ACROSS
 7. HE + A DON = HEAD-ON <face to face>
 8. <oxygen respirator> AEROBE = A&E ROBE
 9. <again covered> REUPHOLSTERED = P HOLST ERE inside RUDE*
11. <pirate> BOOTLEG = BOOTLE G_
13. <ships> FLEET = FLEE + T_
15. CU + BAN = CUBAN <from Caribbean island>
17. "TITAN" = TIGHTEN <contract>
19. <county> STAFFORDSHRIE = (.a)ST AFFORDS HI-RE(s.)
21. L O + N ELY = LONELY <remote>
22. <regularly repeated> CYCLIC = "SICK LICK"

DOWN
 1. <baby-faced> CHERUBIC = CHER + U + B IC
 2. BOAR* away from KOOKABURRA* = KAKURO <logic puzzle>
 3. <banter> JOSH = J O S + H
 4. <quibble> PETTIFOG = PET + ←GO FIT←
 5. "COARSE" = COURSE <restaurant food>
 6. <cannabis> WEED = WEE D_
10. <perhaps Bic> LIGHTER <easier to carry around?>
12. L AND _F I'LL = LANDFILL <tip>
14. T AGENCY outside N = TANGENCY <meeting>
16. <intelligent> BRAINY = B_ RAINY
18. <fiddle> TRIFLE = _T RIFLE
19. <clearance> SALE = "SAIL"
20. STY X = STYX <sunless river>