Thats a tough question to answer. My life has been filled with sexual exploration, and I've been blessed with partners who are equally enthusiastic and explorative about sex, so it's difficult to pick out what might be the "craziest."
Some of the things that are most memorable include:
- I had a partner for a while who really, really loved ginger figging (peeling a ginger root, carving it into a butt plug, and inserting it in the anus). The ginger oils create a strong sensation that some people really like. I was at a play part with her and her other boyfriend. We tied her down and blindfolded her and were taking turns doing things to her--touching her, fondling her, fingering her, that sort of thing. Unbeknownst to her, we had smuggled a ginger root in to the party with us, and midway through, we surprised-figged her. She really, really liked it.
- At another play party, two of my girlfriends, who both really like strap-on play, decided they were going to have their way with me. We had an audience of 60 or 70 people, and they grabbed me, bent me over, and spit-roasted me with strapons. That was fun--after the party I had people coming up to me saying "wow, I saw that thing you did, that was really hot!"
- Similarly, at yet another play party, I was tied up and blindfolded, and a whole bunch of women gang-banged me with strapons. To this day I still don't know how many.
- I had a threesome resistance play scene in a van in the car train that runs under the English Channel. That was a lot of fun.
- I have several partners who really enjoy fisting (inserting the entire hand into the vagina). On one occasion, I was fisting my girlfriend while she was giving her girlfriend oral sex, which was tremendous fun. The noises she made while I was fisting her were, apparently, quite pleasurable to her girlfriend.
- I designed and built a device called the Tormenter, which is a vibrator attached to a small embedded microcontroller that was running software I'd written to make the vibrator run in random patterns for random periods of time, with random gaps of anywhere between thirty seconds and a couple minutes in between. The idea behind the Tormenter is it never runs quite enough to make the wearer have an orgasm, but the random varying patterns mean you can't ignore it or get used to it either, so it keeps you turned on without letting you get off. I had a partner of mine wear it when we went out to dinner.
- I have designed a vibrator connected to an EEG, so you can turn it on and off just by thinking about it. When I was doing the research for that, I asked around for people who wanted to help me collect data. We rented a hotel suite in Seattle and had a bunch of volunteers wear an EEG that let me record their brainwaves while their partners sexually stimulated them.
