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I really dig this tough ID challenge: due to wheels, presumably 6 cylinder motor, and rear bustle (not Aunt Annie's) I'm gonna say 1921-ish Haynes 4 door roadster; tho not 100% sure. Hood pipes are almost certainly custom. #DavesCarIDService
btw, Haynes and sister brand Apperson were made by the Haynes-Apperson car company of Kokomo IN. My beloved Hawkgramps owned a quite speedy Apperson Jackrabbit in his youth.
some of the best car branding ever, IMO
Pretty sure it's a 1916-20 Ford Model T touring, and Grandpa's suit either shrunk in the wash or was purchased when he was 13
1951 Hudson Hornet, same as Doc Hudson in the Pixar "Cars" movie, except with 4 doors
First 3 are relatively easy; 1950 Chevy Deluxe Fleetline, 1938 Chevy panel truck, 1915-ish Ford T delivery. Last one is tough, I wanna say 1910-14 E-M-F, but not sure.
EMF was not just a 90s alternative band, it is also Everitt-Metzger-Flanders, the predecessor to Studebaker. On 2nd thought, that car is not an EMF, but certainly a non-Ford, 1908-1915, pre-electric-lights, left hand steering car, a relatively odd set of features.
*right hand steering was really the standard on very early US cars; it was the Ford Model T that switched the standard to left hand.
Chivalry/sexism I guess; with traffic traveling on right side of road, it was safer for curbside lady passengers to enter the car on the right
1948-50 Ford F-1 pickup, 1953 Chevy 2 door station wagon
1927-ish Franklin touring, built in beautiful downtown Syracuse NY
1948-54 Nash Rambler station wagon. Its lay-down seats gave it a reputation as a boudior on wheels, not sure if that may have been the cause of the accident
1905-ish Detroit Electric. There were electric cars long before Elon Musk's grandfather was born.
If 1940 (I'm assuming it is, and about Norwegian WW2 resistance), that a highly unusual shape with flat top, slope back and no rear fenders. Closest I can guess is a US-made White, but with low confidence.
Those bobbysox teenage grease monkeys are seated on the fender of a 1950-51 Dodge Coronet
1949-51 Mercury with custom bar grille & chopped windshield top. Pity about the anachronistic 20" Detroit Steel murder rims
1956 Chrysler Windsor station wagon
1959 Mercury Monterey convertible
1938 Buick, with the snazzy dual sidemount spare tire option
foreground, 1961 Mercury Comet, behind it is a 1959 Buick
I apologize if this is getting too tedious, I have a large backlog of ID requests. Feel free to mute me for rest of the morning.
*twists head* 1933 DeSoto 4 door sedan
1927 Ford Model T Tudor; not sure of pic location but "57" designation on license plate indicates Linn County Iowa, where Mt Vernon is located. If licensed in Solon, it would have a "52" for Johnson County
I think I need some expert ID help on #1, hood louvers don't match with anything in my knowledge bank.

The beer-guzzling ancestors in #2 are in a 1909-12 Brush Runabout (Dave reminds you: don't drink and drive)
very early (1956-59) VW Karmann Ghia
Gonna close out today's #DavesCarIDService with this outstanding ID request and racing history tidbit: 1937 Ford coupe, sporting "Wide 5" wheels. Go Ethel, Go!
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