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I think it's sage to listen to yourself when you say that maybe you don't want to get into something you're both not sure about and are not sure you'll like. If only one partner has any interest in doing an activity, and the other either has none, or is opposed to it, it's generally best to just decline. Starting anal play with penis -to- anus intercourse full-stop isn't the best idea, anyway, on both those counts and more. So, for starters, to figure out if you even have any interest in this yourself, and enjoy this at all, rather than starting with something so much larger -- and in some ways, less easy to control -- instead, if you emphasis on YOU want to experiment with anal play, the way to start is with something much smaller and more gradual, like his or your own gloved, lubed pinky finger.