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Last two have got me beat. Assistance gratefully accepted.

16 down: Did sock initially have wrinkles stitched all round? (8) Have ?H???K?D
Only word I can think of that fits that pattern is shrieked but I'm convinced that's incorrect.

21 across: Do stuff with one who has been drilled? (8)
Have ???b?r?e
Airborne? Seaborne?

Many thanks in advance.

Enigma

thwacked .
?

T(HW)acked
Stuff=jam
Someone drilled=Boree
Jamboree

t h w acked

Thanks Jazzgirl and cryptalistic.

Jamboree appears to be a favourite of Times setters—it has appeared three times in as many weeks in the weekday puzzles!