That you remember me like that really turns me on tbh.
One of them would be when I was about 14, summer break, sleeping on the floor in the living room with siblings near by. I spent most of my fapping on six second Mike's Apartment clips, and a particular favorite was of some tanned Eastern European girl (url was gallys.nastydollars.com/ma/242/, still have that one committed to memory along with a few other favorites from that site (251, 307, 315 also recommended)). It was one of my first times fucking my pillow and I did it playing the clips of her in my head over and over and it was really intense.
Another would involve a dream about a school acquaintance, just several months. It was supposed to be an annual department party thing but it occurred in a Mayan temple or some shit, and a lot of people were totally nude, but in a kinda hippie way. The acquaintance waved me over to sit near her, and people were trying to get me to disrobe. In the dream I was trying to hide a raging erection from them but I think they started to pick on me slightly, and then one the acquaintance hugged me it was too much and I woke up with a most violent boner and immediately fucked my pillow.
Another would be a favorite Japanese porn video, some milf woman giving some dude a blowjob, this happening about a year ago. It wasn't my first time watching it, but I had been beating it extra slow and long that time, and right when I was getting close a family member walked in to head to the bathroom behind me, closing the door. I thought I lost it, but I applied a lot of pressure to my taint/prostate region, and all of the sudden my cock started spasming spontaneously and it was like someone was yanking cum out like pulling on chains.
Another would be to a Claudia Marie video, after a week or so of no fapping due to visitors, a few Christmases ago, when they had all left to go to the zoo except for me. Tons of repressed energy there, just put my laptop on the bed, kind of in a doggystyle-ready position, one pillow pushing against my ass and taint, the underside of my dick grinding on a pillow laying on the bed, a third pillow on top of my dick for maximum pressure. I came in about 30 seconds, pulled out and shot a solid rope over a foot, and I'm usually more of a drizzler unfortunately.
Last one would have had to be at a Hawaii vacation with the family when I was 15. My siblings mostly wanted the couch/extendable bed for TV, so I got my own room. There were the obligatory catalogs with the occasional woman in a bikini or Hawaiian dress that would do perfectly fine for fapping material, and combined with the big fluffy pillows with a slightly exotic detergent scent, I was doing fine. However, what really made it special is that I swear I could hear muffled sex noises on the other side of the wall; not much, but just the occasional moan and stuff, so I skeeted all over those sheets once I heard that.
I'm sure I'm forgetting others actually, but I'm at least confident that those would all make a top 10, and those first 3 definitely in a top 5 or so.