
I'll do my best. The caveat is this, only the dreamer knows the truest interpretation and reason for the dream.
I don't know the significance of being outside, farms, animals etc for you, but perhaps it's the backdrop of safety to you?

I think it's an important feature.
Then what you describe are past relationships, events. Are you working in therapy about relationships and such, or dwelling on things that happened to you because of other people?
The railroad tracks might signify your journey, either destiny or a feeling of not being in control.
It ended on a good note, the positive affirmation from the guy.
A dream can be your brain trying to process and file away memories not properly filed away before. That this ended on a validation, I think you are progressing towards acceptance of past?

Just my POV.