You should only do anal sex with someone you feel very comfortable with. My advice is to buy a butt plug or anal beads. You should clean yourself out well in the shower beforehand. Also clean your toy very well every time you use it of course. Another advice I can give is to use a lot of lube and go veeeeeery slowly at first. Take a deep breath and tell the man not to thrust until you say it's ok. In the episode I say "ladies" buy a butt plug but I really shouldn't assume only one gender wants anal sex or toys or fingers in their ass so I'm sorry for that. Men who have sex with men or like some butt play should also buy toys to ease them into it as well. There is nothing wrong with enjoying anal. Don't let society make you think otherwise. Own what you like to do. Don't let society define you!