Ask QC: Bottoming Hurts My Boyfriend

Hi guys,

I have met this wonderful guy and we’ve been going out for more than two months now. We are really in love with each other and happy together, but when we met he told me that he was versatile and I told him that am active (a top). After two weeks he told me that he is active as well. As we were really in love we decided to continue seeing each other.

The first times we had sex, we did mostly oral stuff and masturbating. He did try to take my dick with lots of lube but he couldn’t. I tried taking his dick and almost succeeded. We’ve tried two more times but every time my dick goes in a little he tells me to stop. Now I am very gentle, patient and attentive and I know am not forcing him. The third time, I succeeded in taking his dick and we did it, Twice!!!

Now I must confess that I did not get any pleasure out of it. It was strange because I never did this before and at times (rarely I felt some pain) but I did it because I LOVE HIM. I am not saying it was an unpleasant experience for me, I like it in many ways—making love to the guy I’ve given my heart to. What I am asking is how to deal with things if my boy can’t take my dick?

I know it will be quite frustrating for me, because I want to make love to him. He told me he’ll try again and again, but please help me. What can I do so that he feels less pain? We use lots of lube and we do the foreplay; I finger him etc. But what can I do if he still can’t?

Thanks for your help guys.

One of our editors recently mastered bottoming and all it took was a little anal douching, a patient top, a hell of a lot of lube, and some other “tricks” of the trade. Bottoming can be difficult especially for the inexperienced, but we’re sure there are enough seasoned pros here who can help with a tip or two. So how about it boys? Please share you comments, experience, and advice in the comments section.