning softly, loving the feeling of my ass being violated.  

He removed his fingers and lubed up his cock.  

I yelped a little as I felt the tip of his cock press into my hole, stretching it open. Adding a little more pressure each time, I felt it slide in. It hurt, but was nothing I couldn’t handle.  

He stayed there for a few minutes so I could get used to it inside me. After a couple seconds, I couldn’t take it anymore and pressed back against him, letting him know to keep going.  

He grabbed my hips and started slowly pulling out and pushing back in.  

Anal play was so much different to vaginal play. Within seconds I could feel the pleasure building inside me. I started pushing my ass harder against him, making his push deeper inside.  

“Fuck me” I moaned as he slammed I to my ass.  

He pulled me up so I was on my knees, holding onto my boots he thrust up deep inside me.  

I began moaning loudly. His fingers began rubbing my clit, flicking it between his fingers before slipping his fingers inside. I leaned back against him, feeling my body starting to turn to jelly.  

“Cum for me babe” he breathed in my ear.  

As if answering his command I exploded around his fingers.  

He pulled out of my ass as I fell forward and collapsed on the pillow, finding it hard to catch my breath. My pussy pulsing in pleasure beneath me. I was one happy and very satisfied girl in that moment.

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