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Answer:
TWEEDY
Possible Questions:
Like some jackets
Academic
Outdoorsy
Wilco singer Jeff
Outdoorsy in taste or habits
Miss Marple-esque
Like some professors' wardrobes
Like some professors' suits
Like some professorial attire
Like an outdoorsy Englishman
Informal in taste
Collegiately attired
Casually attired
Academically stylish