Pop went my cherry

A true story that happened many years ago...

I was 18, stood 6' tall, thin frame around 150 lbs. smooth chest, hairy legs, untamed pubic hair. Dean was 23, 6' tall, around 160lbs. Slightly hairy. Both of us grew up in the country. Not afraid of a hard days work.

We had been fooling around for a few weeks, pretty much just swapping blow jobs with each other. But that night Dean had a different plan. We were in the living room naked as usual. I had been sucking on Deans 7" cock and hairy balls. His hands on my short cut hair moving my head up and down on his shaft. Dean finally pulled me off of his pole. As i sat up on the couch i was admiring his rock hard cock sticking straight up in the air, glistening in the light and covered with my spit. Dean leaned over and began returning the favor. Looking down at him watching my cock disappear between his lips as it had done so many times before was exciting.

Dean pulled himself off of my cock and said i want to show you something. He raised my leg up and gently rolled me over on the couch where i was bent over the couch arm. Not being able to see him anymore I could only feel what he was doing.

I felt his hands run across the globes of my bare ass. Next I could feel the rush of warm air across my hole as he gently parted the cheeks of my butt. I could feel his breath on my skin as he slowly leaned in. Next was the sensation of his lips gently kissing my virgin hole.

My cock was rock hard. These were new sensations for me and i was liking them. The kissing became more firm and lasting. I was beginning to feel his tongue darting against my hole. At first it was a gentle lick, Slowly and purposely. This carried on for a few minutes. Now i can feel his warm, wet tongue slowly begin to work its way inside my body. The thoughts of him actually putting his tongue in my hole were driving me wild. My hard cock was throbbing as I enjoyed this new sensation.

I was moaning with delight as my hole began to slowly open up to his invading tongue. Oh my God, is he sticking a finger in me? Yes he was. Alternating between his tongue and finger he was touching me in places I had never been touched before. I was trying not to cum as I opened up more to him.

Suddenly he stopped. What the fuck, why did you stop i was thinking. Then i felt the hair of his chest brush against my back. His finger had found its way back to my spit covered hole except now he was lining his cock up with it.

Dean slowly began to ease his manhood inside of me. As the head of his cock began to push apart the lips of my hole i began to whimper. It felt massive as he was trying to work his way in. He was slow and gentle. Oh my God Dean it hurts. Shhhh it will quit hurting in just a minute and it will feel good. Its ok, bare down on it a little. Slow and easy he put in a little at a time. Letting me rest and adjust before he went deeper.

Doesn't that feel good he said as he slowly worked his shaft back and forth inside of me. Going a little deeper with each stroke. My hole was beginning to relax and enjoy what he was offering to me. Dean was nibbling on my ear and whispering how good I felt. He was right, the pain was now replaced with pleasure. I thought he was all the way in but i was mistaken.

Suddenly dean pushed himself all the way in. His pelvis was pressed against the cheeks of my ass. It all happened in an instant. When Dean pushed in he popped through my ring. As he was doing that he reached under me and touched my throbbing dick. The sensation of him deep inside of me and him touching my cock sent me over the edge. I began to cum on the arm of his couch. As i was cumming my hole clamped down on his shaft and sent him over the edge. He filled my hole with jet after jet of his warm man juice. I could feel the warm sensation of his seed squirting inside of me.

We both collapsed on the couch. He left his cock in me until it deflated and popped out on its own. We were both exhausted and spent. Lets go to bed he said. As we walked down the hallway to his bedroom I could feel his seed begin to run down my leg. Let me go take care of this i said as i turned to go in the bathroom. Dean grabbed my hand and said no, its ok. I want you to leave it inside of you. We crawled in to bed, still naked. Cuddled up and drifted off to sleep with me no longer being an anal virgin.

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