1. A Long Prom Night Pt. 01


    Date: 7/21/2024, Categories: First Time Author: byHomecummingKing, Source: Literotica 

    ... settled in the crack, only leaving a piece of cloth between my finger and her virgin asshole.

"Is this ok?" I asked. I then softly applied pressure to her hole with my finger. She seemed baffled, truthfully I don't she had ever considered it. She backed up against me again, escalating the contact between us.

Eventually, I slid my hand down the back of her panties and made true contact with the tight hole. I massaged it, and eventually, bit by bit, penetrated her ass. She moaned, I was in awe. Was this really happening?

Soon, she was on her back and I was licking her pussy and using my pointer finger to find her spot, like we usually do. This time though, I also slid my middle finger back to it's forbidden home. She moaned and bit a pillow. She grasped the bedsheets. I could feel her pulsating around my pointer finger, and feeling her hips push back to continue getting assfucked by middle finger.

After a brief intermission where we got some supplies from the store, Kath and I were back at it. This time slowly adding more fingers to her ass, she always liked the challenge. She wanted to use her ass like she assumed the other girls used their pussies.

I was harder then concrete, and given my size, I knew even with our effort it would be hard work. She was bent over my bed, light blue panties around one ankle. Her beautiful ass was presented to my hungry cock. I grabbed her left hip with one hand, and my dick with the other.

Slowly, I pressed the tip ...
    ... of my penis against the soft tissue of her asshole. At this point, we had worked her ass open a little, but it still seemed rather tight. As I pushed gently into her, I could see her toes curl into the carpet.

"Relax. Just let me know if you need me to stop or slow down"

"It feels so big" She said incredulously. "Go slow"

I softly thrust a little deeper into her anus and then pull back a little. She would take a breath. I pushed my cock a little deeper, slide back a bit, breathe. Centimeter by centimeter my large cock excavated her asshole. She gripped the bed and the arched her back into me, forcing my cock deeper inside her ass. I moaned. It felt incredible, like the tightest, warmest, handjob mixed with the dirtiest fantasy you've ever had.

"Fuck me" She insisted.

I thrust into her at slow tempo. Every bit of motion inside her was ultra sensational, so we didn't need to go fast. But it was different from our handjobs and blowjobs, this time I was fucking Kass, it so happened to be in the ass.

She gripped the bed tighter, she moaned in frustration, my cock erupted inside her. She could feel the muscles on my shaft convulse and blast cum into the depths of her rectum. i collapsed on top of her, moaning and drooling with approval. My once solid erection was softening as the walls of her asshole tightened to reclaim their land. Then, in the daze of fucking Kass for the first time, I sputtered out the words...

"Do you wanna go to the prom with me?"
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