I’ve (27M) been seeing Sarah (27F) in a casual but caring relationship that’s been ongoing for about 6 months. We’re quite emotionally involved but have agreed we’re probably not a great fit for a primary long term relationship due to quite different long term goals.

I’ve been quite open with previous partners about my experiences and other partners, whereas Sarah has said she prefers more of a don’t ask don’t tell arrangement with it. I’m not against it, but I do find I’ll let things slip sometimes that it becomes clear afterwards I shouldn’t have shared because of how it makes her feel. She’s been upfront with me about this and it’s a boundary I’m happy to respect but I struggle to find the line of what I shouldn’t and shouldn’t be sharing.

Obviously previous partners can easily become part of a conversation and we are also exploring group sex situations in which case I’ve brought up ideas of people we could approach to have experiences with, but that’s sometimes been an issue. For now I’ve said I’m just going to stop talking about anything to do with previous/other partners but I do want to better understand where the line is that I’m not quite seeing. Sarah’s expectation is that the line should be quite clear to me, but it doesn’t seem clear to me.