Whatever the case, talking over exactly what you want to do (and laying ground rules like what you’ll say if you want to stop) can make the whole experience much better. Or maybe there’s a hot clip of anal sex you want to share with them. (I’m a big fan of the b-Vibe Novice Plug and Doc Johnson’s various anal sex trainer kits). Perhaps there is a butt plug you’d like to try. Consider coming to your partner with ideas, too.