Drunkard outstretched initially in middle of street (3)
I believe the answer is:
sot
'drunkard' is the definition.
('sot' can be a synonym of 'drunkard')
'outstretched initially in middle of street' is the wordplay.
'initially' indicates taking the first letters.
'in middle of' is an insertion indicator.
'street' becomes 'st' (**).
The first letter of 'outstretched' is 'o'.
'o' inserted within 'st' is 'SOT'.
(Other definitions for sot that I've seen before include "Toper" , "One drinks" , "Habitual drinker" , "Habitual drunkard" , "One's often intoxicated" .)