She really wanted to peg me, so I told her I’d give bottoming another try. Eventually, I had a girlfriend who got me into it. How do so many men-gay, bi, and straight-derive pleasure from having a penis (or dildo) inside of them? After my first unpleasant experience, I didn’t bottom for quite some time. (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.