Quote Originally Posted by Melalvai View Post
I waffle between "I should drop Riding Buddy because it bothers him" and "Why should I let his insecurities interfere with this friend?" ...

and I do not think the answer is as simple as "lost the Riding Buddy".
I do bristle at the idea that he is automatically insecure because of his concern. I know of plenty of situations like you describe here that turned into something else, it "just happened". I would characterize him as CAUTIOUS, not insecure...but I assure you that by continuing to rub salt in this wound, his caution is becoming insecurity...and that insecurity will escalate to something else soon if this continues.

I do think it's as easy as saying "lose the riding buddy", but I also have a serious problem with the double standard in his behavior regardless of whether you had a problem with it or not.