If you’re model new to anal play, I strongly recommend taking part in with a butt plug prior penetrative anal intercourse with a penis or strap-on dildo. (You can do that by your self or with a partner.) It will get you used to the sensation of being “crammed,” as well as assist relax the sphincter. If at first you don’t love anal, give it a second chance. The anus isn’t self-lubricating, and the sphincter needs to be relaxed before you insert something into it.