I would say to NOT force taking it if it hurts! While we as gay men think of our anus as a sex organ it was not designed for that so you possibly risk serious injury. I tried bottoming for a while, no luck and gave up. A couple of years later, decided I wanted to try again, so hired Mike Austin in Chicago. While hung like a horse, I decided to go for it as 1.) he was highly rated as a provider so I knew he had great skills/knowledge so comforting for a beginner and 2.) Hung so had to learn how to work with bottoms. I told him it was my first time and he got me well prepared and watched me the entire time. Painless and pleasurable. Sorry if TMI, but what I am trying to convey is that a good hung top will work with you to make sure it is pleasant and if not, wait until you've worked your way up with hung providers who will help first.