Some of my most enjoyable listens on hf are pirate shortwave frequencies and qsos.
If you like the same kind of thing below are the places to tune in on
Popular with European pirates in the evenings in summer and during the day in winter
European pirate overspill from 48 metres
Euro-pirates, busy at weekends.
Mostly North American pirates
Unreliable propagation but some pirate use
Also can be heard on higher shortwave frequencies such as 9290, 12256, 15070 and more