At least he's wearing his helmet!
Seriously, tho... no shoes? Yikes. I won't even get SPD sandals for the summer because I'm worried about something happening to my toes.
I'm recovering from the flu so I haven't ridden in all week, but I
would be wearing a wool long sleeve base under my Tundra II jersey, PI Gavia tights, wool socks, shoe covers, long gloves and a fleece helmet liner in this kind of weather. Low 40s and raining is not "shirtless" weather for me (unless I'm in my living room in front of the fireplace.)