Overwhelm one lady with habit to see men? (8)
I believe the answer is:
inundate
'overwhelm' is the definition.
(thesaurus)
'one lady with habit to see men?' is the wordplay.
'one' becomes 'i' (Roman numeral).
'lady with habit' becomes 'nun' (a habit is a nun's outfit).
'to see men?' becomes 'date' (to see people can mean to date them).
'i'+'nun'+'date'='INUNDATE'
(Other definitions for inundate that I've seen before include "Overwhelm, swamp" , "Flood, fill completely" , "Submerge or cover in water" , "Aunt Enid could engulf badly" , "Overrun" .)