I'm guessing dating in your thirties is never easy since people pick up a lot of baggage over time.
I'm a pretty big fuck up in general and I've been single, like... forever. Kinda. My girlfriend is recently divorced and a single mom.
I love her very much but we are very different. In a complementary way in my opinion that will work well. But she takes a long time to express her worries and concerns and gets pretty quiet sometimes while she does it. Which makes me worry since I've fucked up enough to give her any number of anxieties regarding me in addition to whatever else is going on with her. I'm way too skinny in general in a way and due to reasons that make me worry about myself. I weighed more when I was homeless for example. It's making her self conscious about herself for some reason that I don't understand. There's a buncha shit I could mention. I'm just trying to do my best to let her go at her own pace with her emotions and anxieties and sharing them and being helpful as I can be and keeping conversation light. ¯\_(ツ)_/¯