Relative difficulty: Easy-Medium
THEME: WHERE ART THOU? (57A: Question that follows "O Brother" in film ... and a hint to this puzzle's theme) — "THOU" is hidden inside four theme answers
Word of the Day: MATT HOUSTON (28A: TV oilman-turned-private eye) —
Matt Houston is an American crime drama series that aired on ABC from 1982 to 1985. Created by Lawrence Gordon, the series was produced by Aaron Spelling. // Matt Houston stars Lee Horsley as a wealthy mustachioed Texas oilman named Matlock "Matt" Houston who worked as a private investigator in Los Angeles in his abundant free time. The show also stars Pamela Hensley as his lawyer sidekick, C.J., and George Wyner as his continuously frustrated business manager. During the show's third and final season (1984–85), Buddy Ebsen joined the cast as Matt Houston's uncle, Roy Houston. (wikipedia)
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MIDNIGHT HOUR is essentially a partial and the theme revealer is a partial and one of the other theme answers is an extremely short-lived '80s crime drama—all these things add up to a not-so-lovable theme. 
Theme answers:
- 20A: Time in the title of a 1965 Wilson Pickett hit (MIDNIGHT HOUR)
- 28A: TV oilman-turned-private eye (MATT HOUSTON)
- 39A: Multiple-dwelling buildings (APARTMENT HOUSES) — tried TENEMENT HOUSES here, only to find it wouldn't fit.
- 46A: Droopy-eared dog (BASSET HOUND)
- 61A: Grotto isle of Italy (CAPRI) — easy once I got the "I." Before that, I had an "O" because I tried to solve 40D: Vacation souvenir wear without looking at the clue and wrote in TEE SHOTS.
- 31D: Scout's rider of early TV (TONTO) — which means "stupid" or "foolish" in Spanish (trivia I learned from crosswords)
- 57D: Cylindrical sandwich (WRAP) — even with the "W" in place I had a little trouble with this. TACO and GYRO kept insisting that I consider them.
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