Five he-men stripped into skimpy underwear by the roadside? (8)
I believe the answer is:
pavement
'by the roadside?' is the definition.
(area by the side of a road)
'five he-men stripped into skimpy underwear' is the wordplay.
I cannot quite see how this works, but
'five' could be 'v' (Roman numeral) and 'v' is present in the answer.
'he' could be 'em' and 'em' is located in the answer.
This explanation may well be incorrect...
(Other definitions for pavement that I've seen before include "Area for pedestrians" , "What Americans call sidewalk" , "Path at the side of a road" , "Pedestrian walkway" , "Street walkway" .)