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Introduction:

This is the story of how I lost my virginity which led to me exploring sex for the rest of my life. I would love to hear your comments and what I can improve in the stories to follow

It was that time where my 14th birthday party was wrapping up. Everyone had left my house expect for one of my best friends named Madison. She was about 5' 6" with a great looking body with developed boobs for her age. I had always respected our friendship even though sometimes there was a lot of sexual tension between us.

Once it was just Madison and I left in the house, I decided to go upstairs to take a shower. Madison just hung out in my room while I hopped into the shower. Madison was still sitting there when I had gotten out on her phone.

"I'm surprised you didn't notice!" She said.

"Notice what?" I replied.

Madison said, "I never gave you your birthday gift!!"

I didn't even realize it until that point.

"Well, did you get me anything?" I asked.

"Yes!" She replied.

Once she answered, she got up from the chair and came over to my bed. She straddled her body across mine and leaned in for a kiss. This was nothing new for me since this was not my first kiss. Neither was it her first kiss. This kiss seemed to be more passionate than any other kiss I've had. After a few seconds of the kiss, Madison broke it and said to me, "My gift to you is my virginity." I was stunned by what she had said but it wasn't to my surprise. I knew it was going to happen eventually.

Oddly enough, we would be taking each other's virginity on my 14th birthday. She began to kiss my and she would find her ass along my hardening dick. She had seen my dick before, since we were very close friends and often hung out together. My dick was about 7 inches or so. As we continued to make out, she began to strip down. She took over her shirt, which revealed her boobs in her black bra. I reached back and undid her bra, which allowed her amazing boobs to hang revealing her perky nipples. I reached down in front of my to undo her pants which revealed her matching black panties. I felt through her panties to where I felt her pussy already becoming wet.

She then undid my pants revealing to her my hard 7 inch dick. She began to stroke it with some force. She licked the head and then plunged her whole mouth onto my dick. I let out a few moans as she sucked my dick. This was the hardest my dick had even been. After about 10 minutes I began to feel myself getting ready to cum. I let out a huge grunt before I shot my load into her mouth.

After I came, I turned my attention to Madison's pussy. It had become dripping wet through her panties. I slip them off revealing her clean shaved pussy. I rubbed a finger against her clit. After a few touches she began to moan. I then stuck a finger inside her tight pussy. Her pussy was super tight. I didn't know how I was going to eventually stick my dick inside her. I began to find ways to end up sticking three fingers inside her and thrust them in and out and a decent pace. After awhile, she began to moan as if she was going to cum. Her pussy tightened up on my fingers as she was cumming. I thruster my fingers faster and faster and then she squirted all of me. After she had calmed down from her rush of excitement, Madison told me that was the first time that had ever happened when she would masturbate.

I layed back on my bed with my dick sticking up. Madison got on top of me, grabbed my dick, and moved it to the opening of her pussy. She rubbed it up and down her pussy lips up to her clit. She then gently let it sit at the opening as she slid herself down my shaft taking it all in. As she was sliding down we both let out moans and her pussy was super tight around my dick. Once taking it all in she bounced her way up and down twerking her ass on my dick.

Madison got off my dick and began to suck me off. She then said, "I want you to stick it up my ass!!" I was shocked that she would be that adventurous on our first time having sex. I moved her ass to where she was sitting on my face and began to lick her ass hole trying to make it as wet as possible. I then moved her back down toward my dick as once again she picked up my dick and moved it straight to her asshole. She moved herself down my shaft while letting out several load moans as she was much tighter her.

After getting used to the size, I was beginning to climax as was she. She told me she wanted me to cum in her ass. My thrusts became faster and faster and within a minute I came inside my best friend. I pulled out me dick as my cum began to drip outside of her. We both then leaned in to start to kiss passionately with each other. We kissed for a very long time.

We eventually mingled our way to the shower where I had just been previously. We both ended up in the shower. At first it was just a simple cleaning. But then it turned into Madison cleaning and kissing my body when I would do the say for her. We then came up to each other and kissed passionaly under the water. We did this while I had a hand on her pussy rubbing it and while she was stroking my dick.

At this time it was close to 2 o'clockin the morning. So we dried off and got into my bed to go to sleep for the night. We both knew this night would change the course of our friendship forever.

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