Ladies I need advice.

Madison • Just your typical insulin junkie 💉💉 Eden Alaine born 9/23/17 and surprise baby #2 coming July 2020 🤰🏻🤱🏻
My man wants to do more anal but it hurts like holy hell. I've tried using a lot of lube and easing into it. So my thought was maybe getting butt plugs. Do those help? Are there other ways to help?