(The person sticking said penis or dildo inside the bottom is referred to as the 'top.')Īfter my negative sexual experience, I couldn’t for the life of me understand what was pleasurable about bottoming. If you're not familiar with the term, 'bottoming' refers to being on the receiving end of anal sex, meaning the 'bottom' is the partner putting the penis (or dildo) inside of them. I was in pain the entire time, not to mention super self-conscious about my partner being all up in my rear end. My first time bottoming was a nightmare come to life.