Fashionable fellow to carry stuffed toy (5,4)
I believe the answer is:
teddy bear
'stuffed toy' is the definition.
(I've seen this before)
'fashionable fellow to carry' is the wordplay.
'fashionable fellow' becomes 'teddy' (reference to Teddy Boy subculture).
'to carry' becomes 'bear' ('bear' can be a synonym of 'carry').
'teddy'+'bear'='TEDDY BEAR'
(Other definitions for teddy bear that I've seen before include "Cuddly toy, named after President Roosevelt" , "Maybe Winnie" , "cling to this for comfort?" , "Rupert, perhaps" , "Cuddly toy named after a US president" .)