I tend to go for the happy ending first. I feel like happy endings follow the standard narrative flow, whereas bad endings reveal hidden sides of the characters or the underlying story, so I save those for later.
The angst really hits when you read what could have gone different after the good ending. Usually I stumble upon the bad endings by chance but sometimes I prefer to leave things at the good ending stage itself.
I like to play happy endings without entering bad endings because i cry so much but nowadays most of games force you to play bad endings first to unlock happy endings