One of the best posts ever on TAG and there have been a lot of great ones (especially lately!). I’ll have to read this one several times.
So many bests... It's hard to choose just one (so I won't).
I really like public sex, in high school, my boyfriend at the time and I didn't have a lot in common, so we would just fuck for hours any time we spent together. He lived right by our school, and once we hopped a fence gating off a courtyard and he fucked me good and hard as I laid on a bench, watching the sky above us. There was an event that evening at school, and I was to be singing there in a half hour, people were filtering in early, and we could see them moving through the windows lining the courtyard, somehow no one looked out and saw us, but the danger of being so easily seen was so exciting. He finished deep inside me, and I had to crouch on the ground after, letting his cum drip out of me onto the grass, it was so dirty and spontaneous, which made it really unforgettable. We also fucked in the school elevator, girl's change room, and a few bathrooms over the years. I took to wearing only dresses or skirts with no panties for ease of access any time we went out.
Another best would have to be my first threesome (FMF). Some details are a bit hazy since I had some liquid courage that night, but I remember it was such a properly negotiated threesome and there was so much switching and movement that no one was ever left out for more than a moment. I fondly remember licking her impossibly sweet cunt while being fucked hard from behind, I worked her to orgasm, watched her shake and felt her thighs tighten around my head and I kept licking her, trying to bring her to that second orgasm that is just a brief moment away from the first. It was so hot feeling her try to push me away because of the sensitivity and fighting through anyhow only to have her shaking with pleasure again so soon after. She looked so surprised that her body was capable of such a thing. Also, when we both sucked the guy's dick it turned me on like crazy. We just kept kissing each other with the tip of his dick in both of our mouths and it was one of the hottest things ever, it's become my favourite part of threesomes. Ugh. Now I've inadvertently turned myself on a lot...
Excuse me and my hitachi, I desperately need to cum now lol