When I (M27) was 18/19yo, I ran a pizza/pub style restaurant when I met a girl a year older than me who was exactly my type. During work, she’d often flirt with me, asking about my tattoos, asking if I had a girlfriend, and at the time I had a failing attempt at a relationship. I told her, “yeah” with a sigh, and she asked “why the sigh?” I continued to tell her why it was failing. The topic of sex came up and I told her it was shit, because she wasn’t rough enough, didn’t like indulging in my fantasies. And when She asked what my fantasies were, I explained to her I have a a fetish with anal. Anything anal. Eating a girls ass, fingering, fucking, but I had not yet fucked a girls ass. She said “anal is amazing!” And my eyes just about popped out of my head. That night, I was the closing cook and she the counter help, and we fucked in my car for the first time. It was great, but she didn’t want to do anal until we’re in a better place and where she could be cleaner. The next day, she ended up needing a ride home, but that quickly turned into my first experience Fucking a girls ass. She asked me to go inside with her, and she showered and told me to wait on her sofa next to her bed. I heard the shower turn off and she came out naked, looking perfect. She walked over to me, already having my cock throbbing, and sat on the arm of the sofa. She laid back, lifted her legs in the air as she played with her pussy making me wait and watch. She said, “you’re going to fuck my ass, but first eat it.” I got on my knees and slide my tongue as far into her ass as I could, making her cum as I played with her pussy with my hand. She grabbed the back of my head trying to push it further and further, but I needed to fuck her. I stood up slid my dick into her grool soaked ass hole, and fucked her while she played with her pussy. It was incredible. She didn’t know but I wanted to gape her so I pulled out, spread it wide open, and spit inside of it before thrusting back in, and loading her ass with cum. It was the best first anal experience.
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