Dungeon holding gypsy with general (8)
I believe the answer is:
cromwell
'general' is the definition.
(Cromwell is an example)
'dungeon holding gypsy with' is the wordplay.
'dungeon' becomes 'cell' (I've seen this before).
'holding' means one lot of letters goes inside another.
'gypsy' becomes 'rom' (a Rom is a member of the Roma people).
'with' becomes 'w' (abbreviation**).
'rom'+'w'='romw'
'cell' going around 'romw' is 'CROMWELL'.
(Other definitions for cromwell that I've seen before include "He gave the Irish the choice of going ''to hell or to Connacht''" , "dictator" , "Lord Protector (sixteen fifty three to sixteen fifty eight)" , "Oliver, Puritan leader during 17th century English Civil War" , "English general" .)