Hittite attests two distinct second positions, occupied by: (a) Wackernagel enclitics; (b) non‐Wackernagel enclitics ‐(m)a, ‐(y)a as well as stressed indefinite and correlative pronouns. I argue that Hittite provides novel data on the syntax‐prosody interface as reflected in the operation of the second position constraint: the words belonging to group (b) combine properties which are typically ascribed to stressed and unstressed second position constituents. These findings show that the boundary between the stressed, syntactically conditioned second position exemplified by Germanic verb‐second and the unstressed, phonologically conditioned second position of Wackernagel enclitics is much more blurred than is commonly acknowledged.