The Renaissance poet Pietro Aretino advocated anal sex in his Sonetti Lussuriosi (Lust Sonnets). While men who engaged in homosexual relationships were generally suspected of engaging in anal sex, many such individuals did not. Among these, in recent times, have been André Gide, who found it repulsive; and Noël Coward, who had a horror of disease, and asserted when young that "I'd never do anything – well the disgusting thing they do – because I know I could get something wrong with me".
He recommends starting off with a toy that’s made from an easy-to-clean material like silicone (which is nonporous and hypoallergenic), on the skinny side, and smooth with no rough edges or bumps. It should also have a flared base so that the toy doesn’t slip all the way in and get lost in your butt (which people actually go to the emergency room for all the time.)
The anal sphincter acts as a bit of a gatekeeper for the rectum. For anal sex, however, it’s important that this muscle relaxes. Not only does it make the experience more pleasurable, it reduces the risk of tearing or discomfort. Relaxation involves patience, both at the time you’re attempting penetration, and as you become more accustomed to anal sex.