September could have been "working PSD" for labor day holiday...but to late for that one....
October, How about your favorite College or NFL football PSD pics, (you in football garb w/your PSD).
November-Hunting related maybe? buck in the truck shots, who knows for sure
December-Holiday related, like towing a x-mas float or bed full of x-mas gifts for needy kids!
January-Winter PSD in snow or bad weather (w/u in pic) pulling out a Dodge or something like that.
just some ideas........