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Talk about it. Sorry, folks, but you can't introduce the tush without some chit-chat.
Experiment on your own.
Maybe use an enema.
Stock up on lube.
Don't forget steps 1, 2, and 3.
Use toys to prepare for anal sex. Second, it will help make the actual act of butt sex more comfortable and enjoyable for you both. Everyone has a butt and anal sex can mean a lot.