Most memorable for me is nothing too special but brings back memories of a time ago. I was in my early twenties in college and had just met my now wife. I went home with her to visit her family the first time. I had to sleep in the living room on the couch. It was Christmas time and cold in the Midwest. Late at night I had heard a noise down in the basement and was not sure what it was, it had woke me up from my sleep so I went down. I thought maybe someone was breaking in or something. Here it was her dad was loading wood into the furnace. I went over to help and noticed he was hard, there were some playboys laying out. Most have been down there to release himself. So I pulled his cock out of his pajama bottoms got down on my knees on the cold concrete and went to town. After a while he pulled his cock out of my mouth pulled me up told me to take my clothes off, turned me around, bent me over on the wood pile, I had to brace with my hands, not super comfortable. He spit on my asshole, then stuck his tongue in. Soon his tongue was removed and replaced by the head of his cock. He pushed in slowly at first until the whole thing was in, then he picked up the pace and started slamming my hole. All the while telling me if I wanted to fuck his daughter then he was going to fuck me. Finally he slammed in one last time and I could feel his cock pulsate inside me.
Since then I have been fucked in some very weird places. He is a fireman and so of course fucked me in the truck.
Good times. We don't get back to see them much anymore but when we do, I make sure his needs are taken care of and he makes sure my hole is taken care of.