Search Results: am i too jealous

I have been dating my boyfriend for almost 5 years, we went through a lot and marriage talk is on the table (we are early 30s). He has a female friend that he has known for many years, they don’t see each other often but I wonder if I’m paranoid. She is married with kids now but has always been “the cool girl who is accomplished”. He tried to move 3 times to her city (she has moved over the years for better career/family etc), convincing me it is a better option too (and they are in some ways). I felt he is comparing me to her. During one group dinner with friends, we talked about ring and he grabbed her hand to look at her ring, then told me how great of a pick it is. To add the cherry on top of everything, the waiter thought she was his wife when he came take our order (there were a table full of people and can be hard to tell). Since she is married I don’t think they are ever possible but it still makes me paranoid. She is cute but I think I’m better looking objectively, so I also don’t want to come off pathetic and jealous for no reason. Does he like her and should I address it?

My first REAL crush in my teens was a guy a little older than me. He was confident funny, not the best looking but I liked him loads. He liked me too and I had my first sexual experience with him. There was chemistry there. Due to the age differences my parents got someone to warn him to keep away from me, I only found this out a few years ago! He was only 3 years older but he was from a bit of a rough part of town.. he was a decent guy from what I knew about him. At the time he just stopped taking an interest and I was literally heart broken. I didn’t even know why.

Today I randomly sent him a song that reminded me of him and we talked briefly. we maybe speak once a year if that. But this time he told me that he had actually really liked me all those years ago and when he discovered I’d met someone else he was jealous. He said he found it hard to be around me knowing he couldn’t do anything. I just thought he’d gone off me! He’s married with 2 kids now but I’m just shocked he’s told me this now.. out of the blue. What does it mean? He seems really sincere. I do still think about him at times.