| (25 f) have been friends with my (26 M) Friend for almost 6 years. We were friends and roommates in college and kept in touch after graduating. Recently we saw each other in person. We usually only see each other a few times a year because we live on opposite sides of the country. After he left we began texting regularly and decided we wanted to explore a romantic relationship, but wanted to take things slow. He's a great guy, very kind, caring, charismatic and we have a really amazing friendship and I also really admire him. He has always been someone who has been comfortable maintaining close relationships with exes. He currently lives with his ex and they broke up 7 months ago. lirc I remember him saying they may even share a bed? They also spend time together (in groups not sure if they spend time 1-on-1) and he feels comfortable bringing her up in conversations with me. It makes me uncomfortable. I trust him. But I'm someone who really prefers strict boundaries in relationships and I don't think their dynamic is something I'd ever be comfortable with. They were together for 2 years. I know him well and so trust him and 1 am 99% sure there is nothing funny going on, but it still makes me feel really insecure knowing they have this kind of dynamic going on. How do I approach the conversation, and what realistically can I expect the outcome to be?