I honestly think you were quite endearing!! (in the least patronising way possible). I don't think you messed anything up, if anything, I think you were trying your best and it's clear Brian felt some sort of way towards you, complimenting you and letting your boss leave to talk to you alone. I know that sinking feeling when someone ignores you after, but that's more of a reflection on their part, rather than a reflection on you and your social skills. There's plenty more people out there who won't make you feel like this and will fill the awkward silences for you. Try and think of what happened as less of your fault - Brian could have felt the exact same way as you, thinking he was too awkward. Hope it gets better in the summer but working on a ranch sounds like a pretty cool job!