After a quick apology to my boss, I got a great response from him explaining his original "WTF?" reaction but his ultimate understanding. Then I sent it to Andrey as planned and got a classic response from him:
I can always count on Andrey for a great response, followed by a serious conversation. This time it was about the lack of activism on UCLA's campus and the merits of Undie Run. I'd love to hear additional thoughts.