Seeking bum advice!

Hia!
So, i’ve recently been seeing this wonderful fella for a few months now. And he has expressed that would like to try anal. Im cool with this, I have done anal with a previous partner. Yeah the normal stuff happened like it hurted a bit getting it in,but it wasn’t unbearably painful.
But when me and my new fella tried. It just wouldn’t go in. His penis is larger and girthier than my last partner. But to no avail. We keep trying! Trying lube but that doesn’t seem to help.
Do I need to train? Should try something else?

Any tips of tricks would be greatly appriciated!

Happy humping!

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