A memory of an early anal fingering:

I was very young 14 or maybe early 15 and quite gullible. I still didn’t really understand how another male could really want me physically, but it happened so suddenly. An older gay male was sitting by me on the couch smoking pot with me and suddenly grabbed me with one arm and held me while sliding the opposite hand down the back of my jeans and undies, quickly found my butthole and rubbed his big finger back and forth along it then pushed it in me. He held it there for awhile then felt around and pushed deeper and started finger fucking me as his grip around me tightened. He went a bit deeper and at this point I squeezed hard on it and he slowly pulled it out.