Anal sex is not everyone's cup of tea. The mystery and taboo that surrounds it might make it seem like the big thing everyone wants to try, but the bottom line is that some people like it and some people don't. So how can you tell if you do or you don't without doing, at least once? It's not like kissing, an activity that we explore through experimentation with others who we may not know or even particularly like. No matter how you do it, anal sex requires a certain amount of exposure.
First Time Anal Sex - How to Prepare for Anal Sex | Allure
For some strange reason, I seem to be thought of as well-versed in the strange and wondrous ways of anal sex. Eventually, some of you get curious, and want to embark on some of your very own anal adventures. So you come to me for advice, which I happily dispense in graphic detail. Even then, you cretins still get it wrong. Find Your Butt. The first and most important step in having sex with your butt is knowing where it is.
So You Wanna Get Your Butt Fucked? How to Train for Anal Sex
Butt stuff is an entirely different type of play from oral and vaginal sex for many reasons. Those who love anal sex are often appreciative of its highly intimate nature and the unique sensation of fullness it gives the receiver. Having said that, butt stuff should be something you choose to do — not something you do to please anyone but yourself, and certainly not something anyone can be pushy or coercive about doing with you.
Training and stretching your ass for anal sex takes practice and patience. But if you want a more exact idea of what size you should begin with, play with your fingers. Lube them up, see how many you can fit in your butt, then measure their circumference. Divide your measurement by pi and choose a plug with a diameter as close to this as possible.