It can make you look frowning or wry, somehow (5)
I believe the answer is:
worry
'it can make you look frowning' is the definition.
The definition suggests a singular noun which matches the answer.
'or wry somehow' is the wordplay.
'somehow' is an anagram indicator.
'or'+'wry'='orwry'
'orwry' with letters rearranged gives 'WORRY'.
Can you help me to learn more?
(Other definitions for worry that I've seen before include "'Anxiety, uneasiness (5)'" , "Harry" , "Bother" , "(Feel) anxiety" , "Fret, be disturbed in mind" .)