That guy looks really hot. I love medium lenght hair in men. Specialy in Italians, they know how to make it look masculine, and stylish. His hair style is to square though. I think it need very suble layers, to make it a little fresher and still keep his preppyness.
Haha, the guy is beautiful, but what I found most interesting is your use of photographic framing and contrast Sart, i.e. how his head falls in the middle of the arch, the white walls of arch compared to his black polo .. what an eye you have!