My suggested solutions are-
1)CROCKERY - Dishes...Anag (out) CHURCH GROTTO KEY less THOUGHT (thoughtless)
2) RENDITION - Double definition.
3) ATTENUATE - Become thin ..AT TEN (two hours before midnight) U (you) ATE (dined)
4) LUSHEST - Most rich...LUSHES (drunks) T (detox centre)
5) STOUT-HEARTED - Game ..TOUT (solicitor) has SHEAR (cut) TED outside
S TOUT HEAR TED