Toys that help 'prep' for first time anal?

Je

I've never had full on anal though I've tried in many relationships, I'm 43 (so the term 'many' is relative). I've had my share of living with boyfriends, one night stands, ...etc. but Everytime we tried it was just too painful. My husband has always been interested and we both enjoy when he's behind me and occasionally uses his finger in me anal at the same time, especially him. I've seen some anal toys of different sizes that are supposed to help stretch to make anal more comfortable and fun. Has anyone tried anything like this? Or does anyone have any recommendations to handle it?