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My girlfriend at the time and I were on the rocks. But surely like plenty of couples, sex ends up being a good outlet for this. We were already plenty experienced with anal, but this one was unforgettable.
Gf was 5'7'' and a sexy Mexican, White, Filipino mix. She had a fit body with some nice firm legs, flat stomach, B-cup tits, and an ass you could die for. She also had gorgeous long brown hair, juicy lips, and big brown eyes. We fucked liked rabbits, but anal was always a little more special, and since we were doing poorly, we were going to well sexually a lot, in some new fun ways.
One afternoon we started fooling around and she decides, to my delight, she wants it in her ass. We were both in the bathroom with the shower running and had our clothes off. I was already rock hard as she grabbed the Vaseline. In my mind, I can still see her index and middle finger dip into the jar with her perfect French manicure. She circled it around her ass as I did the same for the head of my cock.
She grabbed me by the base and slid it inside her. I didn't move, she just backed into me. She didn't go all the way down, only about halfway, but with how she was moving up and down my shaft, she hit all the right parts. It felt so snug and perfect. She was taking her time sliding up and down, not more than maybe an inch or two of me. It took no more than a minute and I couldn't handle it. My breathing sped up and it was obvious I was going to cum. Perfectly in charge, she didn't change a thing she was doing, just taking her time milking me as slowly and deliberately as ever. She owned me with her ass.
"Already?" is the only think she asked as she saw how agitated I was, her big brown eyes locking with mine through the mirror. She kept going as steadily as ever and I finally went over the edge, emptying inside her. I jumped into the shower to clean up and went to lie on her bed in ecstasy as she cleaned up as well. It's certainly good we aren't together anymore but I am very grateful for all the hot memories we made together.
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