Thank you for these, Jolan. You continue to delight us with challenging and witty clues.
Here is my stab at them.
1. Deputy Dog finally settled (8)- STANDING?
Stand in – Deputy + G- Dog finally – gives standing – settled?
2. Contrived to be top prison (5)- HOKEY?
Chokey is slang for prison and “topped” gives Hokey – contrived?
3. Subtly begin to boast about oneself down under (3-4)- BIG-NOTE? Anagram of “begin to” gives big note- Oz slang for boasting about oneself?
4. A hoax about party returns (3)- COD?
C=- about and Do – party, returning, gives Cod – a hoax?
5. Light like a flowered material of silk and wool (6) – LAMPAS?
Light – lamp + like – as gives Lampas – in Chambers as “flowered material of silk and wool”?
Thanks, again.
AB