How cool is this pooch? It's not every day that you see dog in shades riding on the back of a motorcycle. A Townsquare employee spotted this guy sitting pretty at a Hudson Valley gas station on Friday.

Your challenge, should you choose to accept it, is to give us the best caption for this photo.

Pete Gersec, Townsquare Media - Hudson Valley

We'll give each person who posts a caption in the comments section below by Monday, Aug. 11 an extra 500 points in their VIP account, which you can apply toward cool games, ticket giveaways and more. Be sure to include your VIP member name or the email associated with your account in the comment for us to apply the points.