It doesn't help that he says he knows other women weren't for him.
I am curious why this "doesn't help". But you are welcome not to explain this.
My experience is that certain women can be very upset to hear about my past women. But others can be ready to share with me about past women, and minister understanding to me.
Each person is different; so I shouldn't assume about you.
I personally understand that it can be good that I give attention to whatsoever my lady friend is talking about and doing. Or else . . . she might disappear into some gossip group or to some other guy who will give her a listening ear. And - - as much as I know about her, I can use for caring for her, possibly, if she is sick or disabled, and simply to keep her company, and so I can give her medical care providers reliable feedback about how she is doing.
If it has to do with her, be interested > Jesus knows every thing and He is interested in you in everything, right? This is included in how Jesus loves us.
So, I want to know about her past men, so I can have insight into how she has developed and how I can help her to grow in Jesus and in the real world. But welcome her to share with various people, since Jesus wants us to love everyone. And help her to love them, practically.
But yes I see how I have not shown maybe so much interest in her female friends of the past. So, may be I need to pray about this.
I would say you two need to spend time together with mature Christian couples and single older people who can share their experience and example with you.