2011 —
Cowboy Bubby, for my review of a Woody from Toy Story costume:

2015 —
Cowboy Bubby, for "Wild" dress-up day during Spirit Week at school (which he chose to interpret as Wild West rather than wild animals):

Having lived most of my life in the wild west of Colorado, I've seen my share of cowboys. Cowboy Bubby—then and now—is the cutest I've seen yet.

PS: The similar posing was sheer coincidence... and sheer Bubby.

(Note: My regular Here and now Thursday feature will return next week.)

Today's question:

When did you last encounter a cowboy?