On the car, I vote ...not so much! Silver is a great color with a red interior, so you can go with red stripes, but not over the CF or clear roof. Silver with orange stripes might work depending on interior color. But in no case does the yellow calipers work with this car. But to each his own! The guy probably loves the combination.
On the other hand, that looks like "The Avenue" in White Marsh, MD. The Bel Air Corvette Club usually puts on a show there. I used to belong to that club before retiring to Florida years ago. Looks like a nice weather day in MD.