Popped My Anal Cherry At 18

I was 18, home from college and ran into my grade school boyfriend. He looked amazing. We kissed in the 5th grade and he felt me up a little. That was it. Running into him at 18 I just wanted to jump his bones! We exchanged numbers and I hoped he would call me sooner than later.

Later on that night when I didn't hear from him I decided to call him. He answered and we talked for about an hour. He said he'd like to see me and that he was coming over if that was ok. I stammered and said yes of course but we can't wake my parents. He came over and we talked a lot... Cuddled a little and then finally we kissed! It was so sexy and delicious! We started to get worked up and we started to get louder. I said let's go swimming. It was a hot summer night and it was about to get hotter. We got to the edge of the pool and we looked at each other and then we stripped and jumped in! As soon as we surfaced we went right back to making out and his hand were probing and holding my body. I never felt anything like this. I then grabbed his cock! Oh my God! It was so hard and beautiful! I guided him to slide his head between my lips and then I circled my clit with the head of his cock. Both of our knees buckled. I then guided him over to the pool return jet. I told him I use this to masturbate. I let the jet stream over my clit. I went to show him with my ass pointing toward him. I started feeling the jet pushing against my slit. Then I felt his cock pushing against my asshole! He wasn't forcing it. He was slowly putting pressure until I felt his head penetrate my pucker. Between that and the pool jet I let out a gasp. He then wrapped his one arm around my tits, one around my waist as he slowly moved in and out back and forth. I never had a cock in my ass before. Fingers, hairbrush handle, and atari joystick have only been in there. And it didn't take long. I never felt anything so incredible before or since then. I started to cum and told him to pull it out, I'm cumming. He pulled out, still holding me steady as he sucked on my ear. He then sat on the edge of my pool as I got comfortable between his legs and briefly sucked his cock until he exploded in my mouth. I swallowed every bit I could! We fooled around a little bit for the rest of the summer but then once I went back to school we lost touch and I haven't heard from him since. I miss him and how he made me feel! I could never capture that same magic with my husband.

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