I will start to cheer on team, looking embarrassed and foolish? (3-10)
I believe the answer is:
ill-considered
'foolish?' is the definition.
(I've seen this before)
'i will start to cheer on team looking embarrassed' is the wordplay.
'i will' becomes 'I'll' (abbreviation).
'start to' suggests taking the first letters.
'team' becomes 'side' (both can mean a sports team).
'looking embarrassed' becomes 'red' (someone may go red when embarrassed).
The first letter of 'cheer' is 'c'.
'ill'+'c'+'on'+'side'+'red'='ILL-CONSIDERED'
'and' is the link.
(Other definitions for ill-considered that I've seen before include "Not carefully planned" , "Foolish" , "Badly thought out" , "Rash" , "End collier I/Ds? (anag)" .)