Evan Goldstein, founder and CEO of Bespoke Surgical, an anal surgery practice, for medical information and advice. Alas, there are not that many resources for men who want to learn how to bottom, but have no idea where to begin. Bottoming isn't an innate skill it’s something you learn. I had no idea how to bottom, which makes sense. My orgasms were so much stronger with something in my butt than without. After a few experimental sessions, I finally got what bottoming was all about. She loved anal (on herself, too) and taught me what I had been doing wrong. 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.