I won't reveal the nastiest thing I've done, but I'll share some of the runner-ups:
- While eating a young woman's ass I found a few tiny balled-up pieces of toilet paper (presumably with shit on them), but she was so hot I spit them out and kept going.
- I drank another young woman's piss while she sat on my face.
- I did the glory hole thing once. I Went to the video booths in a bookstore I was visiting for the first time, and discovered that they had glory holes after I heard a guy's voice telling me to let him suck my dick. I let him suck me for a while, then I had him put his cock through the hole and I blew him until he shot a load in my mouth (which didn't take long because I'm good at it). I hung around and sucked off 5 more guys, with no idea whatsoever of what they looked like, and swallowed all of their loads.
- I jerked off a housecat while licking the tip of his cock, and caught his jizz in my mouth. It tasted like cat piss, and I couldn't get rid of that taste for the rest of the day. Got a few scratches on my head too. He was my best friend after that.
- Tried to lick a housecat's pussy in the dark and discovered that I was licking her ass instead when I found the grain of stuck-on cat litter.
- I saved up my semen for several months in the freezer. When I felt like I had a good amount I thawed it, injected it all into my ass, and fucked myself with a big dildo.
While trying out a buttplug that was a bit bigger than what I was used to, I lost the entire thing in my ass (it was very poorly designed). As soon as it got swallowed up I started bleeding. A lot. I had to spend a half hour fishing around in there with a pair of needle-nose pliers before I could get a good grip on it and pull it out. My bedroom looked like a murder scene.