Hang about with some hoboes and a toff (6)
I believe the answer is:
hobnob
'hang about' is the definition.
(I've seen this before)
'some hoboes and a toff' is the wordplay.
'some hoboes' becomes 'hob' (I can't justify this - if you can you should believe this answer much more).
'and' is a charade indicator (letters next to each other).
'a toff' becomes 'nob' (UK slang for a wealthy or upper-class person).
'hob'+'nob'='HOBNOB'
'with' is the link.
Can you help me to learn more?
(Other definitions for hobnob that I've seen before include "Spend friendly time together" , "Rub elbows with the biscuit?" , "Socialize, spend time with" , "Associate informally" , "Socialise together, rub elbows with" .)