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Goes back a long time but I will never forget it. I was 20 and definitely not very experienced. My girlfriend was 18. She was a tall girl. Basketball player. Thick. Great ass. She lived in an upstairs apartment. Her parents and siblings lived downstairs. I was over one afternoon and we were planning on studying in her bedroom. At that age, alone in a bedroom, last thing I had on my mind was studying. She was in gym shorts and a tee shirt and was reading face down on her bed. I started enjoying her ass and legs with my hands and soon I was tugging at her shorts to take them off. She accommodated me by lifting her hips and her naked ass was in front of me in all it’s glory. I soon started nibbling and licking her ass and I had a raging hard on. I asked her to turn over but she said coyly, no I need to study. I couldn’t take it anymore and took of my pants and started rubbing my dick between her checks. Finally with my mind wild with lust I positioned by dick at her rose bud and started to push. It felt like forever but finally something broke loose and I was balls deep in her ass. She stated to moan loudly and I pumped away. I probably came in 2 minutes and I collapsed on top of her. We broke up about 1 year later. Was a bad break-up because I was an asshole and we didn’t speak for years which was hard because we had mainly the same friends. Years went by and we both married and had kids and remarkably still were in mainly the same social circle. We were at a friend’s 50th birthday party and I was standing at a table and she came up to me. She was pretty drunk and said “I never got you fucking my ass that one time out of my mind. It was the hottest most raw thing I ever did”. I was shocked and admitted I felt the same way. She asked if I ever wanted to try again and we arranged to meet in a hotel a few weeks later. This time with proper lubricants and safely. It was good but we both admitted, we could never replicate and decided not to have any type of sex with one another again.

NSFW: yes

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