(Qualifier: I'm a guy in his mid 50's, with lots of "history" behind him).
I agree with the advice to proceed with extreme caution! Perhaps an extended vacation with firm boundaries and time for reflection is in order. You could visit for a month or so, keep separate living situations. Reflect on how this feels afterwards. I'm sure there are many guys in your age group who are decent, hard working, ethical and "self-made". I meet them every day. They may not show themselves to be in the same socio-economic class of the men you've been involved with in the past. Maybe you should try "kissing some frogs" in the hopes you might find a prince amongst them?